1,1’-diethyl-3-hydroxyazetidinium chloride - CAS号 15314-03-1

计算性质

辛醇/水分配系数(LogP)：

-2.78
重原子数：

10
可旋转键数：

2
环数：

1.0
sp3杂化的碳原子比例：

1.0
拓扑面积：

20.2
氢给体数：

1
氢受体数：

2

反应信息

作为反应物：

描述：

1,1’-diethyl-3-hydroxyazetidinium chloride 生成 2-丙醇,1-氯-3-(二乙胺基)-

参考文献：

名称：

Ring-opening alkylations of 1,5-dialkyl-3-substituted azetidinium cations. Substituent entropy-controlled strained ring-chain equilibria

摘要：

DOI：

10.1021/jo01266a010
作为产物：

描述：

2-丙醇,1-氯-3-(二乙胺基)- 在 (cyclization) 作用下，以乙腈为溶剂，生成 1,1’-diethyl-3-hydroxyazetidinium chloride

参考文献：

名称：

Ring-opening alkylations of 1,5-dialkyl-3-substituted azetidinium cations. Substituent entropy-controlled strained ring-chain equilibria

摘要：

DOI：

10.1021/jo01266a010

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文献信息

Cosmetic composition containing a hydroxylated amino thioether for

申请人：L'Oreal

公开号：US03968218A1

公开（公告）日：1976-07-06

A method and composition for combatting the greasy and unaesthetic appearance of the hair and to improve the appearance of the skin comprises in a carrier at least one active component of the formula ##EQU1## wherein R.sub.1 and R.sub.2 are methyl, ethyl, isopropyl, cyclohexyl, benzyl or .beta.-hydroxyethyl, or R.sub.1 and R.sub.2 taken together form --(CH.sub.2).sub.2 --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.2 --CH.sub.2 --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --, ##EQU2## or ##EQU3## ; and R is (1) linear or branched alkyl having 1-18 carbon atoms, (ii) alkenyl having 3-18 carbon atoms, (iii) alkyl having 2-3 carbon atoms and substituted by 1-2 alcohol functions, (iv) --(CH.sub.2).sub.m --CH(OR.sub.3).sub.2 wherein R.sub.3 is alkyl having 1-4 carbon atoms and m is 1-2, (v) --(CH.sub.2).sub.n R.sub.4 wherein n is 0, 1 or 2 and R.sub.4 is 2 -pyridyl or phenyl, (vi) --(CH.sub.2).sub.q R'.sub.4 wherein q is 0 or 1 and R'.sub.4 is 1-naphthyl, 2-naphthyl ##SPC1## Wherein p is 1, 2 or 3 in which instance R.sub.5 is F, Cl, Br, alkoxy having 1-5 carbon atoms or alkyl having 1-4 carbon atoms, or wherein p is 1 in which instance R.sub.5 is amino, dimethylamino and methylenedioxy, (vii) --CH(C.sub.6 H.sub.5).sub.2, (viii) --C(C.sub.6 H.sub.5).sub.3, (ix) --CH(C.sub.6 H.sub.4 p--OCH.sub.3).sub.2, (x) ##EQU4## (xi) --CH.sub.2 --CH.sub.2 --NH--Y wherein Y is hydrogen, nicotinyl or COR.sub.9 wherein R.sub.9 is hydrogen, alkyl having 1-18 carbon atoms, alkenyl having 2-18 carbon atoms ##SPC2## Wherein R.sub.11 is H, F, Cl, Br or alkoxy having 1-4 carbon atoms, (xii) ##EQU5## and (xiii) --(CH.sub.2).sub.s --COOH wherein s is 1-10. The present invention relates to cosmetic compositions which when administered orally or topically --a human being having hair, skin or scalp characterized by a greasy and unaesthetic appearance significantly improves the condition and appearance of the hair, scalp and skin by essentially eliminating this greasy and unaesthetic appearance. This condition of a greasy and unaesthetic appearance of the hair, skin and scalp can be occasioned by excessive secretions of the sebaceous glands and the compositions of this invention are useful in diminishing such excessive secretions. The compositions are also useful to combat dandruff. It has already been proposed for use in combatting against the greasy appearance of the hair as well as against the unaesthetic appearance of the skin certain S-substituted derivatives of cysteine and cysteamine. However, after further investigation, it has now been found that by using as the active component a hydroxylated amino thioether, an activity greater than that of previously known compounds for combatting against a greasy and unaesthetic appearance of the hair and skin is achieved. MOreover, it has been established that these hydroxylated amino thioethers exhibit excellent solubility in water and hydro-alcoholic solutions, a characteristic which permits the realization of many different types of cosmetic formulations. This solubility feature is due in particular to the presence of a hydroxyl group in the molecule of these active compounds. Consequently, relative to the previously known compounds, the active compounds of the present invention, exhibit increased activity and better solubility in water, alcohol and hydroalcoholic solutions. The present invention has for an object a new composition for combatting against the greasy and unaesthetic appearance of the hair and to improve the appearance of the skin, characterized by the fact that it contains in combination in an appropriate carrier, at least one active compound of the formula ##EQU6## wherein: R.sub.1 and R.sub.2 each independently, are selected from the group consisting of methyl, ethyl, isopropyl, cyclohexyl, benzyl and B-hydroxyethyl, or R.sub.1 and R.sub.2 taken together form a divalent radical selected from the group consisting of --(CH.sub.2).sub.2 --(CH.sub.2).sub.2 --,--(CH.sub.2).sub.2 --CH.sub.2 --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --, ##EQU7## an R is selected from the group consisting of: i. linear or branched alkyl having 1-18 carbon atoms, ii. alkenyl having 3-18 carbon atoms, iii. alkyl having 2-3 carbon atoms and substituted by 1-2 alcohol functions, i.e., OH groups, iv. --(CH.sub.2).sub.m --CH(OR.sub.3).sub.2 wherein R.sub.3 is alkyl having 1-4 carbon atoms and m is 1-2, v. --(CH.sub.2).sub.n R.sub.4 wherein n is 0, 1 or 2 and R.sub.4 is selected from the group consisting of 2-pyridyl and phenyl, vi. --(CH.sub.2).sub.q R'.sub.4 wherein q is 0 or 1 and R'.sub.4 is selected from the group consisting of 1-naphthyl, 2-naphthyl and ##SPC3## wherein p is 1, 2 or 3 in which instance R.sub.5 is selected from the group consisting of F, Cl, Br, alkoxy having 1-5 carbon atoms and alkyl having 1-4 carbon atoms, or wherein p is 1 in which instance R.sub.5 is selected from the group consisting of amino, dimethylamino and methylenedioxy, ##EQU8## xi. --CH.sub.2 --CH.sub.2 --NH--Y wherein Y is selected from the group consisting of hydrogen, nicotinyl and COR.sub.9 wherein R.sub.9 is selected from the group consisting of hydrogen, alkyl having 1-18 carbon atoms, alkenyl having 2-18 carbon atoms and ##SPC4## wherein R.sub.11 is selected from the group consisting of H, F, Cl, Br and alkoxy having 1-4 carbon atoms, ##EQU9## and xiii. --(CH.sub.2).sub.s --COOH wherein s is 1-10. In one preferred embodiment of the present invention, the active compound has the formula ##EQU10## wherein R.sub.1 and R.sub.2 have the meanings given above and R is selected from the group consisting of ##EQU11## In another preferred embodiment the active compound has the formula ##EQU12## wherein R.sub.1 and R.sub.2 have the meanings given above and R is selected from the group consisting of i. alkyl having 1-18 carbon atoms, ii. alkenyl having 3-18 carbon atoms, iii. alkyl having 2-3 carbon atoms and substituted by 1-2 OH groups, ##EQU13## wherein R.sub.3 is alkyl having 1-4 carbon atoms and m is 1-2, and v. --CH.sub.2 --CH.sub.2 --NH--Y wherein Y has the meaning given above. In yet another preferred embodiment the active compound has the formula ##EQU14## wherein R.sub.1 and R.sub.2 have the meanings given above and R is selected from the group consisting of: ##SPC5## wherein n is 0,1 or 2, ii. --(CH.sub.2).sub.q --R'.sub.4 wherein q and R'.sub.4 have the meanings given above, iii. --CH(C.sub.6 H.sub.5).sub.2 iv. --C(C.sub.6 H.sub.5).sub.3 and v. --CH(C.sub.6 H.sub.4 p--OCH.sub.3).sub.2 The active compounds of the present invention can be employed either in the form of a free base or in the form of a salt of a mineral or organic acid. Among the different acids which can be used to obtain these salts, one can particularly mention, without being limited thereto: Mineral acids such as HCl, HBr, sulfuric acid or phosphoric acid, and organic acids such as malic acid, citric acid, 3-- hydroxy butyric acid, lactic acid, gluconic acid, isethionic acid, salicylic acid, glutamic acid, aspartic acid, camphocarbonic acid, camphosulfonic acid, tartaric acid and nicotinic acid. Representative compounds that can be used in the compositions of the present invention include the following: 1. 1-(3-dodecylthio-2-hydroxy propyl) piperidine hydrochloride, 2. (2-hydroxy-3 -octadecylthio propyl) dimethylamine hydrochloride, 3. 1-(2-hydroxy-3-methylthio propyl)-pyrrodidine hydrochloride, 4. 4-(3-decylthio-2-hydroxy propyl) morpholinium tartrate, 5. 1-(3-decylthio-2-hydroxy propyl)-4-methyl piperazine dihydrochloride, 6. 1-(2-hydroxy-3-octylthio propyl) piperidinium malate, 7. (3-hexadecylthio-2-hydroxy propyl) bis (.beta.-hydroxyethyl) amine hydrochloride, 8. [2-hydroxy-3-(octadecene-9-yl thio) propyl] dicyclohexylamine hydrochloride, 9. [2-hydroxy-3-(undecene-10-yl thio) propyl] morpholino hydrochloride, 10. [3-(butene-2-yl thio)-2-hydroxy propyl] diethylamine hydrochloride, 11. 1-(2-hydroxy-3-.beta.-hydroxyethylthio propyl) pyrrolidine hydrochloride, 12. 1-[3-(2,3-dihydroxy propylthio)-2-hydroxy propyl] piperidinium camphosulfonate, 13. 4-[3-(2,3-dihydroxy propylthio)-2-hydroxy propyl] morpholinium nicotinate, 14. N-[3-(2,3-dihydroxy-propylthio)-2-hydroxy propyl] N'-methyl piperazinium malate, 15. [3-(2,3-dihydroxy-propylthio)-2-hydroxy propyl] diethylamine hydrochloride, 16. [3-(2,2-dimethoxy ethylthio)-2-hydroxy propyl] dimethylamine hydrochloride, 17. 4-[3-(3,3-dimethoxy propylthio)-2-hydroxy propyl] morpholine, 18. [2-hydroxy-3-(2-pyridyl thio) propyl] dimethylamine dihydrochloride, 19. [2-hydroxy-3-(2-pyridyl ethylthio) propyl] diethylamine dihydrochloride, 20. 1-[2-hydroxy-3-(2-pyridyl thio) propyl] pyrrolidine dihydrochloride, 21. N-(3-benzylthio-2-hydroxy propyl) N'-phenylpiperazinium tartrate, 22. (3-benzylthio-2-hydroxy propyl) diisopropylamine hydrochloride, 23. N-(3-benzylthio-2-hydroxy propyl) morpholine hydrochloride, 24. N-(3-benzylthio-2-hydroxy propyl) pyrrolidinium glutamate, 25. (3-benzylthio-2-hydroxy propyl) bis (2-hydroxy ethyl) amine hydrochloride, 26. N-(3-benzylthio-2-hydroxy propyl) piperidine hydrochloride, 27. (3-benzylthio-2-hydroxy propyl) diethylamine hydrochloride, 28. (3-decylthio-2-hydroxy propyl) methyl benzylamine hydrochloride, 29. (3-p-chlorobenzylthio-2-hydroxy propyl) diethylamine hydrochloride, 30. N-(3-o-chlorobenzylthio-2-hydroxy propyl) pyrrolidine hydrochloride, 31. 4-(3-o-fluorophenylthio-2-hydroxy propyl) morpholine, 32. 1-(3-o-chlorobenzylthio-2-hydroxy propyl) piperidine, 33. 1-(3-p-fluorobenzylthio-2-hydroxy propyl)-4-methyl piperazine, 34. (3-m-fluorobenzylthio-2-hydroxy propyl) dimethylamine hydrochloride, 35. (3-p-bromophenylthio-2-hydroxy propyl) diethylamine hydrochloride, 36. [3-(2,4-dichloro benzylthio)-2-hydroxy propyl] diethylamine, 37. [3-(3,4-dichloro benzylthio)-2-hydroxy propyl] piperidine, 38. (2-hydroxy-3-p-methoxylbenzylthio propyl) diisopropylamine hydrobromide, 39. [3-(p-butoxybenzylthio)-2-hydroxy propyl] bis (2-hydroxy ethyl) amine, 40. [2-hydroxy-3- (o--methylbenzylthio) propyl] diethylamine, 41. N-[3,4-dimethoxy benzylthio)-2-hydroxy propyl] piperidine hydrochloride, 42. 1-2-hydroxy-3-phenylthio propyl morpholine hydrochloride, 43. (2-hydroxy-3-phenylthio propyl) dicyclohexylamine, 44. (2-hydroxy-3-phenylthio propyl) bis (2-hydroxy ethyl) amine hydrochloride, 45. 1-(2-hydroxy-3-phenylthio propyl) piperidine hydrochloride, 46. N-(3-p-aminophenylthio-2-hydroxy propyl) pyrrolidine, 47. N-(3-p-dimethylamino phenylthio-2-hydroxy propyl) piperidine, 48. N-(2-hydroxy-3-piperonylthio propyl) morpholine hydrochloride, 49. (3-o-amino-phenylthio-2-hydroxy propyl) diethylamine, 50. N-(3-o-aminophenylthio-2-hydroxy propyl) morpholine hydrochloride, 51. N-(3-benzhydrylthio-2-hydroxy propyl) morpholine, 52. (2-hydroxy-3- .alpha. -phenethylthio propyl) diethylamine, 53. 3-(2-hydroxy-3-morpholino propylthio) alanine, 54. N-(3-.beta.-aminoethylthio-2-hydroxy propyl) N'-phenyl piperazine, 55. [2-hydroxy-3-(2-chlorobenzamido ethylthio) propyl] diethylamine, 56. N-[2-hydroxy-3-(2-nicotinamido ethylthio) propyl] piperidine, 57. N-[2-hydroxy-3-(2-dodecanamido ethylthio) propyl] piperidine dihydrochloride, 58. N-[2-hydroxy-3-(2-o-methoxybenzamido ethylthio) propyl] piperidine, 59. N-[2-hydroxy-3-(2-phenylacetamido ethylthio) propyl] piperidine, 60. N-[2-hydroxy-3-(10-undecene-2-amino ethylthio) propyl] morpholine, 61. 5-hydrox-6-piperidino-3-thia hexanoic acid, 62. 5-hydroxy-6-pyrrolidino-3-thia-hexanoic acid, 63. 5-hydroxy-6-morpholino-3-thia-hexanoic acid, 64. 11-(2-hydroxy-3-morpholino propylthio) undecanoic acid, 65. 5-hydroxy bis-6-(hydroxyethylamino)-3-thia hexanoic acid, 66. 5-hydroxy-6-(4-methyl piperazino)-3-thia hexanoic acid, 67. 3-(2-hydroxy-3-piperidino propylthio) propanoic acid, 68. 5-hydroxy-6-(N-methylbenzylamino)-3-thia hexanoic acid, 69. 6-dicyclohexylamino-5-hydroxy-3-thia hexanoic acid, 70. 6-diethylamino-5-hydroxy-3-thia hexanoic acid, 71. N-(3-decylthio-2-hydroxy propyl) piperidine hydrochloride, 72. N-[3-(2-m-fluorobenzamido ethylthio)-2-hydroxy propyl] piperidine, 73. [2-hydroxy-3-(2-tetradecanamido ethyl thio) propyl] diethylamine hydrochloride, 74. [2-hydroxy-3-(2-hexadecanamido ethylthio) propyl] diethylamine hydrochloride, 75. N-(2-hydroxy-3-octylthio-propyl) piperidine hydrochloride, 76. N-(2-hydroxy-3-octadecylthio propyl) piperidine hydrochloride, 77. N-(2-hydroxy-3-phenylthio propyl) N'-methyl piperazine dihydrochloride, 78. N-(3-benzylthio-2-hydroxy-propyl) N'-methyl piperizine dihydrochloride and 79. N-(2-hydroxy-3-.beta.-hydroxyethylthio propyl) piperidine hydrochloride. The new compositions of the present invention can be provided in a variety of forms and they contain from 0.5 to 20, and preferably from 1 to 10 percent by weight of at least one active compound of formula I as defined above. Thus, the compositions can be aqueous or hydroalcoholic solutions or suspensions and comprise lotions for the care of the scalp. The low molecular weight alcohols which are generally used to produce the hydroalcoholic solutions or suspensions are ethanol and isopropanol. The compositions of the present invention can contain the above defined active compounds either singly, or as mixtures thereof, or even in admixture with other compounds previously known for use in combatting against a greasy and unaesthetic appearance of hair, or even in admixture with bactericide or fungicides. The compositions of the present invention can also contain such components as penetrating agents or perfumes which are generally employed in cosmetic preparations. The present invention also has for an object a process for treating hair in order to improve its appearance, said process being essentially characterized by the fact that the composition defined above is applied with massaging onto the scalp or hair. The quantity applied is generally between 10-20 cc of said composition. The new cosmetic compositions of the present invention can also take the form of a hair setting lacquer or lotion containing at least one active compound as defined in formula I in an appropriate cosmetic vehicle, or carrier with at least one conventional cosmetic film forming resin, generally having a molecular weight ranging from about 10,000 - 70,000. Representative cosmetic resins that can be employed include polyvinylpyrrolidone having a molecular weight ranging from 10,000 - 70,000; copolymer of vinylpyrrolidone and vinyl acetate (70%;30% to 30%: 70%-K ethanol 1% 25-50); copolymer of vinyl acetate and an unsaturated carboxylic acid such as crotonic acid (90%/10% molecular weight - 20,000); copolymer resulting from the polymerization of vinyl acetate (75-85%), crotonic acid (5-15%) and an acrylic or methacrylic ester or an alkyl vinyl either (5-15%); copolymer resulting from the copolymerization of vinyl acetate (63-88%), crotonic acid (5-15%) and a vinyl ester of long carbon chain acid having 10-22 carbon atoms or even an allyl or methallyl ester of a long carbon chain acid having 10-22 carbon atoms (5-25%); copolymer resulting from the copolymerization of an ester of an unsaturated alcohol having 2-12 carbon atoms and a saturated short carbon chain carboxylic acid having 2-5 carbon atoms (65- 80%) and unsaturated short carbon chain acid having 4-20 carbon atoms (7-12%) and at least one ester of a saturated long carbon chain alcohol having 8-18 carbon atoms and an unsaturated short carbon chain having 4-20 arbon atoms (10-20%); and a copolymer resulting from the polymerization of at least one unsaturated ester and at least one unsaturated acid. In a particular embodiment of the invention, the cosmetic resins contained in the compositions can have lateral side chains at the extremity of which can be found a thiol function. The cosmetic resins contained in these compositions in the form of a hair setting lotion or lacquer can also be constituted by colored polymers, that is, polymers containing in the macromolecular chains dye molecules which impart to the hair a particular coloration or shade. These compositions can also contain direct dyes to effect coloring or tinting of the hair. The compositions can also contain components conventionally employed in cosmetic preparations for setting the hair such as penetrating agents, surfactants, dyes, perfumes and the like. The cosmetic vehicle or carrier used to produce this type of composition can be constituted by mixtures conventionally used to produce hair setting lacquers or lotions. Thus, these cosmetic compositions can comprise an alcoholic or hydroalcoholic solution of at least one active commpound of formula I and of a resin to provide a hair setting lotion. A hair setting lotion can be, for example, provided by introducing into a hydroalcoholic solution having a content of 0-70% alcohol, 1-20% and preferably 1-3% relative to the solution of a resin as defined above. The alcoholic or hydroalcoholic solution of the active compound can also be mixed with a conventional quantity of liquified propellant gas under pressure and packaged in an aerosol container and constitute that which is conventionally considered a lacquer for the hair. For example, an aerosol lacquer for the hair can be provided by introducing 1-20%, preferably 1-5%, of a resin as defined above in a mixture comprising one-fourth to one-third by weight of a lower alkanol and two-thirds to three-fourths by weight of a liquified propellant gas under pressure. Conventional aerosol propellants such as fluoronated hydrocarbons including the freons can be employed. Representative of such propellants are dichlorodifluoromethane, trichloromonofluoromethane and mixtures thereof. Obviously, other well known propellants can also be used. In these hair setting lotions or lacquers, the concentration of the active compound is generally from 0.5 to 20 weight percent, thereby making it possible to treat the hair by subjecting it to a hair setting operation, this process being essentially characterized by the fact that the hair is impregnated with said composition containing in combination the active compound of formula I with a conventional cosmetic resin, rolling the hair up on hair setting rollers and drying the hair. The cosmetic compositions of this invention can also take the form of a topically applied shampoo which also effectively combats against a greasy and unaesthetic appearance of the hair. These shampoo compositions are essentially characterized by the fact that they contain, in combination, at least one anionic, cationic, nonionic or amphoteric detergent with at least one active compound of formula I as defined above. Representative anionic detergents include alkyl sulfates, alkylether sulfates, alkylpolyether sulfates, alkyl sulfonates (the alkyl moiety having 8-18 carbon atoms), monoglyceride sulfates, alkanolamide sulfates, alkanolamide sulfones, soaps of fatty acids, monosulfosuccinates of fatty alcohols, the condensation product of a fatty acid with isethionic acid, the condensation product of fatty acids with methyl taurine, the condensation product of fatty acids with sarcosine and the condensation product of fatty acids with a protein hydrolyzate. Representative cationic detergents include long chain quaternary ammoniums, esters of fatty acids and amino alcohols and polyether amines. Specifically, there can be used dilauryldimethyl ammonium chloride, diisobutyl phenoxyethoxy ethyl dimethylbenzyl ammonium chloride, cetyl trimethyl ammonium bromide, N-cetyl pyridinium bromide and benzethonium chloride, lauryl benzyl trimethyl ammonium bromide or chloride, myristyl benzyl trimethyl ammonium bromide or chloride and cetyl benzyl trimethyl ammonium bromide or chloride. Representative nonionic detergents are the esters of polyols and sugars, the condensation product of ethylene oxide on fatty acids, on fatty alcohols, on long chain alkylphenols, on long chain mercaptans, on long chain amides, and polyethers of polyhydroxylated fatty alcohols. Suitable amphoteric detergents include asparagine derivatives, the condensation product of monochloroacetic acid or imidazolines and alkylamino propionates. The shampoo compositions of the present invention contain from 0.1-20%, preferably from 0.5-10% by weight of the active compound of formula I defined above. They also contain, for example, from 4 to 15%, preferably from 5 to 7% by weight of detergent in an aqueous medium and can have a pH of about 3-8. The shampoos as defined above can also contain other conventional cosmetic components such as perfumes, dyes, or again, bactericides or fungicides especially when the shampoos also have an anti-dandruff activity. They can also contain thickeners such as alkanolamides of fatty acids, cellulose derivatives (for example, carboxymethyl cellulose and hydroxymethyl cellulose), esters of long chain polyols and natural gums, so as to provide a cream or gel. These shampoo compositions can also be provided in the form of a powder which can be applied either to wet hair, or which can be dissolved in a predetermined volume of water before washing the hair. These shampoo compositions can also include conventional dyes to tint or color the hair. The shampoo compositions make it possible to combat against a greasy and unaesthetic appearance of the hair, as well as against dandruff by applying the same to the hair, which optionally can be previously wetted, in amounts effective to impregnate the hair, massaging the scalp for a time in the order of a few minutes and rinsing the hair. Usually, satisfactory results are obtained by shampooing once a week. This regimen provides a significant reduction and in certain cases, substantially complete elimination of the greasy appearance of the hair, while also providing normal care for the hair. The cosmetic compositions of this invention can also take the form of a topically applicable composition to effect a permanent waving of the hair exhibiting a greasy or unaesthetic appearance caused by a dandruff condition or an excessive secretion of sebum by the sebaceous glands. As is known, the permanent deformation of the hair can be achieved in one stage or two stages. When the permanent deformation of the hair is achieved in two stages, the active compound of formula I above can be present either in the reducing composition employed to effect the first stage, or in the oxidation or neutralization composition employed to effect the second stage of the permanent waving operation. When the permanent deformation of the hair is achieved in a single stage, a self-neutralizing composition contains, in combination with the self-neutralizing agent, the active compound of formula I above. In accordance with the invention, the composition for effecting the first stage of a two-stage operation contains at least one compound for reducing the disulfide linkages of keratin, such as thioglycolic acid, ammonium thioglycolate, thioglycerol or thiolactic acid, in combination with at least one active compound of formula I above, present in amounts of 0.1 - 20 weight percent, the pH of the composition being preferably between 3 and 9.5. The second stage of the operation is then carried out using a conventional oxidizing or neutralizing composition, not containing the active compound of formula I above. In another embodiment of the present invention the first stage of the permanent wave operation can be carried out using a conventional reducing agent, followed by carrying out the second stage using a neutralizing or oxidizing agent composition containing the active compound of formula I present in an amount between 0.5 - 20% by weight of the composition and preferably between 1 and 10 weight percent thereof. When the permanent deformation of the hair is achieved in a single stage, the self-neutralizing composition contains, in combination, a thiol and an organic disulfide in a molar ratio of disulfide to thiol greater than 1, with the active compound of formula I, being present in an amount between 0.1 and 20%, and preferably between 0.5 and 10%, by weight of said composition. The present invention has also for an object the provision of a composition to effect the permanent deformation of hair such as described above, which composition is packaged in two parts. According to this embodiment of the invention, one part can be constituted by a conventional reducing composition, while the other part can contain the active compound of formula I or, alternatively, one part is constituted by a conventional neutralizing composition while the other part is constituted by the active compound of formula I. The composition of this invention employed to effect a permanent deformation of the hair can also contain conventional components for similar cosmetic compositions such as penetrating agents, surface active agents, dyes and perfumes. The cosmetic vehicle or carrier useful for the production of these permanent waving compositions can be those generally employed for the production of permanent waving compositions such as water, lower alkanols and their mixtures as defined above. Further, these compositions can be provided in the form of a solution, foam, cream or gel. In a particular embodiment, the alcoholic or hydroalcoholic solution employed as the carrier in the permanent waving composition can also be used in combination with a conventional quantity of liquified propellant gas and packaged under pressure in an aerosol container to provide pg,22 a sprayable aerosol formulation. These permanent waving compositions make it possible to perform a process for effecting the permanent waving of greasy hair, in two steps or in a single stage operation, this process being characterized by the fact that the reducing or neutralization composition, or the self-neutralization composition contains, in addition to the reducing or oxidizing agent, or conventional self-neutralizer, at least one active compound of formula I above. In yet another embodiment of the present invention a dermal lotion can be prepared which contains the active compound defined above in combination with an appropriate cosmetic vehicle for application to the skin to improve its appearance when it exhibits a greasy appearance. Such compositions can, preferably, be provided in the form of a cream, milk, gel, dermatological cake or aerosol foam. These compositions can also be provided as an aqueous or hydroalcoholic solution. Such dermal lotions generally contain between 0.5-20 weight percent of at least one active compound according to formula I above. These compositions can also contain any conventional component ususally employed in facial beauty creams, such as fatty bodies, emulsifiers, preservatives, perfumes, dyes and waxes. They can also contain colored pigments which permit to color the skin and mask skin defects. These compositions which can be applied to the skin also make it possible to perform a process for improving the appearance of the skin, this process being characterized by the fact that a composition as defined above is applied to those parts of the skin requiring treatment. These dermal compositions can also contain bactericides or fungicides. As has been stated before, the use of such agents is particularly recommended in compositions for use in combatting dandruff as well as in dermal lotions to improve the appearance of oily skin. Representative bactericides or fungicides useful in the present invention include hexachlorophene, quaternary ammonium compounds such as tetradecyltrimethyl ammonium bromide as well as compounds described in Luxembourg Patents Nos. 59,405; 60,384 and 65,350. In accordance with another embodiment of the invention there is provided a composition and method for eliminating or significantly reducing a greasy and unaesthetic appearance of the hair and scalp which comprises orally administering to a human being having hair and a scalp so characterized a therapeutic composition comprising an ingestible carrier admixed with, as a non-toxic active component, the active compound of formula I. In the case of greasy appearing hair which can, as stated above, be caused by an excessive secretion of sebum by the sebaceous glands, such treatment is particularly advantageous in that the greasy appearance can be eliminated without disturbing the coiffure. The oral composition of this invention generally contains the active compound in amounts between 0.1 and 50% and, preferably, between 1 and 20% by weight of said composition. The active compound can be dissolved in an alimentary liquid, such as water or an aqueous solution of a nontoxic lower alcohol, optionally aromatized. The active compound can also be incorporated into a solid ingestible excipient and be present, for example, in the form of granules, pills, tablets or lozenges. They can also be dissolved in an alimentary liquid which in turn is packaged in an ingestible capsule. The active compounds of the present invention are non-toxic and, therefore, the specific amounts orally administered can be left to the discretion of the user. However, it has been found appropriate to use the orally administered compositions for successive periods of 15 days with a 15 day interruption at a dosage of about 100 mg. per 24 hour period. These oral compositions make it possible to carry out a process for combatting against a greasy and unaesthetic appearance of the hair and skin, this process being characterized by the fact that a composition containing the active compound, in combination with an ingestible vehicle is orally administered to a person having hair and skin so characterized. The present invention also relates to the following new compounds: 1. 1-(3-dodecylthio-2-hydroxy propyl) piperidine hydrochloride, 2. (2-hydroxy-3-octadecylthio propyl) dimethylamine hydrochloride, 3. 1-(2-hydroxy-3-methylthio propyl) pyrrolidone hydrochloride, 4. 4-(3-decylthio-2-hydroxy propyl) morpholinium tartrate, 5. m-(3-decylthio-2-hydroxy propyl) piperazine dihydrochloride, 6. 1-(2-hydroxy-3-octylthio propyl) piperidinium malate, 7. (3-hexadecylthio-2-hydroxy propyl) bis (.beta.-hydroxyethyl) amine hydrochloride, 8. [2-hydroxy-3-(octadecen-9-yl thio) propyl] dicyclohexylamine hydrochloride, 9. [2-hydroxy-3-(undecene-10-ylthio) propyl] morpholine hydrochloride, 10. [3-(butene-2-ylthio)-2-hydroxy propyl] diethylamine hydrochloride, 11. 1-(2-hydroxy-3-.beta.-hydroxyethylthio propyl) pyrrolidine hydrochloride, 12. 1-[3-(2,3-dihydroxy propylthio)-2-hydroxy propyl] piperidinium camphosulfonate, 13. 4-[3-(2,3-dihydroxy propylthio)-2-hydroxy propyl] morpholinium nicotinate, 14. N-[3-(2,3-dihydroxy propylthio)-2-hydroxy propyl] N'-methyl piperazinium malate, 15. [3-(2,3-dihydroxy propylthio)-2-hydroxy propyl] diethylamine hydrochloride, 16. [3-(2,2-dimethoxy ethylthio)-2-hydroxy propyl] dimethylamine hydrochloride, 17. 4-[3-(3,3-dimethoxy propylthio)-2-hydroxy propyl] morpholine, 18. [2-hydroxy-3-(2-pyridyl thio) propyl] dimethylamine dihydrochloride, 19. [2-hydroxy-3(2-pyridyl ethylthio) propyl] diethylamine dihydrochloride, 20. 1-[2-hydroxy-3-(2-pyridyl thio) propyl] pyrrolidine dihydrochloride, 21. N-(3-benzylthio-2-hydroxy propyl) N'-phenyl piperazinium tartrate, 22. (3-benzylthio-2-hydroxy propyl) diisopropylamine hydrochloride, 23. N-(3-benzylthio-2-hydroxy propyl) morpholine hydrochloride, 24. N-(3-benzylthio-2-hydroxy propyl) pyrrolidinium glutamate, 25. (3-benzylthio-2-hydroxy propyl) bis (2-hydroxy ethyl) amine hydrochloride, 26. N-(3-benzylthio-2-hydroxy propyl) piperidine hydrochloride, 27. (3-benzylthio-2-hydroxy propyl) diethylamine hydrochloride, 28. (3-decylthio-2-hydroxy propyl) methylbenzylamine hydrochloride, 29. (3-p-chlorobenzylthio-2-hydroxy propyl) diethylamine hydrochloride, 30. N-(3-o-chlorobenzylthio-2-hydroxy propyl) pyrrolidine hydrochloride, 31. 4-(3-o-fluorophenylthio-2-hydroxy propyl) morpholine, 32. 1-(3-o-chlorobenzylthio-2-hydroxy propyl) piperidine, 33. 1-(3-p-fluorobenzylthio-2-hydroxy propyl) 4-methyl piperazine, 34. (3-m-fluorobenzylthio-2-hydroxy propyl) dimethylamine hydrochloride, 35. (3-p-bromophenylthio-2-hydroxy propyl) diethylamine hydrochloride, 36. N-[3-(3,4-dichloro benzylthio)-2-hydroxy propyl] piperidine, 37. [2-hydroxy-3-(p-methoxybenzylthio) propyl] diisopropylamine hydrobromide, 38. [3-(p-butoxybenzylthio)-2-hydroxy propyl] bis (2-hydroxy ethyl) amine, 39. N-[3-(3,4-dimethoxy benzylthio)-2-hydroxy propyl] piperidine hydrochloride, 40. (2-hydroxy-3-phenylthio propyl) dicyclohexylamine, 41. (2-hydroxy-3-phenylthio propyl) bis (2-hydroxy ethyl) amine hydrochloride, 42. N-(3-p-aminophenylthio-2-hydroxy propyl) pyrrolidine, 43. N-(3-p-dimethylaminophenylthio-2-hydroxy propyl) piperidine, 44. N-(2-hydroxy-3-piperonylthio propyl) morpholine hydrochloride, 45. (3-o-aminophenylthio-2-hydroxy propyl) diethylamine, 46. N-[3-o-aminophenylthio-2-hydroxy propyl] morpholine hydrochloride, 47. N-(3-benzhydrylthio-2-hydroxy propyl) morpholine, 48. (2-hydroxy-3-.alpha.-phenethylthio propyl) diethylamine, 49. 3-(2-hydroxy-3-morpholino propylthio) alanine, 50. N-(3-.beta.-aminoethylthio-2-hydroxy propyl)N'-phenyl piperazine, 51. [2-hydroxy-3-(2-chlorobenzamido ethylthio) propyl] diethylamine, 52. N-[2-hydroxy-3-(2-nicotinamido ethylthio) propyl] piperidine, 53. N-[2-hydroxy-3-(2-dodecanamido ethylthio) propyl] piperidine hydrochloride, 54. N-[2-hydroxy-3-(2-o-methoxybenzamido ethylthio) propyl] piperidine, 55. N-[2-hydroxy-3-(2-phenylacetamido ethylthio) propyl] piperidine, 56. N-[2-hydroxy-3-(10-undecene-2-amido ethylthio) propyl] morpholine, 57. 5-hydroxy-6-piperidino-3-thia hexanoic acid, 58. 5-hydroxy-6-pyrrolidino-3-thia hexanoic acid, 59. 5-hydroxy-6-morpholino-3-thia hexanoic acid, 60. 11-(2-hydroxy-3-morpholino propylthio) undecanoic acid, 61. 5-hydroxy bis-6-(hydroxyethylamino)-3-thia hexanoic acid, 62. 5-hydroxy-6-(4-methyl piperazino)-3-thia hexanoic acid, 63. 3-(2-hydroxy-3-piperidino propylthio) propanoic acid, 64. 5-hydroxy-6-(N-methylbenzylamino)-3-thia hexanoic acid, 65. 6-dicyclohexylamino-5-hydroxy-3-thia hexanoic acid, 66. 6-diethylamino-5-hydroxy-3-thia hexanoic acid, 67. N-(3-decylthio-2-hydroxy propyl) piperidine hydrochloride, 68. N-(2-hydroxy-3-octylthio propyl) piperidine hydrochloride, 69. N-(2-hydroxy-3-octadecylthio propyl) piperidine hydrochloride, 70. N-(2-hydroxy-3-phenylthio propyl) N'-methyl piperazine dihydrochloride, 71. N-(3-benzylthio-2-hydroxy propyl) N'-methyl piperazine dihydrochloride and 72. N-(2-hydroxy-3-.beta.-hydroxyethylthio propyl) piperidine hydrochloride. METHODS OF PREPARATION The compounds of the present invention can be prepared according to three reaction schemes (a), (b) and (c) as follows: Reaction Scheme (a) ##EQU15## wherein X = Hal, --OSO.sub.2 CH.sub.3 or --OSO.sub.2 C.sub.6 H.sub.4 pCH.sub.3. Reaction Scheme (b) ##EQU16## wherein X has the meanings given above. Reaction Scheme (c) ##EQU17## wherein X has the meanings given above. As can be seen, reactions (a) and (b) are effected in both cases by beginning with a thio R-SH(I) which is reacted either on a halogenide or on a 3-amino-2-hydroxy propyl sulfonate (II), or on a 3-hydroxy azetidinium salt (IV). The halogenides or 3-amino-2-hydroxy propyl sulfonates are obtained by the addition of a secondary amine of the type R.sub.1 R.sub.2 NH on epichlorohydrin or on a glycidyl sulfonate. Because of the instability of these halogenides or 3-amino-2-hydroxy propyl sulfonates, which can rather easily be transformed into an azetidinium (IV), particularly under the action of heat and in the course of time, it is preferable not to isolate them but rather react them directly with the thiol, R-SH (I). On the other hand, the 3-hydroxy azetidinium salts (IV) are stable and can be isolated and optionally purified. These azetidinium salts can, for example, be prepared in accordance with German patent 1,111,638. Reaction scheme (C) reverses the reaction partners in the sense that the radical R is linked to the halogen or to the sulfonate function while the 3-amino-2-hydroxy propyl radical carries the thiol function. Compounds (IV) and (I) can be replaced by a precursor such as an isothiouronium salt of formula (VII) or (VIII), given below which is capable of liberating compound (VI) or (I) in the reaction medium by the action of a base of the same type as those which permit the reactions (c) and (a). Compound (VII): ##EQU18## Compound (VIII) ##EQU19## Generally, reaction schemes (a), (b) and (c) are effected under conventional conditions required for nucleophilic substitution; thus, the solvent can be water, alcohol, dioxane or dimethyl formamide, alone or in admixture. The base employed can be either an alkali or alkaline earth hydroxide or carbonate or an alkali or alkaline earth alcoholate or hydride, or it can be ammonia or even an aliphatic tertiary amine, such as triethylamine. Reactions (a), (b) and (c) are generally carried out at a temperature between 30.degree. and 100.degree.C, the reaction time often being about 30 minutes to 10 hours. To obtain the active compounds in salt form, the acid corresponding to the desired salt, is first dissolved in an appropriate solvent. Then there is introduced into this solution, the active compound either in the pure state or in the dissolved state, preferably in the same solvent which serves for the dissolution of the acid. The solvent selected, preferably is not a solvent for the desired salt. To prepare the hydrochlorides, it is generally more advantageous to dissolve the active compound in an appropriate solvent, after which gaseous HCl is bubbled therethrough. The hydrochloride of the desired compound generally precipitates under these conditions.

一种用于对抗头发的油腻和不雅外观，并改善皮肤外观的方法和组合物，包括在载体中至少一个配方的活性成分##EQU1##其中R.sub.1和R.sub.2为甲基、乙基、异丙基、环己基、苄或β-羟乙基，或R.sub.1和R.sub.2一起形成-(CH.sub.2).sub.2--(CH.sub.2).sub.2--，--(CH.sub.2).sub.2--CH.sub.2--(CH.sub.2).sub.2--，--(CH.sub.2).sub.2--O--(CH.sub.2).sub.2--，##EQU2##或##EQU3##；而R为(1)具有1-18个碳原子的线性或支链烷基，(ii)具有3-18个碳原子的烯烃基，(iii)具有2-3个碳原子的烷基，并被1-2个醇基取代，(iv)--(CH.sub.2).sub.m--CH(OR.sub.3).sub.2其中R.sub.3为具有1-4个碳原子的烷基，m为1-2，(v)--(CH.sub.2).sub.n R.sub.4其中n为0、1或2，R.sub.4为2-吡啶基或苯基，(vi)--(CH.sub.2).sub.q R'.sub.4其中q为0或1，R'.sub.4为1-萘基，2-萘基##SPC1##其中p为1、2或3，此时R.sub.5为F、Cl、Br、具有1-5个碳原子的烷氧基或具有1-4个碳原子的烷基，或者p为1，此时R.sub.5为氨基、二甲基氨基和亚甲二氧基，(vii)--CH(C.sub.6 H.sub.5).sub.2，(viii)--C(C.sub.6 H.sub.5).sub.3，(ix)--CH(C.sub.6 H.sub.4 p--OCH.sub.3).sub.2，(x)##EQU4##(xi)--CH.sub.2--CH.sub.2--NH--Y其中Y为氢、烟酰基或COR.sub.9其中R.sub.9为氢、具有1-18个碳原子的烷基、具有2-18个碳原子的烯烃基##SPC2##其中R.sub.11为H、F、Cl、Br或具有1-4个碳原子的烷氧基，(xii)##EQU5##和(xiii)--(CH.sub.2).sub.s--COOH其中s为1-10。本发明涉及当口服或局部使用时，对头发、头皮或皮肤具有油腻和不雅外观的人类显著改善头发、头皮和皮肤状况和外观的化妆品组合物。这种头发、皮肤和头皮的油腻和不雅外观状态可能是由皮脂腺过度分泌引起的，本发明的配方对减少这种过度分泌非常有效。这些配方也有助于对抗头皮屑。已经提出使用半胱氨酸和半胱胺的某些S-取代衍生物来对抗头发的油腻外观以及对抗皮肤的不雅外观。然而，经过进一步研究，现在发现通过使用羟基化氨基硫醚作为活性成分，可以实现比先前已知的化合物更有效地对抗头发和皮肤的油腻和不雅外观。此外，已经确定这些羟基化氨基硫醚在水和水醇溶液中具有出色的溶解性，这种特性允许实现许多不同类型的化妆品配方。相对于先前已知的化合物，本发明的活性化合物在水、酒精和水醇溶液中表现出更高的活性和更好的溶解性。本发明的目的是提供一种新的组合物，用于对抗头发的油腻和不雅外观，并改善皮肤外观，其特点在于它在适当的载体中含有至少一个活性化合物，其化学式为##EQU6##其中：R.sub.1和R.sub.2各自独立地选自甲基、乙基、异丙基、环己基、苄和B-羟乙基，或者R.sub.1和R.sub.2一起形成选自--(CH.sub.2).sub.2--(CH.sub.2).sub.2--，--(CH.sub.2).sub.2--CH.sub.2--(CH.sub.2).sub.2--，--(CH.sub.2).sub.2--O--(CH.sub.2).sub.2--，##EQU7##和R选自：i.具有1-18个碳原子的线性或支链烷基，ii.具有3-18个碳原子的烯烃基，iii.具有2-3个碳原子的烷基，并被1-2个羟基取代，即，OH基，iv.--(CH.sub.2).sub.m--CH(OR.sub.3).sub.2其中R.sub.3为具有1-4个碳原子的烷基，m为1-2，v.--(CH.sub.2).sub.n R.sub.4其中n为0、1或2，R.sub.4选自2-吡啶基和苯基，vi.--(CH.sub.2).sub.q R'.sub.4其中q为0或1，R'.sub.4选自1-萘基，2-萘基和##SPC3##其中p为1、2或3，此时R.sub.5选自F、Cl、Br、具有1-5个碳原子的烷氧基或具有1-4个碳原子的烷基，或者p为1，此时R.sub.5选自氨基、二甲基氨基和亚甲二氧基，##EQU8##xi.--CH.sub.2--CH.sub.2--NH--Y其中Y选自氢、烟酰基或COR.sub.9其中R.sub.9选自氢、具有1-18个碳原子的烷基、具有2-18个碳原子的烯烃基和##SPC4##其中R.sub.11选自H、F、Cl、Br和具有1-4个碳原子的烷氧基，##EQU9##和xiii.--(CH.sub.2).sub.s--COOH其中s为1-10。在本发明的一种首选实施例中，活性化合物具有以下化学式##EQU10##其中R.sub.1和R.sub.2具有上述给定的含义，R选自##EQU11##在另一种首选实施例中，活性化合物具有以下化学式##EQU12##其中R.sub.1和R.sub.2具有上述给定的含义，R选自i.具有1-18个碳原子的烷基，ii.具有3-18个碳原子的烯烃基，iii.具有2-3个碳原子的烷基，并被1-2个OH基取代，##EQU13##其中R.sub.3为具有1-4个碳原子的烷基，m为1-2，以及v.--CH.sub.2--CH.sub.2--NH--Y其中Y具有上述给定的含义。在另一种首选实施例中，活性化合物具有以下化学式##EQU14##其中R.sub.1和R.sub.2具有上述给定的含义，R选自##SPC5##其中n为0、1或2，ii.--(CH.sub.2).sub.q--R'.sub.4其中q和R'.sub.4具有上述给定的含义，iii.--CH(C.sub.6 H.sub.5).sub.2iv.--C(C.sub.6 H.sub.5).sub.3和v.--CH(C.sub.6 H.sub.4 p--OCH.sub.3).sub.2本发明的活性化合物可以以自由碱或矿物酸或有机酸的盐的形式使用。可以用于制备这些盐的不同酸包括但不限于：矿物酸，如HCl、HBr、硫酸或磷酸，以及有机酸，如苹果酸、柠檬酸、3-羟基丁酸、乳酸、葡萄糖酸、异硫酸、水杨酸、谷氨酸、天冬氨酸、樟脑碳酸、樟脑磺酸、酒石酸和烟酸。可以用于制备这些盐的典型化合物包括以下：1. 1-(3-十二烷硫基-2-羟基丙基)哌啶盐酸盐，2. (2-羟基-3-十八烷硫基丙基)二甲胺盐酸盐，3. 1-(2-羟基-3-甲硫基丙基)-吡咯啉盐酸盐，4. 4-(3-十烷硫基-2-羟基丙基)吗啉酸酒石酸盐，5. 1-(3-十烷硫基-2-羟基丙基)-4-甲基哌嗪二盐酸盐，6. 1-(2-羟基-3-辛硫基丙基)哌啶马来酸盐，7. (3-十六烷硫基-2-羟基丙基)双(β-羟乙基)胺盐酸盐，8. [2-羟基-3-(十八烯-9-基硫)丙基]二环己胺盐酸盐，9. [2-羟基-3-(十一烯-10-硫基)丙基]吗啉盐酸盐，10. [3-(丁二烯基硫)-2-羟基丙基]二乙胺盐酸盐，11. 1-(2-羟基-3-β-羟乙硫基丙基)吡咯啉盐酸盐，12. 1-[3-(2,3-二羟基丙基硫)-2-羟基丙基]哌啶檀香酸盐，13. 4-[3-(2,3-二羟基丙基硫)-2-羟基丙基]吗啉烟酸盐，14. N-[3-(2,3-二羟基丙基硫)-2-羟基丙基]N'-甲基哌嗪苹果酸盐，15. [3-(2,3-二羟基丙基硫)-2-羟基丙基]二乙胺盐酸盐，16. [3-(2,2-二甲氧基硫)-2-羟基丙基]二甲胺盐酸盐，17. 4-[3-(3,3-二甲氧基丙硫)-2-羟基丙基]吗啉，18. [2-羟基-3-(2-吡啶硫)丙基]二甲胺二盐酸盐，19. [2-羟基-3-(2-吡啶乙硫)丙基]二乙胺二盐酸盐，20. 1-[2-羟基-3-(2-吡啶硫)丙基]吡咯啉二盐酸盐，21. N-(3-苄硫基-2-羟基丙基)N'-苯基哌嗪酒石酸盐，22. (3-苄硫基-2-羟基丙基)二异丙胺盐酸盐，23. N-(3-苄硫基-2-羟基丙基)吗啉盐酸盐，24. N-(3-苄硫基-2-羟基丙基)吡咯啉谷氨酸盐，25. (3-苄硫基-2-羟基丙基)双(2-羟乙基)胺盐酸盐，26. N-(3-苄硫基-2-羟基丙基)哌啶盐酸盐，27. (3-苄硫基-2-羟基丙基)二乙胺盐酸盐，28. (3-十烷硫基-2-羟基丙基)甲基苄胺盐酸盐，29. (3-对氯苄硫基-2-羟基丙基)二乙胺盐酸盐，30. N-(3-邻氯苄硫基-2-羟基丙基)吡咯啉盐酸盐，31. 4-(3-邻氟苯硫基-2-羟基丙基)吗啉，32. 1-(3-邻氯苄硫基-2-羟基丙基)哌啶，33. 1-(3-对氟苄硫基-2-羟基丙基)-4-甲基哌嗪，34. (3-间氟苄硫基-2-羟基丙基)二甲胺盐酸盐，35. (3-对溴苄硫基-2-羟基丙基)二乙胺盐酸盐，36. [3-(2,4-二氯苄硫)-2-羟基丙基]二乙胺，37. [3-(3,4-二氯苄硫)-2-羟基丙基]吗啉，38. (2-羟基-3-对甲氧基苄硫)二异丙胺溴化物，39. [3-(对丁氧基苄硫)-2-羟基丙基]双(2-羟乙基)胺，40. [2-羟基-3-(o-甲基苄硫)丙基]二乙胺，41. N-[3,4-二甲氧基苄硫)-2-羟基丙基]吡咯啉盐酸盐，42. 1-2-羟基-3-苯硫丙基吗啉盐酸盐，43. (2-羟基-3-苯硫丙基)二环己胺，44. (2-羟基-3-苯硫丙
[EN] USE OF COMPOUNDS FOR MAKING PRODUCTS WITH AT LEAST ONE N-HALAMINE PRECURSOR GROUP AND AT LEAST ONE CATIONIC CENTER<br/>[FR] UTILISATION DE COMPOSÉS POUR LA PRODUCTION DE PRODUITS AVEC AU MOINS UN GROUPE PRÉCURSEUR DE N-HALAMINE ET AU MOINS UN CENTRE CATIONIQUE

申请人：UNIV MANITOBA

公开号：WO2019241878A1

公开（公告）日：2019-12-26

The present disclosure relates to using 4-amino-2,2,6,6-tetramethylpiperidine (4-A-TMP) as a reactant in at least one chemical reaction for making a reaction-product compound that comprises at least one cyclic N-halamine precursor group and at least one cationic center. The reaction-product compound may further comprise at least one coating incorporation group. The reaction-product compounds defined herein may be prepared from intermediate compounds that comprise at least one cationic center, at least one coating incorporation group, or combinations thereof. The present disclosure also relates to coatings comprising the reaction product compounds defined herein and processes for making the reaction product compounds defined herein.

本公开涉及在至少一种化学反应中使用4-氨基-2,2,6,6-四甲基哌啶（4-A-TMP）作为反应物，用于制备包含至少一个环状N-卤胺前体基团和至少一个阳离子中心的反应产物化合物。所述反应产物化合物还可以进一步包含至少一个涂层掺入基团。本文所定义的反应产物化合物可以从包含至少一个阳离子中心、至少一个涂层掺入基团或两者的组合的中间化合物制备而得。本公开还涉及包含本文所定义的反应产物化合物的涂层以及制备本文所定义的反应产物化合物的工艺。
Synthesis of polyfunctional phosphorodithioates and structural analogues mediated by azetidinium ions and epoxides

作者：Agata Jeziorna、Jan Heliński、Bożena Krawiecka

DOI：10.1016/s0040-4039(03)00638-5

日期：2003.4

The nucleophilic ring opening reactions of N,N-dialkyl-3-hydroxy(benzyloxy)azetidinium salts 1 and N,N-dibenzyl-2,3-epoxypropylamine 10 with anions of mono- and dithioacids of phosphorus 2 affords phosphorodithioates (and structural analogues) 3 and 11 possessing S-propyl substituents incorporating 2-hydroxy and 3-dialkylamino functionalities. A strong dependence of the stability of these compounds

N，N-二烷基-3-羟基（苄氧基）氮杂环丁烷鎓盐1和N，N-二苄基-2,3-环氧丙胺10与磷2的一硫代和二硫代酸阴离子的亲核开环反应生成二硫代磷酸酯（和结构类似物）3和11具有结合有2-羟基和3-二烷基氨基官能团的S-丙基取代基。讨论了这些化合物的稳定性对结构因素的强烈依赖性。
Branching of hemicelluloses through an azetidinium salt ring-opening reaction

作者：Mikaela Börjesson、Gunnar Westman

DOI：10.1016/j.carres.2016.04.005

日期：2016.6

Within this study we present the results of azetidinium salts as a new functional group for conjugation to polysaccharides. The reactivity of three azetidinium salts on xylan, arabinoxylan and galactoglucomannan was investigated. Carbonyl groups were found to be favorable for the reaction with azetidinium salts and thus the glucuronic acid content in the hemicellulose determines the degree of substitution

在上个世纪中，关于半纤维素的实际应用的出版物数量一直在稳定增长。由于对水和湿气的敏感性，差的成膜能力和缺乏热加工性，因此大多数半纤维素在加工成材料之前需要进行化学修饰。在这项研究中，我们介绍了氮杂环丁鎓盐作为与多糖结合的新功能基团的结果。研究了三种氮杂环丁烷鎓盐对木聚糖，阿拉伯木聚糖和半乳葡甘露聚糖的反应性。发现羰基对于与氮杂环丁鎓盐的反应是有利的，因此半纤维素中的葡糖醛酸含量决定了取代度。进行半纤维素的TEMPO-氧化，其成功地增加了取代度。
Synthesis of Polyfunctional Organosulfur Compounds Mediated by Azetidinium Salts

作者：Bożena Krawiecka、Agata Jeziorna、Jan Heliński

DOI：10.1055/s-2003-36825

日期：——

Ring-opening of N,N-dialkyl-3-hydroxyazetidinium chlorides la-d with sulfur nucleophiles leads to C-S bond formation furnishing polyfunctional sulfides, sulfonates and thiosulfonates.

N,N-二烷基-3-羟基氮杂环丁烷氯化物la-d与硫亲核试剂的开环导致CS键形成，提供多官能硫化物、磺酸盐和硫代磺酸盐。

1,1’-diethyl-3-hydroxyazetidinium chloride | 15314-03-1

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