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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— cyclohexyl-N-[(2S)-1-(t-butyldimethylsilyloxy)-1-(5-methylthio-1,3,4-oxadiazol-2-yl)-4-methyl-2-pentyl]carboxamide 477349-98-7 C22H41N3O3SSi
cyclohexyl-N-[(2S)-1-(t-butyldimethylsilyloxy)-1-(5-methylthio-1,3,4-oxadiazol-2-yl)-4-methyl-2-pentyl]carboxamide
—— Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester 527742-93-4 C20H36O4S2Si
Methanesulfonic acid (1S,3R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-5-phenylsulfanyl-pentyl ester
—— 5-(2-Methyl-[1,3]dithian-2-yl)-1,2,3,4,5,6,7,8-octahydro-azulen-5-ol 29494-29-9 C15H24OS2
5-(2-Methyl-[1,3]dithian-2-yl)-1,2,3,4,5,6,7,8-octahydro-azulen-5-ol
—— 2-Methyl-5-phenylthiocyclopentanon 36306-28-2 C12H14OS
2-Methyl-5-phenylthiocyclopentanon
—— 2,3,5-trichloro-4-(methylthio)-6-pyrrolidin-1-ylpyridine 35114-52-4 C10H11Cl3N2S
2,3,5-trichloro-4-(methylthio)-6-pyrrolidin-1-ylpyridine
—— 5-methoxycarbonylsulfanyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester 36151-65-2 C11H15NO4S
5-methoxycarbonylsulfanyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester
—— 38859-85-7 C9H10O3SSn
—— 2,5-Dichloro-4-methylthioanisole 1803837-13-9 C8H8Cl2S
2,5-Dichloro-4-methylthioanisole
—— o-Tolyl-dimethylaminomethyl-sulfid 25508-56-9 C10H15NS
o-Tolyl-dimethylaminomethyl-sulfid
—— N,N''-diallyl-S,S'-but-2-ynediyl-bis-isothiourea 100519-62-8 C12H18N4S2
N,N''-diallyl-S,S'-but-2-ynediyl-bis-isothiourea
—— (4-chloro-2-nitro-phenyl)-(3-chloro-phenyl)-sulfide 105946-69-8 C12H7Cl2NO2S
(4-chloro-2-nitro-phenyl)-(3-chloro-phenyl)-sulfide
—— 2,2-Bis-(pentafluorphenylthio)-butan 56717-80-7 C16H8F10S2
2,2-Bis-(pentafluorphenylthio)-butan
—— 2-(3-chlorophenylthio)-3-(N,N-dimethylamino)acrylaldehyde 121486-99-5 C11H12ClNOS
2-(3-chlorophenylthio)-3-(N,N-dimethylamino)acrylaldehyde
—— 3-n-butyl-3H-imidazol-1-ium 2-(phenylsulfanyl)-1,1,2,2-tetrafluoroethanesulfonate 1002753-71-0 C7H12N2*C8H6F4O3S2
3-n-butyl-3H-imidazol-1-ium 2-(phenylsulfanyl)-1,1,2,2-tetrafluoroethanesulfonate
—— 2-thiocyanato-1H-pyrrole 66786-05-8 C5H4N2S
2-thiocyanato-1H-pyrrole
—— 3,6,15,18-Tetraoxa-1,8,13,20-tetrathia-dispiro[8.2.8.2]docosa-10,21-diene 23596-87-4 C14H20O4S4
3,6,15,18-Tetraoxa-1,8,13,20-tetrathia-dispiro[8.2.8.2]docosa-10,21-diene
—— 2-(p-bromophenyl)-4-methylmercapto-6-methyl-5-acetylpyrimidine 845868-47-5 C14H13BrN2OS
2-(p-bromophenyl)-4-methylmercapto-6-methyl-5-acetylpyrimidine
—— (2R,4E)-2-(prop-2-ynyl)-2-[2-(p-tolylsulfenyl)phenyl]hex-4-enamide 1392204-48-6 C22H23NOS
(2R,4E)-2-(prop-2-ynyl)-2-[2-(p-tolylsulfenyl)phenyl]hex-4-enamide
—— 1-(2-Diethylaminoethyl)-2-(p-ethoxyphenylthio)-5-ethoxybenzimidazol 47627-79-2 C23H31N3O2S
1-(2-Diethylaminoethyl)-2-(p-ethoxyphenylthio)-5-ethoxybenzimidazol
—— (R)-1-(2-(methoxymethyl)pyrrolidin-1-yl)-3-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)urea 1315588-25-0 C23H27N9O2S
(R)-1-(2-(methoxymethyl)pyrrolidin-1-yl)-3-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)urea
—— 5,6-Bis-(p-methylphenylthio)-4,7-benzimidazoldiol-hydrochlorid 26557-38-0 C21H18N2O2S2*ClH
5,6-Bis-(p-methylphenylthio)-4,7-benzimidazoldiol-hydrochlorid
—— (4-chlorophenyl)(ferrocenyl)sulfane 156884-39-8 C16H13ClFeS
(4-chlorophenyl)(ferrocenyl)sulfane
—— (E)-4,4,5,5-tetramethyl-2-(3-(phenylthio)prop-1-enyl)-1,3,2-dioxaborolane 117924-25-1 C15H21BO2S
(E)-4,4,5,5-tetramethyl-2-(3-(phenylthio)prop-1-enyl)-1,3,2-dioxaborolane
—— 2-methylmercapto-4-phenyl-3,4,5,6,7,8-hexahydroquinazoline perchlorate 76780-61-5 C15H18N2S*ClHO4
2-methylmercapto-4-phenyl-3,4,5,6,7,8-hexahydroquinazoline perchlorate
—— methyl-[3-(2-nitro-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indol-6-yl]-carbamic acid tert-butyl ester 868673-08-9 C26H26N4O4S
methyl-[3-(2-nitro-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indol-6-yl]-carbamic acid tert-butyl ester
—— Bis-<3,4-dimethyl-cyclohexen-(3)-yl-(1)>-sulfon 94539-83-0 C16H26O2S
Bis-<3,4-dimethyl-cyclohexen-(3)-yl-(1)>-sulfon
—— methyl-[3-(2-nitro-phenylsulfanyl)-1-oxazol-2-ylmethyl-1H-indol-6-yl]-carbamic acid tert-butyl ester 868673-24-9 C24H24N4O5S
methyl-[3-(2-nitro-phenylsulfanyl)-1-oxazol-2-ylmethyl-1H-indol-6-yl]-carbamic acid tert-butyl ester
—— 2-(4-Chloro-phenylsulfanylmethyl)-cyclohexanone 36603-41-5 C13H15ClOS
2-(4-Chloro-phenylsulfanylmethyl)-cyclohexanone
—— 3-undecylsulfinyl-2-dodecyloxy-1-propanol 1230401-29-2 C26H54O3S
3-undecylsulfinyl-2-dodecyloxy-1-propanol
—— indium(III) tris(di-i-butyldithiocarbamate) 85129-27-7 C27H54InN3S6
indium(III) tris(di-i-butyldithiocarbamate)
—— tert-butyl 6-(3-(6-amino-8-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propylamino)hexylcarbamate 1289544-94-0 C26H36IN7O4S
tert-butyl 6-(3-(6-amino-8-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)propylamino)hexylcarbamate
—— 3-phenylthio-3-phenyl-1-cyclobutanecarbonitrile 79143-31-0 C17H15NS
3-phenylthio-3-phenyl-1-cyclobutanecarbonitrile
—— Dimethyl-phosphinodithioic acid 1,4-dicyano-4-(dimethyl-phosphinothioylsulfanyl)-butyl ester 94072-85-2 C10H18N2P2S4
Dimethyl-phosphinodithioic acid 1,4-dicyano-4-(dimethyl-phosphinothioylsulfanyl)-butyl ester
—— 2-methylcarbamoylsulfanyl-5-phenyl-[1,3,4]oxadiazole 53961-37-8 C10H9N3O2S
2-methylcarbamoylsulfanyl-5-phenyl-[1,3,4]oxadiazole
—— (2-butoxy-ethanesulfonyl)-ethene 17700-27-5 C8H16O3S
(2-butoxy-ethanesulfonyl)-ethene
—— 1312815-51-2 C77H123BrO8S5
—— 4-Allyl-1,3-dimethyl-1,4-dihydro-pyrazolo[3,4-b][1,4]thiazin-5-one 13568-84-8 C10H13N3OS
4-Allyl-1,3-dimethyl-1,4-dihydro-pyrazolo[3,4-b][1,4]thiazin-5-one
—— phenyl 4-deoxy-2,3-di-O-methyl-β-L-threo-hex-4-enodialdo-1,5-pyranoside 1402422-26-7 C14H16O4S
phenyl 4-deoxy-2,3-di-O-methyl-β-L-threo-hex-4-enodialdo-1,5-pyranoside
—— bis-(5-methyl-2,4-dinitro-phenyl)-sulfide 92906-24-6 C14H10N4O8S
bis-(5-methyl-2,4-dinitro-phenyl)-sulfide
—— 2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone O-benzyloxime 884488-45-3 C14H14BrNOS2
2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone O-benzyloxime
—— 2,6-bis(p-methylphenylthiomethyl)bromobenzene 851527-13-4 C22H21BrS2
2,6-bis(p-methylphenylthiomethyl)bromobenzene
—— N-[4-[[4-(2-methylpropyl)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]acetamide 1258423-92-5 C19H22N6OS2
N-[4-[[4-(2-methylpropyl)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]acetamide
—— N-methoxy-2-(4-methylphenyl)sulfanylbenzamide 104351-53-3 C15H15NO2S
N-methoxy-2-(4-methylphenyl)sulfanylbenzamide
—— (2-ethylsulfanyl-ethanesulfonyl)-ethene 17700-29-7 C6H12O2S2
(2-ethylsulfanyl-ethanesulfonyl)-ethene
—— S-(2-pyridinyl) cyclohexanecarbothioate 58587-04-5 C12H15NOS
S-(2-pyridinyl) cyclohexanecarbothioate
—— 3-chloropropyl 3,3,4,4,4-pentafluorobutyl sulphide 1353008-71-5 C7H10ClF5S
3-chloropropyl 3,3,4,4,4-pentafluorobutyl sulphide
—— (2-aminophenyl)thiomethyl isopropyl carbonate 142505-43-9 C11H15NO3S
(2-aminophenyl)thiomethyl isopropyl carbonate
—— cis-2,4-bis(chloromethyl)-1,3-thiaselenetane 1,1-dioxide 1253573-48-6 C4H6Cl2O2SSe
cis-2,4-bis(chloromethyl)-1,3-thiaselenetane 1,1-dioxide
—— acetic acid-[4-(4-nitro-[1]naphthylsulfanyl)-anilide] 857953-38-9 C18H14N2O3S
acetic acid-[4-(4-nitro-[1]naphthylsulfanyl)-anilide]
—— n-Butyldimethylsulfonium Fluoride 76462-74-3 C6H15S*F
n-Butyldimethylsulfonium Fluoride