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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
—— (p-Chlorphenylthio)essigsaeure-isopropylester 15446-16-9 C11H13ClO2S
(p-Chlorphenylthio)essigsaeure-isopropylester
—— 2-ethylmercapto-4-methoxy-pyrimidine 98334-52-2 C7H10N2OS
2-ethylmercapto-4-methoxy-pyrimidine
—— 3,4-dihydro-2-phenyl-5-(1-pyrrolidinyl)-2H-1,6-benzothiazocine 89569-06-2 C20H22N2S
3,4-dihydro-2-phenyl-5-(1-pyrrolidinyl)-2H-1,6-benzothiazocine
—— 2-(butylsulfanyl)furan 98558-18-0 C8H12OS
2-(butylsulfanyl)furan
—— [2,5-bis(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidenemethyl)-1H-pyrrolato](trifluoroacetato)palladium(II) 956485-33-9 C28H34F3N3O2Pd
[2,5-bis(4-ethyl-3,5-dimethyl-2H-pyrrol-2-ylidenemethyl)-1H-pyrrolato](trifluoroacetato)palladium(II)
—— 2-(2-Carboxyphenylthio)-4,5-difluorobenzoic acid 1268697-05-7 C14H8F2O4S
2-(2-Carboxyphenylthio)-4,5-difluorobenzoic acid
—— (E)-1-tert-Butylsulfanyl-3-methoxy-but-1-ene 88909-30-2 C9H18OS
(E)-1-tert-Butylsulfanyl-3-methoxy-but-1-ene
—— 2H-pyridazino<4,5-b><1,4>benzothiazin-1(10H)-one 2843-07-4 C10H7N3OS
2H-pyridazino<4,5-b><1,4>benzothiazin-1(10H)-one
—— 1-(phenylthio)-2-methylcyclopentene 67957-90-8 C12H14S
1-(phenylthio)-2-methylcyclopentene
—— 1174132-83-2 C10H10ClN3OS
—— 2-(4-bromo-phenyl)-4,5-bis-methylsulfanyl-2<i>H</i>-pyridazin-3-one 10001-20-4 C12H11BrN2OS2
2-(4-bromo-phenyl)-4,5-bis-methylsulfanyl-2<i>H</i>-pyridazin-3-one
—— [2-<sup>13</sup><i>C</i>]thioketene 61134-38-1 C2H2S
[2-<sup>13</sup><i>C</i>]thioketene
—— Diaethyl-dithiophosphinsaeure-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester 91954-24-4 C13H21PS4
Diaethyl-dithiophosphinsaeure-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester
—— 3-(4-methylsulfanyl-phenyl)-1,5-dinitro-[1,3,5]triazepane 13528-61-5 C11H15N5O4S
3-(4-methylsulfanyl-phenyl)-1,5-dinitro-[1,3,5]triazepane
—— 3-(2-oxo-6-phenylsulfanyl-2<i>H</i>-benzo[<i>cd</i>]indol-1-yl)-propionitrile 51896-86-7 C20H14N2OS
3-(2-oxo-6-phenylsulfanyl-2<i>H</i>-benzo[<i>cd</i>]indol-1-yl)-propionitrile
—— (1-methoxynaphthalen-4-yl)(p-tolyl)sulfane 111089-91-9 C18H16OS
(1-methoxynaphthalen-4-yl)(p-tolyl)sulfane
—— 2-((1-((tert-butyldiphenylsilyl)oxy)vinyl)thio)pyridine 1051398-20-9 C23H25NOSSi
2-((1-((tert-butyldiphenylsilyl)oxy)vinyl)thio)pyridine
—— (3-Fluorphenyl)-(4-nitrophenyl)-sulfid 2249-00-5 C12H8FNO2S
(3-Fluorphenyl)-(4-nitrophenyl)-sulfid
—— (E)-3-(4-Bromo-phenylamino)-1-phenyl-3-phenylsulfanyl-propenethione 40952-68-9 C21H16BrNS2
(E)-3-(4-Bromo-phenylamino)-1-phenyl-3-phenylsulfanyl-propenethione
—— 63265-83-8 C10H12S
—— prop-2-enyl 3,4,5,6-tetrafluoro-2-(prop-2-enyl)phenyl sulphide 78522-95-9 C12H10F4S
prop-2-enyl 3,4,5,6-tetrafluoro-2-(prop-2-enyl)phenyl sulphide
—— 4-CF3C6F4SC6F5 33288-24-3 C13F12S
4-CF3C6F4SC6F5
—— 3-methyl-5-(4-nitro-phenylsulfanyl)-[1,2,4]thiadiazole 21735-00-2 C9H7N3O2S2
3-methyl-5-(4-nitro-phenylsulfanyl)-[1,2,4]thiadiazole
—— 5-methyl-2,4-bis-(2-phenyl-[1,3]dithian-5-ylsulfanyl)-pyrimidine 28857-77-4 C25H26N2S6
5-methyl-2,4-bis-(2-phenyl-[1,3]dithian-5-ylsulfanyl)-pyrimidine
—— (Z)-2-Methylsulfanyl-azacyclohexadec-1-ene 39157-47-6 C16H31NS
(Z)-2-Methylsulfanyl-azacyclohexadec-1-ene
—— 2-((3-bromophenyl)thio)benzo[d]thiazole 1453190-35-6 C13H8BrNS2
2-((3-bromophenyl)thio)benzo[d]thiazole
—— N-Phenyl-thiol-oxalimidsaeure-nitril-m-chlor-phenylester 22197-98-4 C14H9ClN2S
N-Phenyl-thiol-oxalimidsaeure-nitril-m-chlor-phenylester
—— 5-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(2-fluoro-5-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-1H-1,2,4-triazol-3-amine 1235493-97-6 C23H24ClF2N7O
5-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(2-fluoro-5-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)-1H-1,2,4-triazol-3-amine
—— ethyl 3-(diethoxyphosphoryl)-5-ethoxy-2-oxo-2,3-dihydro-1-benzo-thiophene-3-carboxylate 1563092-31-8 C17H23O7PS
ethyl 3-(diethoxyphosphoryl)-5-ethoxy-2-oxo-2,3-dihydro-1-benzo-thiophene-3-carboxylate
—— <i>D</i><sub>r</sub>,<i>D</i><sub>r</sub>-1<i>cat</i><sub>F</sub>,1'<i>cat</i><sub>F</sub>-(2,2'-disulfanediyl-bis-thiazol-4-yl)-bis-butane-1<i>t</i><sub>F</sub>,2<i>c</i><sub>F</sub>,3<i>r</i><sub>F</sub>,4-tetraol 18690-29-4 C14H20N2O8S4
<i>D</i><sub>r</sub>,<i>D</i><sub>r</sub>-1<i>cat</i><sub>F</sub>,1'<i>cat</i><sub>F</sub>-(2,2'-disulfanediyl-bis-thiazol-4-yl)-bis-butane-1<i>t</i><sub>F</sub>,2<i>c</i><sub>F</sub>,3<i>r</i><sub>F</sub>,4-tetraol
—— 2-benzylthio-7-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112807-01-9 C12H8IN3OS2
2-benzylthio-7-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 4-(4-methyl-4H-1,2,4-triazol-3-ylthio)-5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidine 1370338-48-9 C16H13N5O2S3
4-(4-methyl-4H-1,2,4-triazol-3-ylthio)-5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidine
—— 2-(1-oxocyclopentyl) tert-butyl trithiocarbonate 71988-75-5 C10H16OS3
2-(1-oxocyclopentyl) tert-butyl trithiocarbonate
—— 2,6-bis(benzo[d]thiazol-2-ylthio)pyridine 1609653-59-9 C19H11N3S4
2,6-bis(benzo[d]thiazol-2-ylthio)pyridine
—— (+/-)-(4Z)-4-heptene-2-thiol 1006684-19-0 C7H14S
(+/-)-(4Z)-4-heptene-2-thiol
—— 95663-82-4 C16H22O5S2
—— 2-(methyl-d3-thio)ethylamine 1280541-48-1 C3H9NS
2-(methyl-d3-thio)ethylamine
—— DL-2-Dimethylamino-1-propyl-N,N-dimethylthionocarbamate 3817-71-8 C8H18N2OS
DL-2-Dimethylamino-1-propyl-N,N-dimethylthionocarbamate
—— Tributyl[(2,3,4,5,6-pentachlorophenyl)thio]stannane 16068-79-4 C18H27Cl5SSn
Tributyl[(2,3,4,5,6-pentachlorophenyl)thio]stannane
—— 2-(4-chloro-phenylsulfanyl)-1<i>H</i>-pyrimidine-4,5,6-trione 5-phenylhydrazone 36137-27-6 C16H11ClN4O2S
2-(4-chloro-phenylsulfanyl)-1<i>H</i>-pyrimidine-4,5,6-trione 5-phenylhydrazone
—— <i>N</i>-methyl-2-(4,5,6,7-tetrahydro-benzothiazol-2-ylsulfanyl)-acetamide 23888-77-9 C10H14N2OS2
<i>N</i>-methyl-2-(4,5,6,7-tetrahydro-benzothiazol-2-ylsulfanyl)-acetamide
—— 2,3,6,7-tetrachloro-8-phenylsulfanyl-imidazo[1,2-<i>b</i>]pyridazine 40972-34-7 C12H5Cl4N3S
2,3,6,7-tetrachloro-8-phenylsulfanyl-imidazo[1,2-<i>b</i>]pyridazine
—— 2-(2,4-dinitro-phenylsulfanyl)-4,5,6,7-tetrahydro-benzothiazole 23888-75-7 C13H11N3O4S2
2-(2,4-dinitro-phenylsulfanyl)-4,5,6,7-tetrahydro-benzothiazole
—— <i>trans</i>-1-ethanesulfonyl-2-(nonane-1-sulfonyl)-ethene 30782-32-2 C13H26O4S2
<i>trans</i>-1-ethanesulfonyl-2-(nonane-1-sulfonyl)-ethene
—— (E)-2-(3-(phenylthio)prop-1-enyl)-1,3-dioxolane 1403961-66-9 C12H14O2S
(E)-2-(3-(phenylthio)prop-1-enyl)-1,3-dioxolane
—— 4-(4-amino-5-oxo-6-(2-(2-thienyl)vinyl)-4,5-dihydro-1,2,4-triazin-3-ylthio)butyl acetate 1313511-17-9 C15H18N4O3S2
4-(4-amino-5-oxo-6-(2-(2-thienyl)vinyl)-4,5-dihydro-1,2,4-triazin-3-ylthio)butyl acetate
—— 2-[(3-iodophenyl)sulfanyl]-1,3-benzothiazole 1520092-70-9 C13H8INS2
2-[(3-iodophenyl)sulfanyl]-1,3-benzothiazole
—— 2-(Perfluorhexyl)ethyl-2'-aminoethyl-sulfid 36097-08-2 C10H10F13NS
2-(Perfluorhexyl)ethyl-2'-aminoethyl-sulfid
—— 6-(2-(4-chlorophenylthio)ethyl)-4-hydroxy-3-mesityl-2H-pyran-2-one 1598407-37-4 C22H21ClO3S
6-(2-(4-chlorophenylthio)ethyl)-4-hydroxy-3-mesityl-2H-pyran-2-one
—— ethyl 4-phenylthio-2-butynyl malonate 144512-02-7 C15H16O4S
ethyl 4-phenylthio-2-butynyl malonate