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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
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C27H23N3O3S3
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— 2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]aniline —— C11H16N2S
2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]aniline
—— ethane;1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-3-N-phenyl-1,2,4-triazole-3,5-diamine —— C16H21N7S
ethane;1-(6-methyl-2-methylsulfanylpyrimidin-4-yl)-3-N-phenyl-1,2,4-triazole-3,5-diamine
—— 3-[3-(4-Acetyloxan-4-yl)phenyl]sulfanylpropanoic acid —— C16H20O4S
3-[3-(4-Acetyloxan-4-yl)phenyl]sulfanylpropanoic acid
—— 4-[[3-(cyclopropylmethyl)-2-methyl-6-oxo-5-propan-2-yl-1H-pyridin-4-yl]sulfanyl]-6-methyl-2-methylidenehepta-3,5-dienenitrile —— C22H28N2OS
4-[[3-(cyclopropylmethyl)-2-methyl-6-oxo-5-propan-2-yl-1H-pyridin-4-yl]sulfanyl]-6-methyl-2-methylidenehepta-3,5-dienenitrile
—— 1-Butyl-3,5-bis(nonadecylsulfanyl)benzene —— C48H90S2
1-Butyl-3,5-bis(nonadecylsulfanyl)benzene
—— 3-[2-(3,5-difluorophenyl)ethyl]-8-(2,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-6-amine —— C21H20F2N5O2S+
3-[2-(3,5-difluorophenyl)ethyl]-8-(2,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-6-amine
—— <1-13C>Thioanisol —— C7H8S
<1-13C>Thioanisol
—— [(Z)-[6-(4-methylphenyl)sulfanylpyridin-3-yl]methylideneamino] 2-chlorobenzoate —— C20H15ClN2O2S
[(Z)-[6-(4-methylphenyl)sulfanylpyridin-3-yl]methylideneamino] 2-chlorobenzoate
—— 2-Chloro-2-(1-chloroethylsulfanyl)ethanethiol —— C4H8Cl2S2
2-Chloro-2-(1-chloroethylsulfanyl)ethanethiol
—— N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]-3-(trifluoromethyl)benzamide —— C20H15F3N2O2S
N-[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]-3-(trifluoromethyl)benzamide
—— 1-[[2-(4-Methylsulfanylphenyl)cyclohexen-1-yl]methyl]piperazine —— C18H26N2S
1-[[2-(4-Methylsulfanylphenyl)cyclohexen-1-yl]methyl]piperazine
—— (4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)pyrrolidine-2,3-dione —— C26H21N3O4S2
(4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)pyrrolidine-2,3-dione
—— 3-ethyl-7-phenylsulfanyl-6-propan-2-yl-5H-pyrazolo[5,1-c][1,2,4]triazole;methyl 3,6-dimethyl-5H-pyrazolo[5,1-c][1,2,4]triazole-7-carboxylate —— C23H28N8O2S
3-ethyl-7-phenylsulfanyl-6-propan-2-yl-5H-pyrazolo[5,1-c][1,2,4]triazole;methyl 3,6-dimethyl-5H-pyrazolo[5,1-c][1,2,4]triazole-7-carboxylate
—— (4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C27H22N4O3S2
(4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
—— 2-(Disulfanyl)-3-methylpentanethioamide —— C6H13NS3
2-(Disulfanyl)-3-methylpentanethioamide
—— (E)-3-(5-chloro-1,3-dimethylpyrazol-4-yl)-1-[2-[2-([1,2,4]triazolo[3,4-c][1,2,4]benzotriazin-1-ylsulfanyl)acetyl]pyrazolidin-1-yl]prop-2-en-1-one —— C21H20ClN9O2S
(E)-3-(5-chloro-1,3-dimethylpyrazol-4-yl)-1-[2-[2-([1,2,4]triazolo[3,4-c][1,2,4]benzotriazin-1-ylsulfanyl)acetyl]pyrazolidin-1-yl]prop-2-en-1-one
—— 1,2,3-Tris(octadecylsulfanyl)benzene —— C60H114S3
1,2,3-Tris(octadecylsulfanyl)benzene
—— 2,5-dimethyl-3,4-didehydro-2H-thiopyran —— C7H8S
2,5-dimethyl-3,4-didehydro-2H-thiopyran
—— ethane;propane;10H-thiochromeno[2,3-b]pyrazine —— C16H22N2S
ethane;propane;10H-thiochromeno[2,3-b]pyrazine
—— 1-(15-Methyl-13-bicyclo[8.7.0]heptadecanyl)ethanethiol —— C20H38S
1-(15-Methyl-13-bicyclo[8.7.0]heptadecanyl)ethanethiol
—— 1-[4-[[2-[(2-Methylphenyl)methylsulfanyl]pyridin-3-yl]methyl]piperazin-1-yl]ethanimine —— C20H26N4S
1-[4-[[2-[(2-Methylphenyl)methylsulfanyl]pyridin-3-yl]methyl]piperazin-1-yl]ethanimine
—— 3-Methylsulfanyl-1-sulfanylpyrrole-2,5-diol —— C5H7NO2S2
3-Methylsulfanyl-1-sulfanylpyrrole-2,5-diol
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine —— C26H29ClN8O2S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4,6-di(piperidin-1-yl)-1,3,5-triazin-2-amine
—— N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-N-phenylaniline —— C23H16BrClN2OS
N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-N-phenylaniline
—— [2-(Cyanomethylcarbamoyl)cyclohexylidene]-[4-[2-oxo-2-(2-thiophen-2-ylethylamino)ethyl]sulfanylphenyl]methanesulfinic acid —— C24H27N3O4S3
[2-(Cyanomethylcarbamoyl)cyclohexylidene]-[4-[2-oxo-2-(2-thiophen-2-ylethylamino)ethyl]sulfanylphenyl]methanesulfinic acid
—— 2-(3,3-Difluoro-1-methylpiperidin-4-yl)-2-(6-imidazo[1,2-a]pyrimidin-3-ylsulfanyl-1,3-benzothiazol-2-yl)acetamide —— C21H20F2N6OS2
2-(3,3-Difluoro-1-methylpiperidin-4-yl)-2-(6-imidazo[1,2-a]pyrimidin-3-ylsulfanyl-1,3-benzothiazol-2-yl)acetamide
—— (4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C26H21N3O3S3
(4E)-1-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-amine —— C20H13ClN4O2S2
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-amine
—— (2Z,5Z)-3-[(2,6-dichlorophenyl)methyl]-2-(3,3-dimethyl-2-oxobutylidene)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidin-4-one —— C30H26Cl2N2O4S2
(2Z,5Z)-3-[(2,6-dichlorophenyl)methyl]-2-(3,3-dimethyl-2-oxobutylidene)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-1,3-thiazolidin-4-one
—— 2-[(2,3-difluorophenyl)methylsulfanyl]-4-(2-hydroxypropan-2-ylamino)-1H-pyrimidin-6-one —— C14H15F2N3O2S
2-[(2,3-difluorophenyl)methylsulfanyl]-4-(2-hydroxypropan-2-ylamino)-1H-pyrimidin-6-one
—— 7-Ethylsulfanyl-2-methylhept-2-ene —— C10H20S
7-Ethylsulfanyl-2-methylhept-2-ene
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-4-cyano-2-fluorobenzamide —— C19H11ClFN3O2S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-4-cyano-2-fluorobenzamide
—— methyl 2-[5-bromo-4-(4-chlorophenyl)sulfanyl-7,8-difluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]acetate —— C20H15BrClF2NO2S
methyl 2-[5-bromo-4-(4-chlorophenyl)sulfanyl-7,8-difluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-3-yl]acetate
—— Ethane;3-methyl-4-(2-methylphenyl)sulfanylbutan-2-one —— C14H22OS
Ethane;3-methyl-4-(2-methylphenyl)sulfanylbutan-2-one
—— (E)-3-amino-2-[2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C14H11ClN4OS3
(E)-3-amino-2-[2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— (Z)-1-[5-(4-chlorophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]-N-[(2,6-dichlorophenyl)methoxy]methanimine —— C19H13Cl3F3N3OS
(Z)-1-[5-(4-chlorophenyl)sulfanyl-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]-N-[(2,6-dichlorophenyl)methoxy]methanimine
—— N-[(E)-1-(4-tert-butylphenyl)ethylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine —— C27H27N3S2
N-[(E)-1-(4-tert-butylphenyl)ethylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine
—— (Dithiocarboxytrisulfanyl)methanedithioic acid —— C2H2S7
(Dithiocarboxytrisulfanyl)methanedithioic acid
—— 2,5-Dithiabicyclo[4.4.0]deca-1(10),6,8-trien-3-yne —— C8H4S2
2,5-Dithiabicyclo[4.4.0]deca-1(10),6,8-trien-3-yne
—— ethyl (2Z)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H21ClN2O4S2
ethyl (2Z)-2-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1,3-Bis-heptylmercapto-benzol 21128-59-6 C20H34S2
1,3-Bis-heptylmercapto-benzol
—— 1-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]-4-[3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropyl]piperazine —— C24H28F3N3O2S
1-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]-4-[3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropyl]piperazine
—— 1,2-Dichloro-1-ethylsulfonylethene —— C4H6Cl2O2S
1,2-Dichloro-1-ethylsulfonylethene
—— 3,3-Dimethylpent-1-enyl-diethyl-[1-(1-ethylcyclopropyl)-2,2-dimethylpropyl]-lambda4-sulfane —— C21H42S
3,3-Dimethylpent-1-enyl-diethyl-[1-(1-ethylcyclopropyl)-2,2-dimethylpropyl]-lambda4-sulfane
—— 8-(2,5-dimethoxyphenyl)sulfanyl-3-(2-thiophen-2-ylethyl)-7H-purin-3-ium-6-amine —— C19H20N5O2S2+
8-(2,5-dimethoxyphenyl)sulfanyl-3-(2-thiophen-2-ylethyl)-7H-purin-3-ium-6-amine
—— 3-[2-(5-Anilino-1,3,4-thiadiazol-2-yl)thiophen-3-yl]sulfanylpropanoic acid —— C15H13N3O2S3
3-[2-(5-Anilino-1,3,4-thiadiazol-2-yl)thiophen-3-yl]sulfanylpropanoic acid
—— 3,3-Dimethylpent-1-enyl-diethyl-[1-(1-ethylcyclopropyl)-2,2-dimethylpropyl]-lambda4-sulfane —— C21H41S-
3,3-Dimethylpent-1-enyl-diethyl-[1-(1-ethylcyclopropyl)-2,2-dimethylpropyl]-lambda4-sulfane
—— (E)-3-amino-2-[2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]but-2-enenitrile —— C8H9N5OS2
(E)-3-amino-2-[2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]but-2-enenitrile
—— Ethane;4-(2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-amine —— C10H14N4S2
Ethane;4-(2-methylsulfanylpyrimidin-4-yl)-1,3-thiazol-2-amine