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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
—— 5-(3,3-Dimethyl-5-methylthio-3,4-dihydropyrrol-2-ylidenemethyl)-1,4,4,5-tetramethylpyrrolidine-2-thione —— C16H26N2S2
5-(3,3-Dimethyl-5-methylthio-3,4-dihydropyrrol-2-ylidenemethyl)-1,4,4,5-tetramethylpyrrolidine-2-thione
—— (3S)-N-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]sulfonylamino]phenyl]sulfanylphenyl]-1,1-dioxothiolane-3-sulfonamide —— C20H24N2O8S5
(3S)-N-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]sulfonylamino]phenyl]sulfanylphenyl]-1,1-dioxothiolane-3-sulfonamide
—— (3R)-N-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]sulfonylamino]phenyl]sulfanylphenyl]-1,1-dioxothiolane-3-sulfonamide —— C20H24N2O8S5
(3R)-N-[4-[4-[[(3S)-1,1-dioxothiolan-3-yl]sulfonylamino]phenyl]sulfanylphenyl]-1,1-dioxothiolane-3-sulfonamide
—— Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene- —— C15H24N2S2
Pyrrolidine-5-thione, 3,3-dimethyl-2-[5-(methylthio)-3,4-dihydro-2,3,3-trimethyl-2(2H)pyrrolyl]methylene-
—— (3R)-N-[4-[4-[[(3R)-1,1-dioxothiolan-3-yl]sulfonylamino]phenyl]sulfanylphenyl]-1,1-dioxothiolane-3-sulfonamide —— C20H24N2O8S5
(3R)-N-[4-[4-[[(3R)-1,1-dioxothiolan-3-yl]sulfonylamino]phenyl]sulfanylphenyl]-1,1-dioxothiolane-3-sulfonamide
—— ethyl (1Z)-N-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)methanehydrazonate —— C6H10N4OS2
ethyl (1Z)-N-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)methanehydrazonate
—— Cyclopenteno[4.3-b]tetrahydrofuran, 3-[(4-methyl-5-oxo-3-phenylthio)tetrahydrofuran-2-yloxymethylene]- —— C19H18O5S
Cyclopenteno[4.3-b]tetrahydrofuran, 3-[(4-methyl-5-oxo-3-phenylthio)tetrahydrofuran-2-yloxymethylene]-
—— Pyridine, 2-(3-chloro-4,4,4-trifluoro-2-phenyl-2-butenylthio)-5,5,5-trifluoromethyl- —— C16H10ClF6NS
Pyridine, 2-(3-chloro-4,4,4-trifluoro-2-phenyl-2-butenylthio)-5,5,5-trifluoromethyl-
—— (3Z)-3-[(4-methylanilino)methylidene]-1-benzothiophene-2-thione —— C16H13NS2
(3Z)-3-[(4-methylanilino)methylidene]-1-benzothiophene-2-thione
—— (3,3-Dimethyl-5-methylthio-3,4(2H)-dihydropyrrol-2-ylidene)acetonitrile —— C9H12N2S
(3,3-Dimethyl-5-methylthio-3,4(2H)-dihydropyrrol-2-ylidene)acetonitrile
—— (3E)-3-(anilinomethylidene)-1-benzothiophene-2-thione —— C15H11NS2
(3E)-3-(anilinomethylidene)-1-benzothiophene-2-thione
—— 2-Pyrrolidinone, 5-[[(3,4-dihydro-2H-pyrrol-5-yl)thio]methylene]-4,4-dimethyl- —— C11H16N2OS
2-Pyrrolidinone, 5-[[(3,4-dihydro-2H-pyrrol-5-yl)thio]methylene]-4,4-dimethyl-
—— (5Z)-3-(4-ethoxyphenyl)-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H19NO3S3
(5Z)-3-(4-ethoxyphenyl)-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(4-ethoxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C22H16ClNO3S3
(5Z)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(4-ethoxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-(4-bromophenyl)sulfanyl-N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide —— C25H31BrN2O4S2
2-(4-bromophenyl)sulfanyl-N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide —— C25H31BrN2O4S2
2-(4-bromophenyl)sulfanyl-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide —— C25H31BrN2O4S2
2-(4-bromophenyl)sulfanyl-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide
—— 2-Cyano-3-[5-methylthio-2-furanyl]-2-propenoic acid, methyl ester 76542-54-6 C10H9NO3S
2-Cyano-3-[5-methylthio-2-furanyl]-2-propenoic acid, methyl ester
—— 2-(4-bromophenyl)sulfanyl-N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide —— C25H31BrN2O4S2
2-(4-bromophenyl)sulfanyl-N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-5-morpholin-4-ylsulfonylbenzamide
—— (5Z)-5-[(4-bromophenyl)-hydroxymethylidene]-4-thia-2-azatricyclo[7.3.0.03,7]dodeca-1,3(7),8-trien-6-one —— C17H12BrNO2S
(5Z)-5-[(4-bromophenyl)-hydroxymethylidene]-4-thia-2-azatricyclo[7.3.0.03,7]dodeca-1,3(7),8-trien-6-one
—— 2-(1-Propenylthio)thiophene —— C7H8S2
2-(1-Propenylthio)thiophene
—— (Z)-1-(3-nitro-4-quinolin-5-ylsulfanylphenyl)-N-(1,2,4-triazol-4-yl)methanimine —— C18H12N6O2S
(Z)-1-(3-nitro-4-quinolin-5-ylsulfanylphenyl)-N-(1,2,4-triazol-4-yl)methanimine
—— 1-(Ethylthio)-2-(methylthio)-buta-1,3-diene —— C7H12S2
1-(Ethylthio)-2-(methylthio)-buta-1,3-diene
—— N,N-dimethyl-2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide —— C19H19N7O6S2
N,N-dimethyl-2-[(2Z)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-5-nitrobenzenesulfonamide
—— 8-[(2,4-Dinitrophenyl)sulfanyl]-9H-purin-6-amine —— C11H7N7O4S
8-[(2,4-Dinitrophenyl)sulfanyl]-9H-purin-6-amine
—— N,N-Dimethyl-4-(methylsulfonyl)-1,3-cyclooctadien-1-amine —— C11H19NO2S
N,N-Dimethyl-4-(methylsulfonyl)-1,3-cyclooctadien-1-amine
—— Ethyl 2-[4-[[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]methylideneamino]phenyl]acetate —— C24H19N3O4S2
Ethyl 2-[4-[[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]methylideneamino]phenyl]acetate
—— N-(2,4-dimethoxyphenyl)-1-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5-nitrophenyl]methanimine —— C18H17N5O4S
N-(2,4-dimethoxyphenyl)-1-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5-nitrophenyl]methanimine
—— (Z)-1-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C12H10N8O2S
(Z)-1-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— 2-[4-[(2,4-Dimethoxyphenyl)iminomethyl]-2-nitrophenyl]sulfanyl-3-methylquinazolin-4-one —— C24H20N4O5S
2-[4-[(2,4-Dimethoxyphenyl)iminomethyl]-2-nitrophenyl]sulfanyl-3-methylquinazolin-4-one
—— Ethyl 2-[4-[[4-[(4-methyl-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]phenyl]acetate —— C26H23N5O4S
Ethyl 2-[4-[[4-[(4-methyl-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]phenyl]acetate
—— (Z)-1-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C12H10N8O2S
(Z)-1-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-5-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— [(Z)-[4-(3-methyl-4-oxoquinazolin-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea —— C17H14N6O3S2
[(Z)-[4-(3-methyl-4-oxoquinazolin-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]thiourea
—— 3-methyl-2-[2-nitro-4-[(Z)-1,2,4-triazol-4-yliminomethyl]phenyl]sulfanylquinazolin-4-one —— C18H13N7O3S
3-methyl-2-[2-nitro-4-[(Z)-1,2,4-triazol-4-yliminomethyl]phenyl]sulfanylquinazolin-4-one
—— 1-[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]-N-(2,4-dimethoxyphenyl)methanimine —— C22H17N3O4S2
1-[2-(1,3-benzothiazol-2-ylsulfanyl)-5-nitrophenyl]-N-(2,4-dimethoxyphenyl)methanimine
—— (Z)-1-[4-[(4-methyl-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C18H14N8O2S
(Z)-1-[4-[(4-methyl-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— N-(2,4-dimethoxyphenyl)-1-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methanimine —— C18H17N5O4S
N-(2,4-dimethoxyphenyl)-1-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methanimine
—— N-(2,4-dimethoxyphenyl)-1-[4-[(4-methyl-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methanimine —— C24H21N5O4S
N-(2,4-dimethoxyphenyl)-1-[4-[(4-methyl-5-phenyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methanimine
—— N-[(Z)-[4-(3-methyl-4-oxoquinazolin-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzenecarbothioamide —— C23H17N5O3S2
N-[(Z)-[4-(3-methyl-4-oxoquinazolin-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzenecarbothioamide
—— 3-methyl-2-[2-nitro-4-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]phenyl]sulfanylquinazolin-4-one —— C22H16N6O5S
3-methyl-2-[2-nitro-4-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]phenyl]sulfanylquinazolin-4-one
—— 2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide —— C20H20ClN7OS
2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-pyridin-4-ylmethylideneamino]acetamide
—— (2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]propanamide —— C24H28N6OS
(2S)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]propanamide
—— (2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]propanamide —— C24H28N6OS
(2R)-2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]propanamide
—— 2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C21H21ClN6O2S
2-[[5-[(4-chloroanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— 2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]acetamide —— C24H28N6OS
2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-(4-methylphenyl)ethylideneamino]acetamide
—— N-[(Z)-(4-bromophenyl)methylideneamino]-2-(2-methylphenyl)sulfanylacetamide —— C16H15BrN2OS
N-[(Z)-(4-bromophenyl)methylideneamino]-2-(2-methylphenyl)sulfanylacetamide
—— N-[(Z)-(4-chlorophenyl)methylideneamino]-2-(2-methylphenyl)sulfanylacetamide —— C16H15ClN2OS
N-[(Z)-(4-chlorophenyl)methylideneamino]-2-(2-methylphenyl)sulfanylacetamide
—— N-(4-methoxyphenyl)-1-[5-[[5-(naphthalen-1-ylmethyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]furan-2-yl]methanimine —— C31H24N4O2S
N-(4-methoxyphenyl)-1-[5-[[5-(naphthalen-1-ylmethyl)-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]furan-2-yl]methanimine
—— N-(2-methylsulfanyl-1,3-benzothiazol-6-yl)-1-(3-nitro-4-pyridin-2-ylsulfanylphenyl)methanimine —— C20H14N4O2S3
N-(2-methylsulfanyl-1,3-benzothiazol-6-yl)-1-(3-nitro-4-pyridin-2-ylsulfanylphenyl)methanimine
—— 2,3-Disila-5-heptene, 2,2,3,3,4-pentamethyl-4-(phenylthio)- —— C16H28SSi2
2,3-Disila-5-heptene, 2,2,3,3,4-pentamethyl-4-(phenylthio)-