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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
—— (2R)-2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexylpropanamide —— C23H35N5OS
(2R)-2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexylpropanamide
—— [(1S)-1-[4-benzyl-5-[(2S)-1-(cyclohexylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C23H36N5OS+
[(1S)-1-[4-benzyl-5-[(2S)-1-(cyclohexylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— N-(4-methylcyclohexyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C11H17N3OS2
N-(4-methylcyclohexyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— [(3R)-3-cyano-5-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-4-oxopent-1-en-2-yl]azanium —— C15H16N5OS2+
[(3R)-3-cyano-5-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-4-oxopent-1-en-2-yl]azanium
—— [(3R)-5-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium —— C9H10F3N6OS+
[(3R)-5-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium
—— 3-[[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H14N3O5S4-
3-[[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (4S,5S)-2-methyl-6-methylidene-4-(4-methylsulfanylphenyl)-4,5-dihydro-3H-pyridine-3,5-dicarbonitrile —— C16H15N3S
(4S,5S)-2-methyl-6-methylidene-4-(4-methylsulfanylphenyl)-4,5-dihydro-3H-pyridine-3,5-dicarbonitrile
—— (2R)-N-benzyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C12H15N5OS
(2R)-N-benzyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H22FNOS
N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-(4-fluorophenyl)sulfanylacetamide
—— ethyl (2R)-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylpropanoate —— C11H14N4O2S2
ethyl (2R)-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylpropanoate
—— (3R)-3-[2-(4-chloro-2-nitrophenyl)sulfanylanilino]-3H-2-benzofuran-1-one —— C20H13ClN2O4S
(3R)-3-[2-(4-chloro-2-nitrophenyl)sulfanylanilino]-3H-2-benzofuran-1-one
—— ethyl (2S)-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylpropanoate —— C11H14N4O2S2
ethyl (2S)-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylpropanoate
—— 1-(2-hydroxyethyl)-3-[(1S,5R)-3,3,5-trimethylcyclohexyl]thiourea —— C12H24N2OS
1-(2-hydroxyethyl)-3-[(1S,5R)-3,3,5-trimethylcyclohexyl]thiourea
—— (3S)-1-benzyl-3-chloro-3-(4-chlorophenyl)sulfanylpyrrolidine-2,5-dione —— C17H13Cl2NO2S
(3S)-1-benzyl-3-chloro-3-(4-chlorophenyl)sulfanylpyrrolidine-2,5-dione
—— (3R)-3-[3-(3-nitropyridin-2-yl)sulfanyl-1,2,4-triazol-1-yl]butan-2-one —— C11H11N5O3S
(3R)-3-[3-(3-nitropyridin-2-yl)sulfanyl-1,2,4-triazol-1-yl]butan-2-one
—— Ethyl 4-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-1-ium-2-yl)sulfanyl-3-oxobutanoate —— C17H15N4O3S2+
Ethyl 4-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-1-ium-2-yl)sulfanyl-3-oxobutanoate
—— ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-5-cyano-4-phenyl-4H-pyran-3-carboxylate —— C27H20N6O3S2
ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-5-cyano-4-phenyl-4H-pyran-3-carboxylate
—— 2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C14H18N4OS
2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C14H18N4OS
2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 4-[[4-[4-[(4-Carboxylatophenyl)sulfamoyl]phenyl]sulfanylphenyl]sulfonylamino]benzoate —— C26H18N2O8S3-2
4-[[4-[4-[(4-Carboxylatophenyl)sulfamoyl]phenyl]sulfanylphenyl]sulfonylamino]benzoate
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C14H15N5O2S
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 3-[(4-chlorophenyl)methylsulfanyl]-5-[2-[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]ethyl]-1H-1,2,4-triazole —— C20H18Cl2N6S2
3-[(4-chlorophenyl)methylsulfanyl]-5-[2-[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]ethyl]-1H-1,2,4-triazole
—— 4-Methylsulfanylbenzenethiolate —— C7H7S2-
4-Methylsulfanylbenzenethiolate
—— (2R)-2-bromo-N-[2-(4-chloro-2-nitrophenyl)sulfanylphenyl]propanamide —— C15H12BrClN2O3S
(2R)-2-bromo-N-[2-(4-chloro-2-nitrophenyl)sulfanylphenyl]propanamide
—— [(1S)-2,2-dichlorocyclopropyl]sulfanylbenzene —— C9H8Cl2S
[(1S)-2,2-dichlorocyclopropyl]sulfanylbenzene
—— (2S)-2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]butanedioic acid —— C6H6N2O4S3
(2S)-2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]butanedioic acid
—— (2S)-2-methylsulfanylbutane —— C5H12S
(2S)-2-methylsulfanylbutane
—— (2R)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid —— C5H8N4O2S
(2R)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid
—— 2-((4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)pyrimidin-2-yl)thio)acetic acid —— C13H13F3N4O2S
2-((4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)pyrimidin-2-yl)thio)acetic acid
—— (4S)-1-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H19N3O2S3
(4S)-1-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— 2-methoxyethyl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate —— C19H22N2O4S2
2-methoxyethyl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
—— 4-hydroxy-3-phenyl-2-propylsulfanyl-1H-pyrimidin-3-ium-6-one —— C13H15N2O2S+
4-hydroxy-3-phenyl-2-propylsulfanyl-1H-pyrimidin-3-ium-6-one
—— (2S)-1-(4,6-dimethylpyrimidin-2-yl)sulfanyl-3-ethoxypropan-2-ol —— C11H18N2O2S
(2S)-1-(4,6-dimethylpyrimidin-2-yl)sulfanyl-3-ethoxypropan-2-ol
—— (3S,4S)-1-[[2-(difluoromethylsulfanyl)phenyl]methyl]-3,4-dimethylpyrrolidine-2,5-dione —— C14H15F2NO2S
(3S,4S)-1-[[2-(difluoromethylsulfanyl)phenyl]methyl]-3,4-dimethylpyrrolidine-2,5-dione
—— 2-(1-Methyltetrazol-5-yl)sulfanylethyl-(pyridin-3-ylmethyl)azanium —— C10H15N6S+
2-(1-Methyltetrazol-5-yl)sulfanylethyl-(pyridin-3-ylmethyl)azanium
—— 2-amino-5-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-4,6-dimethylcyclopenta[b]pyridin-1-ium-3,7-dicarbonitrile —— C24H17N6OS+
2-amino-5-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-4,6-dimethylcyclopenta[b]pyridin-1-ium-3,7-dicarbonitrile
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-3-oxobutanamide —— C7H10N4O2S2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-3-oxobutanamide
—— 1-[(1E)-4-bromo-3,4-dichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]piperidine —— C15H15BrCl2N2O2S
1-[(1E)-4-bromo-3,4-dichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]piperidine
—— S-methyl N-[(3S,5R)-3,5-dimethyl-1-adamantyl]carbamothioate —— C14H23NOS
S-methyl N-[(3S,5R)-3,5-dimethyl-1-adamantyl]carbamothioate
—— 2-(4,6-Diaminopyrimidin-2-yl)sulfanylacetate —— C6H7N4O2S-
2-(4,6-Diaminopyrimidin-2-yl)sulfanylacetate
—— 2-(2-Chlorophenyl)sulfanylacetate —— C8H6ClO2S
2-(2-Chlorophenyl)sulfanylacetate
—— 2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C12H12N3O2S-
2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 4,4-dimethyl-11-(2-phenylethyl)-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C18H23N4OS+
4,4-dimethyl-11-(2-phenylethyl)-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (2S)-2-(4-methylthiadiazol-5-yl)sulfanylpropanoate —— C6H7N2O2S2-
(2S)-2-(4-methylthiadiazol-5-yl)sulfanylpropanoate
—— N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]acetamide —— C11H13Cl2NOS
N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]acetamide
—— 3-hydroxy-6-(hydroxymethyl)-2-[(S)-(4-methylsulfanylphenyl)-(pyridin-1-ium-2-ylamino)methyl]pyran-4-one —— C19H19N2O4S+
3-hydroxy-6-(hydroxymethyl)-2-[(S)-(4-methylsulfanylphenyl)-(pyridin-1-ium-2-ylamino)methyl]pyran-4-one
—— (2E)-2-methoxyimino-2-[5-[(Z)-[3-(4-methylsulfanylphenyl)-1,4-dihydropyrazol-5-ylidene]amino]thiophen-3-yl]acetate —— C17H15N4O3S2-
(2E)-2-methoxyimino-2-[5-[(Z)-[3-(4-methylsulfanylphenyl)-1,4-dihydropyrazol-5-ylidene]amino]thiophen-3-yl]acetate
—— 1-[(5R)-5-hydroxy-5-(trifluoromethyl)-1,4-dihydropyrazol-3-yl]-7,7-dimethyl-3-methylsulfanyl-5,6-dihydro-2-benzothiophen-4-one —— C15H17F3N2O2S2
1-[(5R)-5-hydroxy-5-(trifluoromethyl)-1,4-dihydropyrazol-3-yl]-7,7-dimethyl-3-methylsulfanyl-5,6-dihydro-2-benzothiophen-4-one
—— (5S)-3-(3-methylsulfanylphenyl)-5-phenyl-1,3-thiazolidine-2,4-dione —— C16H13NO2S2
(5S)-3-(3-methylsulfanylphenyl)-5-phenyl-1,3-thiazolidine-2,4-dione
—— ethyl (2S)-2-[[5-(4-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H14ClN3O2S2
ethyl (2S)-2-[[5-(4-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate