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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
—— (1R)-1-[(2R)-1-[2-(4-fluorophenyl)sulfanylethyl]piperidin-2-yl]ethanamine —— C15H23FN2S
(1R)-1-[(2R)-1-[2-(4-fluorophenyl)sulfanylethyl]piperidin-2-yl]ethanamine
—— (1R)-1-[(2S)-1-[2-(4-fluorophenyl)sulfanylethyl]piperidin-2-yl]ethanamine —— C15H23FN2S
(1R)-1-[(2S)-1-[2-(4-fluorophenyl)sulfanylethyl]piperidin-2-yl]ethanamine
—— 1,3-bis[(E)-3,3-dimethylbutan-2-ylideneamino]thiourea —— C13H26N4S
1,3-bis[(E)-3,3-dimethylbutan-2-ylideneamino]thiourea
—— methyl (4S)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate —— C19H23NO4S
methyl (4S)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate
—— (2R)-2-fluoro-2-pyrimidin-2-ylsulfanylacetate —— C6H4FN2O2S-
(2R)-2-fluoro-2-pyrimidin-2-ylsulfanylacetate
—— methyl (4R)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate —— C19H23NO4S
methyl (4R)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate
—— (2S)-2-fluoro-2-pyrimidin-2-ylsulfanylacetate —— C6H4FN2O2S-
(2S)-2-fluoro-2-pyrimidin-2-ylsulfanylacetate
—— (3-Cyano-4-imino-2-oxopentyl) 2-phenylsulfanylacetate —— C14H14N2O3S
(3-Cyano-4-imino-2-oxopentyl) 2-phenylsulfanylacetate
—— N-methyl-1-[(2S)-1-[2-(4-methylphenyl)sulfanylethyl]piperidin-2-yl]methanamine —— C16H26N2S
N-methyl-1-[(2S)-1-[2-(4-methylphenyl)sulfanylethyl]piperidin-2-yl]methanamine
—— dimethyl (1'R,3'R,5'R,7'R)-6'-oxospiro[1,3-dithiolane-2,2'-bicyclo[3.3.1]nonane]-3',7'-dicarboxylate —— C15H20O5S2
dimethyl (1'R,3'R,5'R,7'R)-6'-oxospiro[1,3-dithiolane-2,2'-bicyclo[3.3.1]nonane]-3',7'-dicarboxylate
—— 1-[(2S)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-2-yl]-N-methylmethanamine —— C15H23FN2S
1-[(2S)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-2-yl]-N-methylmethanamine
—— (2S)-2-ethanimidoyl-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C15H15N5OS2
(2S)-2-ethanimidoyl-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— N-methyl-1-[(2R)-1-[2-(4-methylphenyl)sulfanylethyl]piperidin-2-yl]methanamine —— C16H26N2S
N-methyl-1-[(2R)-1-[2-(4-methylphenyl)sulfanylethyl]piperidin-2-yl]methanamine
—— (2S)-2-(1-methylpyrrol-2-yl)-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]pyrrolidine-1-carboxamide —— C20H22N4OS2
(2S)-2-(1-methylpyrrol-2-yl)-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]pyrrolidine-1-carboxamide
—— (E)-3-azanyl-2-[2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanoyl]but-2-enenitrile —— C15H13ClN4OS3
(E)-3-azanyl-2-[2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanoyl]but-2-enenitrile
—— 1-[(2S)-1-methoxypropan-2-yl]-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C15H19N3O2S2
1-[(2S)-1-methoxypropan-2-yl]-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— 4-[(5-Cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C17H23N5OS
4-[(5-Cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— 1-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C19H26N4O2S2
1-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— 1-ethyl-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]-1-[[(3R)-oxolan-3-yl]methyl]urea —— C18H23N3O2S2
1-ethyl-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]-1-[[(3R)-oxolan-3-yl]methyl]urea
—— 1-[(2R)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-2-yl]-N-methylmethanamine —— C15H23FN2S
1-[(2R)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-2-yl]-N-methylmethanamine
—— N-methyl-1-[1-[(1R)-1-(4-methylsulfanylphenyl)ethyl]piperidin-4-yl]methanamine —— C16H26N2S
N-methyl-1-[1-[(1R)-1-(4-methylsulfanylphenyl)ethyl]piperidin-4-yl]methanamine
—— 1-[[(2S)-1,4-dioxan-2-yl]methyl]-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C16H19N3O3S2
1-[[(2S)-1,4-dioxan-2-yl]methyl]-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— 1-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]-3-[[(2S)-oxolan-2-yl]methyl]urea —— C16H19N3O2S2
1-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]-3-[[(2S)-oxolan-2-yl]methyl]urea
—— (2R)-4-[[5-(2,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C16H17N5OS2
(2R)-4-[[5-(2,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— (3-Cyano-4-imino-2-oxopentyl) 3-phenylsulfanylpropanoate —— C15H16N2O3S
(3-Cyano-4-imino-2-oxopentyl) 3-phenylsulfanylpropanoate
—— (2S)-4-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C16H17N5OS2
(2S)-4-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— (2S)-2-ethanimidoyl-3-oxo-4-[[5-(propan-2-ylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile —— C11H15N5OS2
(2S)-2-ethanimidoyl-3-oxo-4-[[5-(propan-2-ylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile
—— ethyl 2-[2-[(3R)-3-cyano-4-imino-2-oxopentyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C13H15N3O3S2
ethyl 2-[2-[(3R)-3-cyano-4-imino-2-oxopentyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (E)-3-amino-2-[2-[[4-amino-5-(2-fluorobenzyl)-1,2,4-triazol-3-yl]thio]acetyl]but-2-enenitrile —— C15H15FN6OS
(E)-3-amino-2-[2-[[4-amino-5-(2-fluorobenzyl)-1,2,4-triazol-3-yl]thio]acetyl]but-2-enenitrile
—— 4-Imino-3-phenylsulfanylpentan-2-one —— C11H13NOS
4-Imino-3-phenylsulfanylpentan-2-one
—— 3-chloro-2-[(1S)-1-(1H-pyrazol-5-yl)ethyl]sulfanyl-5-(trifluoromethyl)pyridine —— C11H9ClF3N3S
3-chloro-2-[(1S)-1-(1H-pyrazol-5-yl)ethyl]sulfanyl-5-(trifluoromethyl)pyridine
—— 2-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethanimidoyl]propanedinitrile —— C11H6ClF3N4S
2-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethanimidoyl]propanedinitrile
—— 4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl}-1,2-dihydropyrazol-3-one —— C9H5ClF3N3OS
4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl}-1,2-dihydropyrazol-3-one
—— (2S)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-pentan-2-yl]propanamide —— C14H24N4O2S2
(2S)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-pentan-2-yl]propanamide
—— (1R)-1-(3-bromophenyl)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C14H16BrN3O2S2
(1R)-1-(3-bromophenyl)-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H24N4O2S2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 4-[5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]morpholine —— C11H17N3O2S2
4-[5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]morpholine
—— (2S)-N-[2-[cyclopropyl(methyl)amino]ethyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C15H20N2OS
(2S)-N-[2-[cyclopropyl(methyl)amino]ethyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 6-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl-2H-1,2,4-triazine-3,5-dione —— C8H11N3O6S
6-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl-2H-1,2,4-triazine-3,5-dione
—— N-[(2S)-4-amino-4-sulfanylidenebutan-2-yl]-N,2-dimethylpropanamide —— C9H18N2OS
N-[(2S)-4-amino-4-sulfanylidenebutan-2-yl]-N,2-dimethylpropanamide
—— N-[(2R)-4-amino-4-sulfanylidenebutan-2-yl]-N,2-dimethylpropanamide —— C9H18N2OS
N-[(2R)-4-amino-4-sulfanylidenebutan-2-yl]-N,2-dimethylpropanamide
—— 2-[(5-methyl-4-nitro-1H-pyrazol-3-yl)sulfanyl]-N-(3-morpholin-4-ium-4-ylpropyl)acetamide —— C13H22N5O4S+
2-[(5-methyl-4-nitro-1H-pyrazol-3-yl)sulfanyl]-N-(3-morpholin-4-ium-4-ylpropyl)acetamide
—— 2-[(3-Methyl-4-nitro-1H-pyrazol-5-YL)sulfanyl]-N-[3-(morpholin-4-YL)propyl]acetamide —— C13H21N5O4S
2-[(3-Methyl-4-nitro-1H-pyrazol-5-YL)sulfanyl]-N-[3-(morpholin-4-YL)propyl]acetamide
—— N-[2-[(3-oxo-1-benzothiophen-2-yl)methylideneamino]ethyl]acetamide —— C13H14N2O2S
N-[2-[(3-oxo-1-benzothiophen-2-yl)methylideneamino]ethyl]acetamide
—— (5aS,8R,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazol-2-one —— C13H19NOS2
(5aS,8R,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazol-2-one
—— (5aS,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazol-2-one —— C13H19NOS2
(5aS,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazol-2-one
—— (5aR,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazol-2-one —— C13H19NOS2
(5aR,8S,9aR)-5,5,8-trimethyl-5a,6,7,8,9,9a-hexahydro-3H-isothiochromeno[3,4-d][1,3]thiazol-2-one
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylacetamide —— C14H19NO3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylacetamide
—— (2S)-2-(2,2-dimethylpyrrolidin-1-yl)-2-(4-methylsulfanylphenyl)ethanamine —— C15H24N2S
(2S)-2-(2,2-dimethylpyrrolidin-1-yl)-2-(4-methylsulfanylphenyl)ethanamine
—— (1S,8S,9R)-8-(4-methylphenyl)-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-ene-5,10,12-trione —— C15H12N2O3S2
(1S,8S,9R)-8-(4-methylphenyl)-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-ene-5,10,12-trione