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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
—— (8R,8aR)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile —— C21H21N5S
(8R,8aR)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-3,5,8,8a-tetrahydro-1H-isoquinoline-5,7,7-tricarbonitrile
—— (4S)-4-(3-tert-butylfuran-2-yl)-6-imino-3-methyl-4,5-dihydro-2H-thiopyrano[2,3-c]pyrazole-5-carbonitrile —— C16H18N4OS
(4S)-4-(3-tert-butylfuran-2-yl)-6-imino-3-methyl-4,5-dihydro-2H-thiopyrano[2,3-c]pyrazole-5-carbonitrile
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylacetamide —— C22H29N3OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylacetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylacetamide —— C22H29N3OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanylacetamide
—— N-[(S)-cyano-(2,4-difluorophenyl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H14F2N4OS
N-[(S)-cyano-(2,4-difluorophenyl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-Ethylsulfanyl-3,6-dimethyl-5-[(4-methylphenyl)methyl]pyrimidin-4-one —— C16H20N2OS
2-Ethylsulfanyl-3,6-dimethyl-5-[(4-methylphenyl)methyl]pyrimidin-4-one
—— 2-[(2,5-Difluorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one —— C15H16F2N2OS
2-[(2,5-Difluorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one
—— 4-[(4-benzylsulfanylphenyl)iminomethyl]-N,N-dimethylaniline —— C22H22N2S
4-[(4-benzylsulfanylphenyl)iminomethyl]-N,N-dimethylaniline
—— 5-[(3-Fluorophenyl)methyl]-3,6-dimethyl-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one —— C21H21FN2OS
5-[(3-Fluorophenyl)methyl]-3,6-dimethyl-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one
—— 3,6-Dimethyl-5-[(2-methylphenyl)methyl]-2-{[(3-methylphenyl)methyl]sulfanyl}-3,4-dihydropyrimidin-4-one —— C22H24N2OS
3,6-Dimethyl-5-[(2-methylphenyl)methyl]-2-{[(3-methylphenyl)methyl]sulfanyl}-3,4-dihydropyrimidin-4-one
—— (2R)-N-(3-pyrrolidin-1-ylpropyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H22N2OS
(2R)-N-(3-pyrrolidin-1-ylpropyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-(3-pyrrolidin-1-ylpropyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H22N2OS
(2S)-N-(3-pyrrolidin-1-ylpropyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide —— C17H20N4OS
(2S)-N-[(4-methylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide
—— ethyl N-[5-[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]carbamate —— C12H20N4O3S2
ethyl N-[5-[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]carbamate
—— ethyl N-[5-[2-[[(2S)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]carbamate —— C12H20N4O3S2
ethyl N-[5-[2-[[(2S)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]carbamate
—— 4-methyl-3-methylsulfanyl-5-[(2R)-pyrrolidin-1-ium-2-yl]-1,2,4-triazole —— C8H15N4S+
4-methyl-3-methylsulfanyl-5-[(2R)-pyrrolidin-1-ium-2-yl]-1,2,4-triazole
—— 2-(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)ethylazanium —— C6H13N4S+
2-(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)ethylazanium
—— 4-[(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]thiomorpholin-4-ium —— C9H17N4S2+
4-[(4-Methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]thiomorpholin-4-ium
—— 6-(1-adamantyl)-2-[(2S)-3-oxobutan-2-yl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C21H23F3N2OS
6-(1-adamantyl)-2-[(2S)-3-oxobutan-2-yl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 6-(1-adamantyl)-2-[(2R)-3-oxobutan-2-yl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C21H23F3N2OS
6-(1-adamantyl)-2-[(2R)-3-oxobutan-2-yl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 4-Methyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)-6-(trifluoromethyl)pyridine-3-carbonitrile —— C15H19F3N3S+
4-Methyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)-6-(trifluoromethyl)pyridine-3-carbonitrile
—— 6-cyclopropyl-2-[(1S)-1-phenylethyl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C18H15F3N2S
6-cyclopropyl-2-[(1S)-1-phenylethyl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 6-cyclopropyl-2-[(1R)-1-phenylethyl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C18H15F3N2S
6-cyclopropyl-2-[(1R)-1-phenylethyl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— (14R)-14-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,8,11-triazatricyclo[7.5.0.02,7]tetradeca-1(9),3,5,7-tetraen-12-one —— C18H16N6O2S
(14R)-14-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,8,11-triazatricyclo[7.5.0.02,7]tetradeca-1(9),3,5,7-tetraen-12-one
—— 5-Methylsulfanyl-3-(morpholin-4-ium-4-ylmethyl)-1,3,4-thiadiazole-2-thione —— C8H14N3OS3+
5-Methylsulfanyl-3-(morpholin-4-ium-4-ylmethyl)-1,3,4-thiadiazole-2-thione
—— 2-[(7-benzyl-8-oxo-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C19H21N5O3S
2-[(7-benzyl-8-oxo-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (14S)-14-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,8,11-triazatricyclo[7.5.0.02,7]tetradeca-1(9),3,5,7-tetraen-12-one —— C18H16N6O2S
(14S)-14-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,8,11-triazatricyclo[7.5.0.02,7]tetradeca-1(9),3,5,7-tetraen-12-one
—— 2-[(7-benzyl-8-oxo-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H21N5O3S
2-[(7-benzyl-8-oxo-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-(2-Fluorophenyl)sulfanylethyl 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate —— C19H16FNO3S
2-(2-Fluorophenyl)sulfanylethyl 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate
—— 2-phenylsulfanyl-N-(2,2,6,6-tetramethylpiperidin-1-ium-4-yl)acetamide —— C17H27N2OS+
2-phenylsulfanyl-N-(2,2,6,6-tetramethylpiperidin-1-ium-4-yl)acetamide
—— (2S)-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-4-phenylbutan-2-amine —— C14H21N5S
(2S)-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-4-phenylbutan-2-amine
—— (2R)-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-4-phenylbutan-2-amine —— C14H21N5S
(2R)-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-4-phenylbutan-2-amine
—— (5R,7S)-5,7-dimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one —— C8H8OS5
(5R,7S)-5,7-dimethyl-2-sulfanylidene-[1,3]dithiolo[4,5-b][1,4]dithiepin-6-one
—— (4R)-3-(furan-2-yl)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C17H14N6O3S
(4R)-3-(furan-2-yl)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— (4S)-3-(furan-2-yl)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C17H14N6O3S
(4S)-3-(furan-2-yl)-4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— N-[[(2R)-oxolan-2-yl]methyl]-N-(thiophen-3-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H18N4O2S2
N-[[(2R)-oxolan-2-yl]methyl]-N-(thiophen-3-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[[(2S)-oxolan-2-yl]methyl]-N-(thiophen-3-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H18N4O2S2
N-[[(2S)-oxolan-2-yl]methyl]-N-(thiophen-3-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 4-[[4-methyl-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]piperidine —— C14H24N4OS
4-[[4-methyl-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]piperidine
—— 4-[[4-methyl-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]piperidine —— C14H24N4OS
4-[[4-methyl-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]piperidine
—— N-[(2S)-butan-2-yl]-2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanylacetamide —— C17H27ClN4OS
N-[(2S)-butan-2-yl]-2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanylacetamide
—— N-[(2R)-butan-2-yl]-2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanylacetamide —— C17H27ClN4OS
N-[(2R)-butan-2-yl]-2-[4-chloro-6-[cyclohexyl(methyl)amino]pyrimidin-2-yl]sulfanylacetamide
—— 3,6-Dimethyl-5-[(4-methylphenyl)methyl]-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one —— C22H24N2OS
3,6-Dimethyl-5-[(4-methylphenyl)methyl]-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one
—— 3-[4-[(4-Amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]butylsulfanyl]-5-butyl-1,2,4-triazol-4-amine —— C16H30N8S2
3-[4-[(4-Amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]butylsulfanyl]-5-butyl-1,2,4-triazol-4-amine
—— ethyl (2R)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C18H21FN2O3S
ethyl (2R)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— (3R)-3-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C11H15N3O3S2
(3R)-3-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— 3-Methyl-6-propan-2-yl-2-(pyridin-2-ylmethylsulfanyl)pyrimidin-4-one —— C14H17N3OS
3-Methyl-6-propan-2-yl-2-(pyridin-2-ylmethylsulfanyl)pyrimidin-4-one
—— (3S)-3-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C11H15N3O3S2
(3S)-3-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— (3R)-3-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C11H15N3O3S2
(3R)-3-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— (3S)-3-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C11H15N3O3S2
(3S)-3-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— 6-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl-2H-1,2,4-triazine-3,5-dione —— C8H11N3O6S
6-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]sulfanyl-2H-1,2,4-triazine-3,5-dione