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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)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C21H22ClN5O2S
(2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide —— C16H20N2OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C16H15ClN2OS2
2-(4-chlorophenyl)sulfanyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— (2S)-2-(1-benzylimidazol-2-yl)sulfanyl-N-(cyclohexylmethyl)propanamide —— C20H27N3OS
(2S)-2-(1-benzylimidazol-2-yl)sulfanyl-N-(cyclohexylmethyl)propanamide
—— (2R)-2-(1-benzylimidazol-2-yl)sulfanyl-N-(cyclohexylmethyl)propanamide —— C20H27N3OS
(2R)-2-(1-benzylimidazol-2-yl)sulfanyl-N-(cyclohexylmethyl)propanamide
—— ethyl 5-[(2R)-2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C22H26N4O4S
ethyl 5-[(2R)-2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-2-(1-benzylimidazol-2-yl)sulfanyl-N-[(2S)-2-phenylpropyl]propanamide —— C22H25N3OS
(2R)-2-(1-benzylimidazol-2-yl)sulfanyl-N-[(2S)-2-phenylpropyl]propanamide
—— 3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-4-amine —— C15H15ClN4OS
3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-4-amine
—— (2R)-2-(1-benzylimidazol-2-yl)sulfanyl-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C21H27N3OS
(2R)-2-(1-benzylimidazol-2-yl)sulfanyl-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]ethanone —— C27H30N4O3S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]ethanone
—— (2S)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C24H30N4O2S
(2S)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— (2S)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide —— C24H30N4O2S
(2S)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide
—— (2R)-N-benzyl-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C25H26N4O2S
(2R)-N-benzyl-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— (2R)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C25H30N4O2S
(2R)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C24H23ClN4O2S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— (2S)-N-benzyl-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C24H24N4O2S
(2S)-N-benzyl-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H15N5O2S3
2-[[5-[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2-methylphenyl)ethyl]acetamide —— C19H18ClN3OS3
2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2-methylphenyl)ethyl]acetamide
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide —— C19H25N3O2S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide
—— (2R)-N-cyclohexyl-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2R)-N-cyclohexyl-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C22H26N4O4S
ethyl 2,4-dimethyl-5-[(2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide —— C19H25N3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide
—— (5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-4-one —— C23H12ClF3N2O3S3
(5E)-5-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-4-one
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C20H25N3O2S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— (2E)-2-[(4-ethylphenyl)methylidene]-1-benzothiophen-3-one —— C17H14OS
(2E)-2-[(4-ethylphenyl)methylidene]-1-benzothiophen-3-one
—— 2-[(2Z)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-4-(methoxymethyl)-6-methylpyridine-3-carbonitrile —— C22H18ClN5O3S
2-[(2Z)-2-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-4-(methoxymethyl)-6-methylpyridine-3-carbonitrile
—— 2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-methylphenyl)ethyl]acetamide —— C24H30N4OS2
2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-methylphenyl)ethyl]acetamide
—— 4-chloro-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H13Cl2N3O3S
4-chloro-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— methyl (E)-4-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]but-2-enoate —— C9H11N3O3S
methyl (E)-4-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]but-2-enoate
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C22H25N3O2S
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— N-[(Z)-(4-bromophenyl)methylideneamino]-2-(5-ethyl-4-methyl-2-methylsulfanyl-6-oxopyrimidin-1-yl)acetamide —— C17H19BrN4O2S
N-[(Z)-(4-bromophenyl)methylideneamino]-2-(5-ethyl-4-methyl-2-methylsulfanyl-6-oxopyrimidin-1-yl)acetamide
—— ethyl 2,4-dimethyl-5-[2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C22H26N4O4S2
ethyl 2,4-dimethyl-5-[2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— (2R)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]cyclohexan-1-one —— C21H19N3OS
(2R)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]cyclohexan-1-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C18H27NO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— (2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(propan-2-ylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C21H22ClN5O2S2
(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(propan-2-ylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide —— C17H20N2O3S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide
—— 6-amino-1,3-dimethyl-5-[(2S)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]propanoyl]pyrimidine-2,4-dione —— C19H20N4O3S2
6-amino-1,3-dimethyl-5-[(2S)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]propanoyl]pyrimidine-2,4-dione
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(thiophen-2-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C18H15ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(thiophen-2-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C18H23NOS2
2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C18H27NO3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide —— C17H20N2O3S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide
—— 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C23H31N5OS2
2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— (2S)-N-(cyclohexylmethyl)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanamide —— C19H27NO3S
(2S)-N-(cyclohexylmethyl)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanamide
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C24H30ClN5OS
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C20H31NO3S2
N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— 6-amino-1,3-dimethyl-5-[(2R)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]propanoyl]pyrimidine-2,4-dione —— C19H20N4O3S2
6-amino-1,3-dimethyl-5-[(2R)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]propanoyl]pyrimidine-2,4-dione
—— 2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C18H23NOS2
2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19ClN4OS2
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H22N4O2S2
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 3-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-4-methyl-1,2,4-triazole —— C18H18ClN3S
3-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-4-methyl-1,2,4-triazole