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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
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H22N2O4S2
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C13H15N3O2S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (2S)-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C18H22N2O2S
(2S)-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— 1-Oxido-2-[[4-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]phenyl]methylsulfanyl]pyridin-1-ium —— C18H16N2O2S2
1-Oxido-2-[[4-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]phenyl]methylsulfanyl]pyridin-1-ium
—— (2R)-N-(1-adamantyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C23H29N3O2S
(2R)-N-(1-adamantyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(2S)-butan-2-yl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H21N3O2S
N-[(2S)-butan-2-yl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(4-chloro-3-methylphenoxy)-N-(2-phenylsulfanylphenyl)acetamide —— C21H18ClNO2S
2-(4-chloro-3-methylphenoxy)-N-(2-phenylsulfanylphenyl)acetamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H21N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-N-cyclopentyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H23N3O2S
(2R)-N-cyclopentyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H15N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C17H20N2O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— 6-[(3S)-3-methoxypyrrolidin-1-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine —— C17H22N4OS
6-[(3S)-3-methoxypyrrolidin-1-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C17H21N3O4S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 6-[(3R)-3-methoxypyrrolidin-1-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine —— C17H22N4OS
6-[(3R)-3-methoxypyrrolidin-1-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C15H19N3O3S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H25N3O2S
N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C22H25N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-(3,4-Dimethylphenyl)-5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C17H15FN2OS
2-(3,4-Dimethylphenyl)-5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H28N4OS2
(2S)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C18H26N4OS2
2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— 2-methylsulfanyl-6-[(3R)-3-[1-(pyridin-4-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidin-4-amine —— C19H23N7S
2-methylsulfanyl-6-[(3R)-3-[1-(pyridin-4-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidin-4-amine
—— (2R)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H28N4OS2
(2R)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C17H21F3N4OS2
2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H26N4OS2
2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C15H18N4S2
2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— 2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H26N4OS2
2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H28N4OS2
N-cyclopentyl-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— methyl 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H25N3O2S2
methyl 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-cyclopropyl-2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4OS2
N-cyclopropyl-2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C16H22N4OS2
2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— (2R)-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C16H20N4S2
(2R)-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] (E)-3-(1,3,5-trimethylpyrazol-4-yl)prop-2-enoate —— C23H23N3O3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] (E)-3-(1,3,5-trimethylpyrazol-4-yl)prop-2-enoate
—— 2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylacetamide —— C21H30N4OS2
2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylacetamide
—— 2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C19H28N4OS2
2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— ethyl N-[2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]carbamate —— C18H24N4O3S2
ethyl N-[2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]carbamate
—— (5S)-5-[(4-chlorophenyl)sulfanylmethyl]-3-phenyl-1,3-oxazolidin-2-one —— C16H14ClNO2S
(5S)-5-[(4-chlorophenyl)sulfanylmethyl]-3-phenyl-1,3-oxazolidin-2-one
—— 2-methylsulfanyl-6-[(3S)-3-[1-(pyridin-4-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidin-4-amine —— C19H23N7S
2-methylsulfanyl-6-[(3S)-3-[1-(pyridin-4-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidin-4-amine
—— 2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C20H29N5O2S
2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— 1-[2-[[4-Benzyl-5-(piperidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C21H28N5O2S+
1-[2-[[4-Benzyl-5-(piperidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]acetamide —— C15H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]acetamide
—— 2-[[4-benzyl-5-(piperidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C21H32N5OS+
2-[[4-benzyl-5-(piperidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— [2-Oxo-2-(thiophen-2-ylmethylamino)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C21H20N2O3S2
[2-Oxo-2-(thiophen-2-ylmethylamino)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C23H19N3O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— [2-(2,6-Dimethylanilino)-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C24H24N2O3S
[2-(2,6-Dimethylanilino)-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— (4-Oxo-1,2,3-benzotriazin-3-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C21H16N4O3S
(4-Oxo-1,2,3-benzotriazin-3-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C21H21N3O3S
[2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C22H23N3O3S
[2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— [2-Oxo-2-(propan-2-ylamino)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C19H22N2O3S
[2-Oxo-2-(propan-2-ylamino)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— 2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylacetamide —— C19H27N5OS
2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylacetamide
—— [2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C18H17F3N2O3S
[2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate