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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
—— Tert-butyl 2-(1-methyltetrazol-5-yl)sulfanylacetate —— C8H14N4O2S
Tert-butyl 2-(1-methyltetrazol-5-yl)sulfanylacetate
—— 4-[(2S,5R)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C18H19ClF3N3OS
4-[(2S,5R)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— 4-[(2R,5R)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C18H20ClF3N3OS+
4-[(2R,5R)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 4-[(2S,5S)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C18H20ClF3N3OS+
4-[(2S,5S)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate —— C16H19FN2O3S
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate —— C16H19FN2O3S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate
—— 2-(2-chlorophenyl)sulfanyl-N-pentylpyridine-3-carboxamide —— C17H19ClN2OS
2-(2-chlorophenyl)sulfanyl-N-pentylpyridine-3-carboxamide
—— 4-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-[1]benzofuro[3,2-d]pyrimidine —— C18H10N4O2S
4-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-[1]benzofuro[3,2-d]pyrimidine
—— N-(2-methylbutan-2-yl)-2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzamide —— C19H19F3N2O3S
N-(2-methylbutan-2-yl)-2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzamide
—— (2S)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylpropanenitrile —— C20H24N4S
(2S)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylpropanenitrile
—— [2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-(4-methylphenyl)sulfanylacetate —— C16H21NO4S
[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-(4-methylphenyl)sulfanylacetate
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]pyridine-3-carboxamide —— C23H22N4O2S
2-(3,4-dimethylphenyl)sulfanyl-N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]pyridine-3-carboxamide
—— 4-Methyl-2-[2-nitro-4-(trifluoromethylsulfonyl)phenyl]sulfanyl-1,3-thiazole —— C11H7F3N2O4S3
4-Methyl-2-[2-nitro-4-(trifluoromethylsulfonyl)phenyl]sulfanyl-1,3-thiazole
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[2-(pyridin-3-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H21N5OS
2-(2,4-dimethylphenyl)sulfanyl-N-[2-(pyridin-3-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N6O2S2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]pyridine-3-carboxamide —— C23H22N4O2S
2-(2,5-dimethylphenyl)sulfanyl-N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]pyridine-3-carboxamide
—— 3-[(2R)-1-(1-adamantyl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C18H27N3O2S
3-[(2R)-1-(1-adamantyl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[2-(pyridin-4-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H21N5OS
2-(2,4-dimethylphenyl)sulfanyl-N-[2-(pyridin-4-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]acetamide —— C13H16FN5OS
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]acetamide
—— Methyl 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate —— C16H14N2O2S2
Methyl 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate
—— N-methyl-N-[(2-methylphenyl)methyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C15H18N2OS2
N-methyl-N-[(2-methylphenyl)methyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (3,5-Dimethyl-1,2-oxazol-4-yl)methyl 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H14ClN3O4S
(3,5-Dimethyl-1,2-oxazol-4-yl)methyl 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]pyridine-3-carboxamide —— C23H22N4O2S
2-(2,4-dimethylphenyl)sulfanyl-N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]pyridine-3-carboxamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(1-methylpiperidin-4-yl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H27N5OS
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(1-methylpiperidin-4-yl)pyrazol-3-yl]pyridine-3-carboxamide
—— 4-Methyl-2-(2-methylpyrazolo[1,5-a]quinazolin-5-yl)sulfanyl-1,3-thiazole —— C15H12N4S2
4-Methyl-2-(2-methylpyrazolo[1,5-a]quinazolin-5-yl)sulfanyl-1,3-thiazole
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 3-(4-methylphenyl)sulfanylpropanoate —— C19H18N2O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 3-(4-methylphenyl)sulfanylpropanoate
—— ethyl N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]carbamate —— C11H10ClF3N2O3S
ethyl N-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]carbamate
—— N'-[[5-(hydroxymethyl)-2-methyl-3-oxopyridin-4-ylidene]methyl]-3-(4-methylphenyl)sulfanylpropanehydrazide —— C18H21N3O3S
N'-[[5-(hydroxymethyl)-2-methyl-3-oxopyridin-4-ylidene]methyl]-3-(4-methylphenyl)sulfanylpropanehydrazide
—— N-[[4-[(2-phenylsulfanylphenyl)sulfamoyl]phenyl]methyl]acetamide —— C21H20N2O3S2
N-[[4-[(2-phenylsulfanylphenyl)sulfamoyl]phenyl]methyl]acetamide
—— N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H18N4O2S
N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C18H19N5O2S
N-[2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— Ethyl 2-[2-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H25NO3S2
Ethyl 2-[2-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C15H24N4O4S2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C20H30N2O3S2
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C15H24N4O4S2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (2S)-N,N-dimethyl-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H27N5O2S
(2S)-N,N-dimethyl-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H17N3OS2
(2S)-N-[(4-methylphenyl)methyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-Methyl-5-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)pyrazolo[1,5-a]quinazoline —— C17H12N6S
2-Methyl-5-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)pyrazolo[1,5-a]quinazoline
—— (2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)propanamide —— C14H17N3OS2
(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H17N3O3S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H20N4OS2
(2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H14FN3OS2
(2R)-N-[(4-fluorophenyl)methyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C10H15N3O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[2-(3,4-dimethylphenyl)sulfanylacetyl]-2-methylpropanamide —— C14H19NO2S
N-[2-(3,4-dimethylphenyl)sulfanylacetyl]-2-methylpropanamide
—— 5-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole —— C10H8N4OS3
5-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H19N3O3S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C20H20FN3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H20N4OS2
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C10H15N3O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H17N3O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide