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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
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N6OS3
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C17H14N4O3S2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-cyclopropyl-N-[5-[(3-methyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]propanamide —— C16H17N5O2S3
N-cyclopropyl-N-[5-[(3-methyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]propanamide
—— 2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C14H15F3N4OS
2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— (5S)-9-(2-pyridin-4-ylsulfanylacetyl)-1-oxa-3,9-diazaspiro[4.6]undecan-2-one —— C15H19N3O3S
(5S)-9-(2-pyridin-4-ylsulfanylacetyl)-1-oxa-3,9-diazaspiro[4.6]undecan-2-one
—— (5R)-9-(2-pyridin-4-ylsulfanylacetyl)-1-oxa-3,9-diazaspiro[4.6]undecan-2-one —— C15H19N3O3S
(5R)-9-(2-pyridin-4-ylsulfanylacetyl)-1-oxa-3,9-diazaspiro[4.6]undecan-2-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (6S)-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1,11-dioxa-4,8-diazaspiro[5.6]dodecane —— C16H23N5O3S
(6S)-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1,11-dioxa-4,8-diazaspiro[5.6]dodecane
—— (6R)-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1,11-dioxa-4,8-diazaspiro[5.6]dodecane —— C16H23N5O3S
(6R)-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1,11-dioxa-4,8-diazaspiro[5.6]dodecane
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C15H18BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 2-(4-acetamidophenyl)sulfanyl-N-(2-phenylsulfanylphenyl)acetamide —— C22H20N2O2S2
2-(4-acetamidophenyl)sulfanyl-N-(2-phenylsulfanylphenyl)acetamide
—— ethyl 2-[2-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H24N2O3S2
ethyl 2-[2-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 1-[(1S)-1-(1-adamantyl)ethyl]-3-[2-(dimethylamino)ethyl]thiourea —— C17H31N3S
1-[(1S)-1-(1-adamantyl)ethyl]-3-[2-(dimethylamino)ethyl]thiourea
—— ethyl 2-[2-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H24N2O3S2
ethyl 2-[2-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (2S)-2-(1-methylimidazol-2-yl)sulfanyl-3-(4-methylphenyl)propanenitrile —— C14H15N3S
(2S)-2-(1-methylimidazol-2-yl)sulfanyl-3-(4-methylphenyl)propanenitrile
—— (2S)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ium-4-ylpropan-2-ol —— C13H19ClNO2S+
(2S)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ium-4-ylpropan-2-ol
—— Methyl 4-(4-chlorophenyl)sulfanyl-2-ethanimidoyl-3-oxobutanoate —— C13H14ClNO3S
Methyl 4-(4-chlorophenyl)sulfanyl-2-ethanimidoyl-3-oxobutanoate
—— (2R)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ium-4-ylpropan-2-ol —— C13H19ClNO2S+
(2R)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ium-4-ylpropan-2-ol
—— 1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C16H19N5OS2
1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— 2-Hydroxy-N-[2-(phenylsulfanyl)phenyl]acetamide —— C14H13NO2S
2-Hydroxy-N-[2-(phenylsulfanyl)phenyl]acetamide
—— 2-[[5-(4-Fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-4,8-dimethylquinoline —— C20H17FN4S
2-[[5-(4-Fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-4,8-dimethylquinoline
—— 2-(1H-pyridin-2-ylidene)-1-benzothiophen-3-one —— C13H9NOS
2-(1H-pyridin-2-ylidene)-1-benzothiophen-3-one
—— 6-(4-Fluorophenyl)-4-((1-methyl-1H-tetrazol-5-yl)thio)thieno[3,2-d]pyrimidine —— C14H9FN6S2
6-(4-Fluorophenyl)-4-((1-methyl-1H-tetrazol-5-yl)thio)thieno[3,2-d]pyrimidine
—— N-(1H-benzimidazol-2-yl)-2-(2-cyanophenyl)sulfanylbenzamide —— C21H14N4OS
N-(1H-benzimidazol-2-yl)-2-(2-cyanophenyl)sulfanylbenzamide
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C14H16N6O2S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— N-cycloheptyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H22N4OS
N-cycloheptyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(2-cyanophenyl)sulfanyl-N-quinolin-2-ylbenzamide —— C23H15N3OS
2-(2-cyanophenyl)sulfanyl-N-quinolin-2-ylbenzamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C18H20N2O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C18H20N2O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— 1-[[5-[2-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C19H21N5O4S
1-[[5-[2-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ium-1-ylethyl]benzamide —— C24H24N3O2S+
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ium-1-ylethyl]benzamide
—— 1-[(3S)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone —— C17H14N4O2S2
1-[(3S)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone
—— 1-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone —— C17H14N4O2S2
1-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone
—— N-(cyclohexen-1-yl)-N-ethyl-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4O2S
N-(cyclohexen-1-yl)-N-ethyl-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]benzamide —— C24H23N3O2S
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ium-1-ylethyl]benzamide —— C24H24N3O2S+
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ium-1-ylethyl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]benzamide —— C24H23N3O2S
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]benzamide
—— 6-Amino-3-methyl-5-[2-(1-methylimidazol-2-yl)sulfanylacetyl]-1-(2-methylpropyl)pyrimidine-2,4-dione —— C15H21N5O3S
6-Amino-3-methyl-5-[2-(1-methylimidazol-2-yl)sulfanylacetyl]-1-(2-methylpropyl)pyrimidine-2,4-dione
—— (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C20H20N4S
(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 3-methyl-7-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H16N4O2S2
3-methyl-7-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-Pyridin-3-yl-5-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H9N5O2S2
2-Pyridin-3-yl-5-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-phenylsulfanyl-N-quinolin-2-ylpyridine-3-carboxamide —— C21H15N3OS
2-phenylsulfanyl-N-quinolin-2-ylpyridine-3-carboxamide
—— (2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C20H20N4S
(2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 4-[(4-Benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-methyl-1,3-thiazole —— C18H16N4S3
4-[(4-Benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-methyl-1,3-thiazole
—— 1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C15H17F3N4OS
1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[2-(3-fluoroanilino)-2-oxoethyl]-N-methyl-2-phenylsulfanylpyridine-3-carboxamide —— C21H18FN3O2S
N-[2-(3-fluoroanilino)-2-oxoethyl]-N-methyl-2-phenylsulfanylpyridine-3-carboxamide
—— 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)-1H-pyrrol-3-yl]ethan-1-one —— C15H16N6OS2
2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)-1H-pyrrol-3-yl]ethan-1-one
—— (2R)-4-(2-phenylsulfanylpyridine-3-carbonyl)-2,3-dihydro-1,4-benzoxazine-2-carboxamide —— C21H17N3O3S
(2R)-4-(2-phenylsulfanylpyridine-3-carbonyl)-2,3-dihydro-1,4-benzoxazine-2-carboxamide
—— 7-[(4-Chlorophenyl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H12ClN3OS2
7-[(4-Chlorophenyl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Ethyl-7-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C11H11N5OS3
2-Ethyl-7-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one