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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
—— 3,5-Bis[(3-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine —— C18H20N4S2
3,5-Bis[(3-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 1-[(6S)-1,11-dioxa-4,8-diazaspiro[5.6]dodecan-4-yl]-2-(2-ethylsulfanyl-1,3-thiazol-4-yl)ethanone —— C15H23N3O3S2
1-[(6S)-1,11-dioxa-4,8-diazaspiro[5.6]dodecan-4-yl]-2-(2-ethylsulfanyl-1,3-thiazol-4-yl)ethanone
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C15H20N4O2S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— N-(5-{[(4-chlorophenyl)methyl]sulfanyl}-1,3,4-thiadiazol-2-yl)-3,5-dimethyl-1,2-oxazole-4-carboxamide —— C15H13ClN4O2S2
N-(5-{[(4-chlorophenyl)methyl]sulfanyl}-1,3,4-thiadiazol-2-yl)-3,5-dimethyl-1,2-oxazole-4-carboxamide
—— 2-[(2S)-1-(6,8-dihydro-5H-imidazo[1,5-a]pyrazin-7-yl)-1-oxopropan-2-yl]sulfanyl-4-methyl-1H-pyrimidin-6-one —— C14H17N5O2S
2-[(2S)-1-(6,8-dihydro-5H-imidazo[1,5-a]pyrazin-7-yl)-1-oxopropan-2-yl]sulfanyl-4-methyl-1H-pyrimidin-6-one
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]benzamide —— C22H21N3O2S
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]benzamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H20FN5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]benzamide —— C22H21N3O2S
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]benzamide
—— N-[(2R)-pentan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C14H23N3OS
N-[(2R)-pentan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C12H13N5S
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— [(1S)-2-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-1-(furan-2-yl)ethyl]-dimethylazanium —— C22H22N3O2S+
[(1S)-2-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-1-(furan-2-yl)ethyl]-dimethylazanium
—— methyl (4R)-8-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxo-1-prop-2-enoxy-1,8-diazaspiro[4.5]decane-4-carboxylate —— C21H27N5O5S
methyl (4R)-8-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxo-1-prop-2-enoxy-1,8-diazaspiro[4.5]decane-4-carboxylate
—— 2-[2-[4-(Furan-2-carbonyl)piperazine-1-carbonyl]phenyl]sulfanylbenzonitrile —— C23H19N3O3S
2-[2-[4-(Furan-2-carbonyl)piperazine-1-carbonyl]phenyl]sulfanylbenzonitrile
—— (2-phenylsulfanylpyridin-3-yl)-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]methanone —— C20H18N2OS2
(2-phenylsulfanylpyridin-3-yl)-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]methanone
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H20FN5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C22H21N3O3S
1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[[5-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C15H14N4O2S3
N-[[5-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— 6-Amino-1-ethyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione —— C12H13N5O3S
6-Amino-1-ethyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione
—— N-(2,3-dimethylphenyl)-5-(2-methylsulfanylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C13H17N3S3
N-(2,3-dimethylphenyl)-5-(2-methylsulfanylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— methyl (4S)-8-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxo-1-prop-2-enoxy-1,8-diazaspiro[4.5]decane-4-carboxylate —— C21H27N5O5S
methyl (4S)-8-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxo-1-prop-2-enoxy-1,8-diazaspiro[4.5]decane-4-carboxylate
—— (5S)-7-[2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C13H19N5O3S
(5S)-7-[2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— (5R)-7-[2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C13H19N5O3S
(5R)-7-[2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C12H14ClN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-(4-methylphenyl)sulfanyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridine-3-carboxamide —— C22H29N3OS
2-(4-methylphenyl)sulfanyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridine-3-carboxamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]ethanone —— C17H15ClN6O2S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N,N-dibenzylacetamide —— C18H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N,N-dibenzylacetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C13H14N6OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(pyridin-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H21N5OS
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(pyridin-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— methyl 4-[3-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]butanoate —— C15H21N5O3S
methyl 4-[3-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]butanoate
—— (1R)-1-(2,5-dimethyl-1,3-thiazol-4-yl)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]ethanamine —— C16H21N5OS2
(1R)-1-(2,5-dimethyl-1,3-thiazol-4-yl)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]ethanamine
—— 3-[[2-(4-fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C12H10FN5S2
3-[[2-(4-fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one —— C16H19N5O2S
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-hexyl-N-(4-phenyl-1,3-thiazol-2-yl)acetamide —— C19H24N6OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-hexyl-N-(4-phenyl-1,3-thiazol-2-yl)acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C12H15N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H24N4O2S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 3-(Cyclohexylmethylsulfanyl)-4-prop-2-enyl-1,2,4-triazole —— C12H19N3S
3-(Cyclohexylmethylsulfanyl)-4-prop-2-enyl-1,2,4-triazole
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one —— C16H19N5O2S
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(2,4-dimethylphenyl)sulfanylphenyl]acetamide —— C18H19N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(2,4-dimethylphenyl)sulfanylphenyl]acetamide
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C17H26N6OS
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C10H13N5O2S
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]-N-methylacetamide —— C12H14ClN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]-N-methylacetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C12H15N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone —— C13H14N6OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone
—— 3-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole —— C12H11BrFN3S
3-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-4-prop-2-enyl-1,2,4-triazole
—— 2-(4-Fluorophenyl)-4-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole —— C15H13FN4S2
2-(4-Fluorophenyl)-4-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C18H17ClN6O2S
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— 1-(4-acetylpiperazin-1-yl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C10H16N6O2S
1-(4-acetylpiperazin-1-yl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[[5-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C16H14ClN5O3S
1-[[5-[[5-(2-Chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— (2S)-N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H23N5OS
(2S)-N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (1S)-1-(2,5-dimethyl-1,3-thiazol-4-yl)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]ethanamine —— C16H21N5OS2
(1S)-1-(2,5-dimethyl-1,3-thiazol-4-yl)-N-methyl-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]ethanamine