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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
—— methyl 2,2-dicyano-N-(2-hydroxyethyl)ethanimidothioate —— C7H9N3OS
methyl 2,2-dicyano-N-(2-hydroxyethyl)ethanimidothioate
—— 4-[(2R)-2-methylbutyl]-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one —— C10H13N5O3S2
4-[(2R)-2-methylbutyl]-3-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1H-1,2,4-triazol-5-one
—— 3-((2-Chloro-6-fluorobenzyl)thio)-6-(pyridin-4-yl)pyridazine —— C16H11ClFN3S
3-((2-Chloro-6-fluorobenzyl)thio)-6-(pyridin-4-yl)pyridazine
—— N-[(4-methylphenyl)methyl]-2-(6-pyridin-4-ylpyridazin-3-yl)sulfanylacetamide —— C19H18N4OS
N-[(4-methylphenyl)methyl]-2-(6-pyridin-4-ylpyridazin-3-yl)sulfanylacetamide
—— 3-((4-Chlorobenzyl)thio)-6-(pyridin-4-yl)pyridazine —— C16H12ClN3S
3-((4-Chlorobenzyl)thio)-6-(pyridin-4-yl)pyridazine
—— N-[(4-chlorophenyl)methyl]-2-(6-pyridin-4-ylpyridazin-3-yl)sulfanylacetamide —— C18H15ClN4OS
N-[(4-chlorophenyl)methyl]-2-(6-pyridin-4-ylpyridazin-3-yl)sulfanylacetamide
—— 3-Methylsulfanyl-6-pyridin-4-ylpyridazine —— C10H9N3S
3-Methylsulfanyl-6-pyridin-4-ylpyridazine
—— N-(4-fluorobenzyl)-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide —— C18H15FN4OS
N-(4-fluorobenzyl)-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide
—— N-(2-chlorobenzyl)-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide —— C18H15ClN4OS
N-(2-chlorobenzyl)-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide
—— (7S)-7-phenyl-1-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]-1,4-diazepan-5-one —— C19H18F3N3O2S
(7S)-7-phenyl-1-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]-1,4-diazepan-5-one
—— methyl (4R)-2-methyl-5-oxo-4-(5-phenylsulfanylfuran-2-yl)-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate —— C25H19NO4S
methyl (4R)-2-methyl-5-oxo-4-(5-phenylsulfanylfuran-2-yl)-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate
—— (7R)-7-phenyl-1-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]-1,4-diazepan-5-one —— C19H18F3N3O2S
(7R)-7-phenyl-1-[2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]-1,4-diazepan-5-one
—— methyl 2,2-dicyano-N-(2-methylpropyl)ethanimidothioate —— C9H13N3S
methyl 2,2-dicyano-N-(2-methylpropyl)ethanimidothioate
—— (2R)-N-cyclopentyl-2-[[4-methyl-5-(piperidin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]butanamide —— C18H31N5OS
(2R)-N-cyclopentyl-2-[[4-methyl-5-(piperidin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]butanamide
—— (2S)-N-cyclopentyl-2-[[4-methyl-5-(piperidin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]butanamide —— C18H31N5OS
(2S)-N-cyclopentyl-2-[[4-methyl-5-(piperidin-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]butanamide
—— N-[(1S)-1-phenylethyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H18N2OS
N-[(1S)-1-phenylethyl]-3-pyridin-2-ylsulfanylpropanamide
—— 1-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]-3-[(1S)-2-(2-oxopyrrolidin-1-yl)-1-phenylethyl]urea —— C23H25N5O2S2
1-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]-3-[(1S)-2-(2-oxopyrrolidin-1-yl)-1-phenylethyl]urea
—— 2-[[3-(5-Oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-6-yl)-1,2,4-oxadiazol-5-yl]methylsulfanyl]acetate —— C11H9N4O4S2-
2-[[3-(5-Oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-6-yl)-1,2,4-oxadiazol-5-yl]methylsulfanyl]acetate
—— S-thiophen-2-yl (1S,2R,4R)-bicyclo[2.2.2]oct-5-ene-2-carbothioate —— C13H14OS2
S-thiophen-2-yl (1S,2R,4R)-bicyclo[2.2.2]oct-5-ene-2-carbothioate
—— 1-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]-3-[(1R)-2-(2-oxopyrrolidin-1-yl)-1-phenylethyl]urea —— C23H25N5O2S2
1-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]-3-[(1R)-2-(2-oxopyrrolidin-1-yl)-1-phenylethyl]urea
—— 2-[(5S,6S)-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraen-4-yl]ethanol —— C21H24N2OS
2-[(5S,6S)-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraen-4-yl]ethanol
—— (5R,6S)-4-methyl-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraene —— C20H22N2S
(5R,6S)-4-methyl-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraene
—— S-thiophen-2-yl (1S,2S,4R)-bicyclo[2.2.2]oct-5-ene-2-carbothioate —— C13H14OS2
S-thiophen-2-yl (1S,2S,4R)-bicyclo[2.2.2]oct-5-ene-2-carbothioate
—— N-[(1R)-1-phenylethyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H18N2OS
N-[(1R)-1-phenylethyl]-3-pyridin-2-ylsulfanylpropanamide
—— 2-[(5S,6R)-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraen-4-yl]ethanol —— C21H24N2OS
2-[(5S,6R)-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraen-4-yl]ethanol
—— 3,5-Bis(methylsulfanyl)-4-(1,2,3-triaza-4-azanidacyclopenta-2,5-dien-5-yl)-1,2-thiazole —— C6H6N5S3-
3,5-Bis(methylsulfanyl)-4-(1,2,3-triaza-4-azanidacyclopenta-2,5-dien-5-yl)-1,2-thiazole
—— 2-[(5R,6S)-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraen-4-yl]ethanol —— C21H24N2OS
2-[(5R,6S)-5-(4-methylsulfanylphenyl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2,10,12-tetraen-4-yl]ethanol
—— ethyl (2R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanoate —— C16H16ClN3O4S
ethyl (2R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanoate
—— 3-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C8H9N2O3S-
3-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidine —— C20H24N4S2
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidine
—— N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C14H12N4OS3
N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidine —— C20H24N4OS
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidine
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium —— C20H25N4OS+
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidine —— C20H24N4S2
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidine
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidin-1-ium —— C20H25N4S2+
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-(thiophen-2-ylmethyl)piperidin-1-ium
—— N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C14H12N4OS3
N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— (2S)-2-(4-methylpyrimidin-2-yl)sulfanylpropanoate —— C8H9N2O2S-
(2S)-2-(4-methylpyrimidin-2-yl)sulfanylpropanoate
—— (2R)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoic acid —— C16H18N2O3S
(2R)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoic acid
—— 2-(5-Chloro-1-methyl-6-oxopyridazin-4-yl)sulfanylacetate —— C7H6ClN2O3S-
2-(5-Chloro-1-methyl-6-oxopyridazin-4-yl)sulfanylacetate
—— (2R)-2-(4-methylpyrimidin-2-yl)sulfanylpropanoic acid —— C8H10N2O2S
(2R)-2-(4-methylpyrimidin-2-yl)sulfanylpropanoic acid
—— (2R)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C16H17N2O3S-
(2R)-2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C14H13N2O3S-
2-[(5-benzyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— Ethyl 4-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylbutanoate —— C20H26N2O3S
Ethyl 4-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylbutanoate
—— 3-Methyl-2-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-6-propylpyrimidin-4-one —— C14H21N3O3S
3-Methyl-2-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-6-propylpyrimidin-4-one
—— 2-[(2S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]pyridine —— C17H19N5OS
2-[(2S)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]pyridine
—— 2-[(2R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]pyridine —— C17H19N5OS
2-[(2R)-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-2-yl]pyridine
—— (6S)-2,2,6-trimethyl-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]morpholine-4-carboxamide —— C18H23N3O2S2
(6S)-2,2,6-trimethyl-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]morpholine-4-carboxamide
—— [6-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-(4-chlorophenyl)acetate —— C20H17ClN2O4S
[6-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-(4-chlorophenyl)acetate
—— [6-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-(4-fluorophenyl)acetate —— C20H17FN2O4S
[6-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-(4-fluorophenyl)acetate
—— 6-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(m-tolyl)acetate —— C21H20N2O4S
6-(((4,6-dimethylpyrimidin-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(m-tolyl)acetate