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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-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]acetamide —— C21H34N4OS
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]acetamide
—— (2S)-3-(4-fluorophenyl)-2-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]-1,2-dihydroquinazolin-4-one —— C24H18FN5O3S
(2S)-3-(4-fluorophenyl)-2-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]-1,2-dihydroquinazolin-4-one
—— (2S)-N-benzyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C12H15N5OS
(2S)-N-benzyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— (5E)-3-(3-imidazol-1-ylpropyl)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C23H22N4OS2
(5E)-3-(3-imidazol-1-ylpropyl)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— [(3S)-5-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium —— C14H12ClN4OS3+
[(3S)-5-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium
—— ethyl 2-[(5Z)-3-[2-[(4-fluorophenyl)methylamino]-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C24H23FN2O4S2
ethyl 2-[(5Z)-3-[2-[(4-fluorophenyl)methylamino]-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— (2S)-2-(3,6-dimethylpyridin-2-yl)sulfanyl-2-phenylacetate —— C15H14NO2S-
(2S)-2-(3,6-dimethylpyridin-2-yl)sulfanyl-2-phenylacetate
—— N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H23N3OS3
N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C14H22N4O2S
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— [(3S)-3-cyano-4-oxo-5-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]pent-1-en-2-yl]azanium —— C17H20N5O2S2+
[(3S)-3-cyano-4-oxo-5-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]pent-1-en-2-yl]azanium
—— [(3S)-3-cyano-4-oxo-5-pyrimidin-2-ylsulfanylpent-1-en-2-yl]azanium —— C10H11N4OS+
[(3S)-3-cyano-4-oxo-5-pyrimidin-2-ylsulfanylpent-1-en-2-yl]azanium
—— Methyl 3-(3-morpholin-4-ium-4-ylpropylimino)-1,1-dioxo-1lambda6,4,2-benzodithiazine-7-carboxylate —— C16H22N3O5S2+
Methyl 3-(3-morpholin-4-ium-4-ylpropylimino)-1,1-dioxo-1lambda6,4,2-benzodithiazine-7-carboxylate
—— [(3S)-3-cyano-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-4-oxopent-1-en-2-yl]azanium —— C9H12N5OS+
[(3S)-3-cyano-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-4-oxopent-1-en-2-yl]azanium
—— [(3S)-5-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium —— C8H11N6OS+
[(3S)-5-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium
—— N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H22N2O2S
N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— [(3S)-5-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium —— C10H12N5O2S+
[(3S)-5-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium
—— N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-butyl-3-[(1R,2S,3R)-2,3-dimethylcyclohexyl]thiourea —— C13H26N2S
1-butyl-3-[(1R,2S,3R)-2,3-dimethylcyclohexyl]thiourea
—— (2R)-2-(4-chlorophenyl)sulfanyl-1-(3-hydroxyazetidin-1-yl)propan-1-one —— C12H14ClNO2S
(2R)-2-(4-chlorophenyl)sulfanyl-1-(3-hydroxyazetidin-1-yl)propan-1-one
—— (2S)-2-(4-chlorophenyl)sulfanyl-1-(3-hydroxyazetidin-1-yl)propan-1-one —— C12H14ClNO2S
(2S)-2-(4-chlorophenyl)sulfanyl-1-(3-hydroxyazetidin-1-yl)propan-1-one
—— [2-[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C20H29NO3S
[2-[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— 2-(2-chlorophenyl)sulfanyl-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C16H22ClNOS
2-(2-chlorophenyl)sulfanyl-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— Ethyl 2-amino-5-cyano-6-(2,4-dinitrophenyl)sulfanylpyridin-1-ium-3-carboxylate —— C15H12N5O6S+
Ethyl 2-amino-5-cyano-6-(2,4-dinitrophenyl)sulfanylpyridin-1-ium-3-carboxylate
—— (2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide —— C11H17N5OS
(2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide
—— (4R)-4-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]pentanoic acid —— C10H18N4O2S
(4R)-4-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]pentanoic acid
—— (3R)-3-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidine-2,5-dione —— C10H15N5O2S
(3R)-3-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidine-2,5-dione
—— methyl (2S)-3-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-methylpropanoate —— C10H18N4O2S
methyl (2S)-3-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-methylpropanoate
—— (2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide —— C11H17N5OS
(2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-ynylpropanamide
—— (2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one —— C14H25N5OS
(2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one
—— (2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one —— C14H25N5OS
(2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one
—— methyl (2R)-3-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-methylpropanoate —— C10H18N4O2S
methyl (2R)-3-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-methylpropanoate
—— (4S)-4-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]pentanoic acid —— C10H18N4O2S
(4S)-4-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]pentanoic acid
—— (2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylpropanamide —— C12H23N5OS
(2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylpropanamide
—— (2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-butylpropanamide —— C12H23N5OS
(2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-butylpropanamide
—— 5-[[(3S)-piperidin-3-yl]methylsulfanyl]-4-propan-2-yl-1,2,4-triazol-3-amine —— C11H21N5S
5-[[(3S)-piperidin-3-yl]methylsulfanyl]-4-propan-2-yl-1,2,4-triazol-3-amine
—— (2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-butylpropanamide —— C12H23N5OS
(2R)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-butylpropanamide
—— 5-[[(3R)-piperidin-3-yl]methylsulfanyl]-4-propan-2-yl-1,2,4-triazol-3-amine —— C11H21N5S
5-[[(3R)-piperidin-3-yl]methylsulfanyl]-4-propan-2-yl-1,2,4-triazol-3-amine
—— (2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylpropanamide —— C12H23N5OS
(2S)-2-[(5-amino-4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylpropanamide
—— 5-[(2S)-2-ethylhexyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-amine —— C13H26N4S
5-[(2S)-2-ethylhexyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-amine
—— 5-[(2R)-2-ethylhexyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-amine —— C13H26N4S
5-[(2R)-2-ethylhexyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-amine
—— 4,5,6-Trimethyl-2-(propylsulfanyl)pyridine-3-carbonitrile —— C12H16N2S
4,5,6-Trimethyl-2-(propylsulfanyl)pyridine-3-carbonitrile
—— 3-chloro-N'-hydroxy-4-pyridin-2-ylsulfanylbenzenecarboximidamide —— C12H10ClN3OS
3-chloro-N'-hydroxy-4-pyridin-2-ylsulfanylbenzenecarboximidamide
—— (3S)-3-[2-(4-chloro-2-nitrophenyl)sulfanylanilino]-3H-2-benzofuran-1-one —— C20H13ClN2O4S
(3S)-3-[2-(4-chloro-2-nitrophenyl)sulfanylanilino]-3H-2-benzofuran-1-one
—— Methyl 2-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-1-ium-2-yl)sulfanylacetate —— C14H11N4O2S2+
Methyl 2-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-1-ium-2-yl)sulfanylacetate
—— 1-(2-hydroxyethyl)-3-[(1R,5R)-3,3,5-trimethylcyclohexyl]thiourea —— C12H24N2OS
1-(2-hydroxyethyl)-3-[(1R,5R)-3,3,5-trimethylcyclohexyl]thiourea
—— 3-chloro-N'-hydroxy-4-pyrimidin-2-ylsulfanylbenzenecarboximidamide —— C11H9ClN4OS
3-chloro-N'-hydroxy-4-pyrimidin-2-ylsulfanylbenzenecarboximidamide
—— 3-chloro-N'-hydroxy-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]benzenecarboximidamide —— C10H9ClN4OS2
3-chloro-N'-hydroxy-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]benzenecarboximidamide
—— 3-chloro-N'-hydroxy-4-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide —— C10H10ClN5OS
3-chloro-N'-hydroxy-4-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide
—— 3-chloro-N'-hydroxy-4-(4-methylphenyl)sulfanylbenzenecarboximidamide —— C14H13ClN2OS
3-chloro-N'-hydroxy-4-(4-methylphenyl)sulfanylbenzenecarboximidamide
—— (1S,4R,5S,6S)-5-butylsulfonyl-6-[(E)-2-butylsulfonylethenyl]bicyclo[2.2.1]hept-2-ene —— C17H28O4S2
(1S,4R,5S,6S)-5-butylsulfonyl-6-[(E)-2-butylsulfonylethenyl]bicyclo[2.2.1]hept-2-ene