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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-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]acetamide —— C23H34N4OS2
2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]acetamide
—— (2S)-N-(3-ethoxypropyl)-2-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylpropanamide —— C15H23N5O2S2
(2S)-N-(3-ethoxypropyl)-2-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylpropanamide
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]formamide —— C9H10N2OS
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]formamide
—— 2-[(1S)-1-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C17H15N5O2S2
2-[(1S)-1-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (6Z)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-2-pentan-3-yl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C18H20N4OS2
(6Z)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-2-pentan-3-yl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-cyclohexyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C15H21N3S2
1-cyclohexyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— 2-(2-amino-1,3-thiazol-4-yl)-N-[(Z)-(2-methylsulfanylthiophen-3-yl)methylideneamino]acetamide —— C11H12N4OS3
2-(2-amino-1,3-thiazol-4-yl)-N-[(Z)-(2-methylsulfanylthiophen-3-yl)methylideneamino]acetamide
—— N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H22N4O2S
N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-ethyl-2-(4-methylphenyl)sulfanyl-N-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl]propanamide —— C19H21N3O2S2
(2S)-N-ethyl-2-(4-methylphenyl)sulfanyl-N-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl]propanamide
—— (E)-2-(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)-3-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]prop-2-enenitrile —— C20H15N7O3S2
(E)-2-(5,6-dimethyl-4-oxo-3H-thieno[2,3-d]pyrimidin-2-yl)-3-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]prop-2-enenitrile
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] 3-(5-phenyl-1,3,4-oxadiazol-2-yl)propanoate —— C25H21N3O4S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] 3-(5-phenyl-1,3,4-oxadiazol-2-yl)propanoate
—— 3-chloro-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H13Cl2N3O3S
3-chloro-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (E)-3-amino-2-[2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C19H17N5O2S
(E)-3-amino-2-[2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— (E)-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]-2-(3-nitrobenzoyl)prop-2-enenitrile —— C21H14N2O4S
(E)-3-[5-(4-methylphenyl)sulfanylfuran-2-yl]-2-(3-nitrobenzoyl)prop-2-enenitrile
—— N-[(Z)-(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C14H14N4OS
N-[(Z)-(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— (NE)-N-[2-(4-chlorophenyl)sulfanyl-1-phenylethylidene]hydroxylamine —— C14H12ClNOS
(NE)-N-[2-(4-chlorophenyl)sulfanyl-1-phenylethylidene]hydroxylamine
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-(furan-2-yl)ethylideneamino]acetamide —— C17H15ClN4O2S3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-(furan-2-yl)ethylideneamino]acetamide
—— (NZ)-N-[2-(1,3-thiazol-2-ylsulfanyl)cyclododecylidene]hydroxylamine —— C15H24N2OS2
(NZ)-N-[2-(1,3-thiazol-2-ylsulfanyl)cyclododecylidene]hydroxylamine
—— (4Z)-4-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one —— C21H15ClN2OS2
(4Z)-4-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-pyridin-4-ylmethylideneamino]triazole-4-carboxamide —— C18H14ClN9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-pyridin-4-ylmethylideneamino]triazole-4-carboxamide
—— 2-cyclohexyl-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H18N4O2S2
2-cyclohexyl-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (Z)-3-phenylsulfanyl-3-propan-2-ylsulfanylprop-2-enal —— C12H14OS2
(Z)-3-phenylsulfanyl-3-propan-2-ylsulfanylprop-2-enal
—— [(2S)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(1-methylpyrrol-2-yl)azepan-1-yl]methanone —— C21H26N2OS
[(2S)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(1-methylpyrrol-2-yl)azepan-1-yl]methanone
—— 1-methyl-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C15H19N3S
1-methyl-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 5-[(2-anilino-1,3-thiazol-4-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C17H19N5OS3
5-[(2-anilino-1,3-thiazol-4-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— (10E)-7-(2-methoxyphenyl)-10-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)benzylidene]-5,7-dihydro-6H-benzo[h][1,3]thiazolo[2,3-b]quinazolin-9(10H)-one —— C30H22N6O4S2
(10E)-7-(2-methoxyphenyl)-10-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)benzylidene]-5,7-dihydro-6H-benzo[h][1,3]thiazolo[2,3-b]quinazolin-9(10H)-one
—— 5-[(2-anilino-1,3-thiazol-4-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C17H19N5OS3
5-[(2-anilino-1,3-thiazol-4-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]thiophene-2-carboxamide —— C16H10BrClN2O2S2
N-[(Z)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]thiophene-2-carboxamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpyridine-3-carboxamide —— C19H22N2O3S2
2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpyridine-3-carboxamide
—— (3S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-methyl-1-oxo-4H-isochromene-3-carboxamide —— C23H21N3O3S
(3S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-methyl-1-oxo-4H-isochromene-3-carboxamide
—— (1S)-2,2-dichloro-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]cyclopropane-1-carboxamide —— C16H15Cl2N3OS
(1S)-2,2-dichloro-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]cyclopropane-1-carboxamide
—— (2S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-phenyl-2-(tetrazol-1-yl)propanamide —— C22H21N7OS
(2S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-3-phenyl-2-(tetrazol-1-yl)propanamide
—— (5E)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-2-(3,4-dimethylphenyl)imino-1,3-thiazolidin-4-one —— C22H17ClN2O2S2
(5E)-5-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-2-(3,4-dimethylphenyl)imino-1,3-thiazolidin-4-one
—— (2S)-2-[[(2R)-octan-2-yl]disulfanyl]octane —— C16H34S2
(2S)-2-[[(2R)-octan-2-yl]disulfanyl]octane
—— 2-[(1S)-1-(3-chloropyridin-2-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H14ClN3OS
2-[(1S)-1-(3-chloropyridin-2-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— 2-[(1R)-1-(3-chloropyridin-2-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H14ClN3OS
2-[(1R)-1-(3-chloropyridin-2-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C19H13ClN4O4S
N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— 3-[2-(difluoromethylsulfanyl)-6-methyl-4-oxo-1H-pyrimidin-5-yl]-N-[(S)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]propanamide —— C20H20F3N5O2S
3-[2-(difluoromethylsulfanyl)-6-methyl-4-oxo-1H-pyrimidin-5-yl]-N-[(S)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]propanamide
—— (E)-2-(1H-benzimidazol-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile —— C20H14N6O2S
(E)-2-(1H-benzimidazol-2-yl)-3-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]prop-2-enenitrile
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-(3-phenylprop-2-ynyl)propanamide —— C18H16ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-(3-phenylprop-2-ynyl)propanamide
—— 3-[2-(difluoromethylsulfanyl)-6-methyl-4-oxo-1H-pyrimidin-5-yl]-N-[(R)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]propanamide —— C20H20F3N5O2S
3-[2-(difluoromethylsulfanyl)-6-methyl-4-oxo-1H-pyrimidin-5-yl]-N-[(R)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]propanamide
—— N-[2-[(5Z)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C20H17FN2O3S2
N-[2-[(5Z)-5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— 3-[2-(difluoromethylsulfanyl)-6-methyl-4-oxo-1H-pyrimidin-5-yl]-N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]propanamide —— C22H28F2N4O3S
3-[2-(difluoromethylsulfanyl)-6-methyl-4-oxo-1H-pyrimidin-5-yl]-N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]propanamide
—— N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]acetamide —— C13H11ClN2O2S
N-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]acetamide
—— (NZ)-N-[(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine 83253-31-0 C6H6ClN3OS
(NZ)-N-[(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine
—— (2R)-2-(4-methylphenyl)sulfanyl-N-(2-pyridin-3-ylethyl)propanamide —— C17H20N2OS
(2R)-2-(4-methylphenyl)sulfanyl-N-(2-pyridin-3-ylethyl)propanamide
—— (2R)-N-methyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H19NOS
(2R)-N-methyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-2-(2-oxo-1,3-benzoxazol-3-yl)-N-(2-phenylsulfanylphenyl)propanamide —— C22H18N2O3S
(2R)-2-(2-oxo-1,3-benzoxazol-3-yl)-N-(2-phenylsulfanylphenyl)propanamide
—— (7S)-7-methyl-4-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C16H17N5S2
(7S)-7-methyl-4-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(1R)-1-(4-methylsulfonylphenyl)ethyl]pyridine-3-carboxamide —— C23H24N2O3S2
2-(3,4-dimethylphenyl)sulfanyl-N-[(1R)-1-(4-methylsulfonylphenyl)ethyl]pyridine-3-carboxamide