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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
—— N-[(2-chlorophenyl)methyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C19H22ClNOS
N-[(2-chlorophenyl)methyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— N-(1-cyanocyclohexyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C19H26N2OS
N-(1-cyanocyclohexyl)-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— 1-methyl-N-[2-(2,3,5,6-tetramethylphenyl)sulfanylacetyl]pyrrole-2-carboxamide —— C18H22N2O2S
1-methyl-N-[2-(2,3,5,6-tetramethylphenyl)sulfanylacetyl]pyrrole-2-carboxamide
—— 1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-(2,3,5,6-tetramethylphenyl)sulfanylethanone —— C21H24N2OS
1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-(2,3,5,6-tetramethylphenyl)sulfanylethanone
—— (2R)-2-(2-propan-2-ylimidazol-1-yl)-N-[2-(2H-triazol-4-ylsulfanyl)ethyl]propanamide —— C13H20N6OS
(2R)-2-(2-propan-2-ylimidazol-1-yl)-N-[2-(2H-triazol-4-ylsulfanyl)ethyl]propanamide
—— 2-butylsulfanyl-4-N-[[(3R)-1-methylpyrrolidin-3-yl]methyl]pyrimidine-4,6-diamine —— C14H25N5S
2-butylsulfanyl-4-N-[[(3R)-1-methylpyrrolidin-3-yl]methyl]pyrimidine-4,6-diamine
—— N-[(2R)-1-imidazol-1-yl-3,3-dimethylbutan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C19H30N6S
N-[(2R)-1-imidazol-1-yl-3,3-dimethylbutan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C20H24ClNOS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— (2S)-N-benzyl-2-(2,3,5,6-tetramethylphenyl)sulfanylpropanamide —— C20H25NOS
(2S)-N-benzyl-2-(2,3,5,6-tetramethylphenyl)sulfanylpropanamide
—— N-[(4-fluorophenyl)methyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C19H22FNOS
N-[(4-fluorophenyl)methyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— 1-methyl-N-[2-(2,3,4,5,6-pentafluorophenyl)sulfanylacetyl]pyrrole-2-carboxamide —— C14H9F5N2O2S
1-methyl-N-[2-(2,3,4,5,6-pentafluorophenyl)sulfanylacetyl]pyrrole-2-carboxamide
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(2,3,5,6-tetramethylphenyl)sulfanylethanone —— C23H31NO2S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(2,3,5,6-tetramethylphenyl)sulfanylethanone
—— (2S)-2-(2-propan-2-ylimidazol-1-yl)-N-[2-(2H-triazol-4-ylsulfanyl)ethyl]propanamide —— C13H20N6OS
(2S)-2-(2-propan-2-ylimidazol-1-yl)-N-[2-(2H-triazol-4-ylsulfanyl)ethyl]propanamide
—— N-(2-phenylsulfanylphenyl)-2-[4-(trifluoromethyl)phenoxy]acetamide —— C21H16F3NO2S
N-(2-phenylsulfanylphenyl)-2-[4-(trifluoromethyl)phenoxy]acetamide
—— N-cycloheptyl-2-(2,3,4,5,6-pentafluorophenyl)sulfanylacetamide —— C15H16F5NOS
N-cycloheptyl-2-(2,3,4,5,6-pentafluorophenyl)sulfanylacetamide
—— (2S)-2-(2,3,4,5,6-pentafluorophenyl)sulfanylpropanamide —— C9H6F5NOS
(2S)-2-(2,3,4,5,6-pentafluorophenyl)sulfanylpropanamide
—— 2-butylsulfanyl-4-N-[[(3S)-1-methylpyrrolidin-3-yl]methyl]pyrimidine-4,6-diamine —— C14H25N5S
2-butylsulfanyl-4-N-[[(3S)-1-methylpyrrolidin-3-yl]methyl]pyrimidine-4,6-diamine
—— N-[(2S)-1-imidazol-1-yl-3,3-dimethylbutan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C19H30N6S
N-[(2S)-1-imidazol-1-yl-3,3-dimethylbutan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine
—— 2-[(2R)-4-(6-amino-2-butylsulfanylpyrimidin-4-yl)morpholin-2-yl]ethanol —— C14H24N4O2S
2-[(2R)-4-(6-amino-2-butylsulfanylpyrimidin-4-yl)morpholin-2-yl]ethanol
—— 2-[(2S)-4-(6-amino-2-butylsulfanylpyrimidin-4-yl)morpholin-2-yl]ethanol —— C14H24N4O2S
2-[(2S)-4-(6-amino-2-butylsulfanylpyrimidin-4-yl)morpholin-2-yl]ethanol
—— ethyl 2,5-dimethyl-4-[2-(2,3,4,5,6-pentafluorophenyl)sulfanylacetyl]-1H-pyrrole-3-carboxylate —— C17H14F5NO3S
ethyl 2,5-dimethyl-4-[2-(2,3,4,5,6-pentafluorophenyl)sulfanylacetyl]-1H-pyrrole-3-carboxylate
—— 4-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-2-[(2-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine —— C17H22N4O2S2
4-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-2-[(2-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine
—— 4-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-2-[(2-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine —— C17H22N4O2S2
4-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-2-[(2-methylphenyl)methylsulfanyl]pyrimidine-4,6-diamine
—— 2-butylsulfanyl-4-N-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]pyrimidine-4,6-diamine —— C15H28N6S
2-butylsulfanyl-4-N-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]pyrimidine-4,6-diamine
—— 2-butylsulfanyl-4-N-[[(2S)-1,4-dimethylpiperazin-2-yl]methyl]pyrimidine-4,6-diamine —— C15H28N6S
2-butylsulfanyl-4-N-[[(2S)-1,4-dimethylpiperazin-2-yl]methyl]pyrimidine-4,6-diamine
—— N-[(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)methyl]-1-[(3S)-oxolan-3-yl]methanamine —— C15H17ClN2OS2
N-[(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)methyl]-1-[(3S)-oxolan-3-yl]methanamine
—— (2S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide —— C15H23N5OS2
(2S)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide
—— (2R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide —— C15H23N5OS2
(2R)-N-[3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide
—— (1S,2S)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide —— C20H17NO2S
(1S,2S)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide
—— (1R,2R)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide —— C20H17NO2S
(1R,2R)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide
—— (1S,2R)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide —— C20H17NO2S
(1S,2R)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide
—— (3S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidine-3-carbonitrile —— C14H21N5S
(3S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidine-3-carbonitrile
—— (1R,2S)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide —— C20H17NO2S
(1R,2S)-2-(furan-2-yl)-N-(2-phenylsulfanylphenyl)cyclopropane-1-carboxamide
—— Diethyl-[3-[[2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetyl]amino]propyl]azanium —— C18H24F3N4O2S+
Diethyl-[3-[[2-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetyl]amino]propyl]azanium
—— 6-[(2R)-2-(2-aminoethyl)morpholin-4-yl]-2-butylsulfanylpyrimidin-4-amine —— C14H25N5OS
6-[(2R)-2-(2-aminoethyl)morpholin-4-yl]-2-butylsulfanylpyrimidin-4-amine
—— [(1S,2R)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C14H19FN3OS+
[(1S,2R)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— (3R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidine-3-carbonitrile —— C14H21N5S
(3R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidine-3-carbonitrile
—— 6-[(2S)-2-(2-aminoethyl)morpholin-4-yl]-2-butylsulfanylpyrimidin-4-amine —— C14H25N5OS
6-[(2S)-2-(2-aminoethyl)morpholin-4-yl]-2-butylsulfanylpyrimidin-4-amine
—— (3R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-[(dimethylamino)methyl]piperidin-3-ol —— C16H29N5OS
(3R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-[(dimethylamino)methyl]piperidin-3-ol
—— (3S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-[(dimethylamino)methyl]piperidin-3-ol —— C16H29N5OS
(3S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-[(dimethylamino)methyl]piperidin-3-ol
—— [(1S)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium —— C14H19FN3OS+
[(1S)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium
—— tert-butyl N-[(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]carbamate —— C19H26ClN3O3S
tert-butyl N-[(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]carbamate
—— 1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C20H23N3O3S
1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanenitrile —— C11H9N3OS
(2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanenitrile
—— (5R)-7-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C15H23N5O2S
(5R)-7-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— (5S)-7-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C15H23N5O2S
(5S)-7-(6-amino-2-butylsulfanylpyrimidin-4-yl)-3-methyl-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— (4R)-3-acetyl-2-methyl-4-phenyl-6-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-5-carbonitrile —— C22H20N2OS2
(4R)-3-acetyl-2-methyl-4-phenyl-6-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-5-carbonitrile
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16ClN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-Phenyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C18H13N3OS2
2-Phenyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H21NO3S2
2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide