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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-(4-chlorophenyl)sulfanylphenyl]-2-(4-ethylpyridin-1-ium-1-yl)acetamide —— C21H20ClN2OS+
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(4-ethylpyridin-1-ium-1-yl)acetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-[3-(4-methylphenyl)sulfanylpropanoyloxy]propanoyl]-1H-pyrrole-3-carboxylate —— C21H25NO5S
methyl 2,4-dimethyl-5-[(2R)-2-[3-(4-methylphenyl)sulfanylpropanoyloxy]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-(Methylamino)-2-oxoethyl 3-[(4-methylphenyl)sulfanyl]propanoate, AldrichCPR —— C13H17NO3S
2-(Methylamino)-2-oxoethyl 3-[(4-methylphenyl)sulfanyl]propanoate, AldrichCPR
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(4-methylphenyl)sulfanylpropanoate —— C16H21NO3S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C21H22N2O3S2
[2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— methyl 2,4-dimethyl-5-[(2S)-2-[3-(4-methylphenyl)sulfanylpropanoyloxy]propanoyl]-1H-pyrrole-3-carboxylate —— C21H25NO5S
methyl 2,4-dimethyl-5-[(2S)-2-[3-(4-methylphenyl)sulfanylpropanoyloxy]propanoyl]-1H-pyrrole-3-carboxylate
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C15H18N2O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— [2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C17H23NO5S2
[2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— 2-(3-ethenylbenzimidazol-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C23H20N3OS+
2-(3-ethenylbenzimidazol-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— [2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 3-phenylsulfanylpropanoate —— C20H20N2O3S
[2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 3-phenylsulfanylpropanoate
—— [2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 3-phenylsulfanylpropanoate —— C19H21NO3S
[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 3-phenylsulfanylpropanoate
—— 4-[(3-chlorophenyl)methylsulfanyl]-6-methyl-2-oxo-1H-pyrimidine-5-carbonitrile —— C13H10ClN3OS
4-[(3-chlorophenyl)methylsulfanyl]-6-methyl-2-oxo-1H-pyrimidine-5-carbonitrile
—— [2-(4-Amino-1-methyl-2,6-dioxo-3-propylpyrimidin-5-yl)-2-oxoethyl] 3-phenylsulfanylpropanoate —— C19H23N3O5S
[2-(4-Amino-1-methyl-2,6-dioxo-3-propylpyrimidin-5-yl)-2-oxoethyl] 3-phenylsulfanylpropanoate
—— 2-Ethanimidoyl-4-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C14H11FN4O2S
2-Ethanimidoyl-4-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— (2S)-2-ethanimidoyl-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C15H15N5OS2
(2S)-2-ethanimidoyl-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— methyl 2,4-dimethyl-5-[(2S)-2-(3-phenylsulfanylpropanoyloxy)propanoyl]-1H-pyrrole-3-carboxylate —— C20H23NO5S
methyl 2,4-dimethyl-5-[(2S)-2-(3-phenylsulfanylpropanoyloxy)propanoyl]-1H-pyrrole-3-carboxylate
—— 2-Methyl-5-(1-methylimidazol-2-yl)sulfanylpyrazolo[1,5-a]quinazoline —— C15H13N5S
2-Methyl-5-(1-methylimidazol-2-yl)sulfanylpyrazolo[1,5-a]quinazoline
—— 2-(2-cyanophenyl)sulfanyl-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]benzamide —— C21H23N3OS
2-(2-cyanophenyl)sulfanyl-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[[(2S)-1-ethylpyrrolidin-1-ium-2-yl]methyl]benzamide —— C21H24N3OS+
2-(2-cyanophenyl)sulfanyl-N-[[(2S)-1-ethylpyrrolidin-1-ium-2-yl]methyl]benzamide
—— 4-(3,4-Dimethylphenyl)sulfanyl-3-methylbenzonitrile —— C16H15NS
4-(3,4-Dimethylphenyl)sulfanyl-3-methylbenzonitrile
—— 2-[[5-(4-Fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]pyrimidine —— C13H10FN5S
2-[[5-(4-Fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]pyrimidine
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C14H24N4O2S2
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— [2-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylphenyl]-morpholin-4-ylmethanone —— C19H19N3O2S2
[2-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylphenyl]-morpholin-4-ylmethanone
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C15H22N4O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C21H23N3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C20H20FN3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H22N4O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C16H21N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— (2S)-N-cycloheptyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H27N3O2S
(2S)-N-cycloheptyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C20H20FN3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-N-(cyclopentylcarbamoyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H24N4O3S
(2R)-N-(cyclopentylcarbamoyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C21H23N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-N-(2-cyanoethyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C17H20N4O2S
(2R)-N-(2-cyanoethyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— methyl N-[(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C15H17N3O4S
methyl N-[(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2S)-N-tert-butyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H23N3O2S
(2S)-N-tert-butyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— ethyl (2Z)-2-[3-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C19H21N3O4S2
ethyl (2Z)-2-[3-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— (2R)-N-cycloheptyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H27N3O2S
(2R)-N-cycloheptyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C16H21N3O3S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H18N2O5S2
[(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (2S)-3-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile —— C18H25N5S
(2S)-3-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile
—— N-[(2S)-butan-2-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H20N4O2S
N-[(2S)-butan-2-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C21H26N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-(3,4-Dimethylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H14N4O2S2
2-(3,4-Dimethylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 5-(4-Fluorophenyl)sulfanyl-2-methylpyrazolo[1,5-a]quinazoline —— C17H12FN3S
5-(4-Fluorophenyl)sulfanyl-2-methylpyrazolo[1,5-a]quinazoline
—— 4-benzyl-3-(furan-2-yl)-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C21H19N3OS
4-benzyl-3-(furan-2-yl)-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— [(1S)-1-[4-benzyl-5-[(2S)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H26N5S+
[(1S)-1-[4-benzyl-5-[(2S)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1R)-1-[4-benzyl-5-[(2R)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H26N5S+
[(1R)-1-[4-benzyl-5-[(2R)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-Methyl-5-phenylsulfanylpyrazolo[1,5-a]quinazoline —— C17H13N3S
2-Methyl-5-phenylsulfanylpyrazolo[1,5-a]quinazoline
—— N-[(2R)-butan-2-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H20N4O2S
N-[(2R)-butan-2-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C19H21N5O2S
N-[2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide