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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-Oxo-2-(propylamino)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H24N4O3S2
[2-Oxo-2-(propylamino)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C18H25N5O3S2
[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C19H30N4O3S2
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-(Cyclopropylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H22N4O3S2
[2-(Cyclopropylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-(2-Methylpropylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H26N4O3S2
[2-(2-Methylpropylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C18H28N4O3S2
[(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-(Cyclopentylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H26N4O3S2
[2-(Cyclopentylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— Cyanomethyl 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C12H16N4O2S2
Cyanomethyl 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(2R)-1-amino-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C13H20N4O3S2
[(2R)-1-amino-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-Oxo-2-(propan-2-ylamino)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H24N4O3S2
[2-Oxo-2-(propan-2-ylamino)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H24N4O3S2
[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(2R)-butan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H26N4O3S2
[2-[[(2R)-butan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-(Tert-butylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H26N4O3S2
[2-(Tert-butylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H28N4O3S2
[2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(1R)-2-oxocyclohexyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H23N3O3S2
[(1R)-2-oxocyclohexyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— Cyclohexylmethyl 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H27N3O2S2
Cyclohexylmethyl 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H28N4O3S2
[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C19H30N4O3S2
[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (2-Amino-2-oxoethyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C12H18N4O3S2
(2-Amino-2-oxoethyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— tert-butyl N-[2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]carbamate —— C14H24N4O4S
tert-butyl N-[2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]carbamate
—— 5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C12H13ClFN3OS2
5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— methyl 5-[(2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C16H22N4O4S2
methyl 5-[(2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C14H24N4O2S2
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— tert-butyl N-[2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]carbamate —— C14H24N4O4S
tert-butyl N-[2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]carbamate
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C14H24N4O2S2
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C20H24N4O2S2
1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-[2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C13H17N5O3S2
N-[2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— 1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C15H19F3N4O2S2
1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C12H13BrFN3OS2
5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— methyl 5-[(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C16H22N4O4S2
methyl 5-[(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C14H24N4O2S2
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— (2R)-N-[[(2S)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide —— C16H19N3O2S2
(2R)-N-[[(2S)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide
—— Methyl 3-[3-[2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C17H24N4O4S2
Methyl 3-[3-[2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— (2S)-N-[[(2S)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide —— C16H19N3O2S2
(2S)-N-[[(2S)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide
—— (2R)-N-[[(2R)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide —— C16H19N3O2S2
(2R)-N-[[(2R)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide
—— (2S)-N-[[(2R)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide —— C16H19N3O2S2
(2S)-N-[[(2R)-oxolan-2-yl]methyl]-2-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]propanamide
—— (3S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-1-(2-methylpropanoyl)piperidine-3-carboxamide —— C22H28N4O2S
(3S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-1-(2-methylpropanoyl)piperidine-3-carboxamide
—— ethyl 5-[(2S)-2-(2-fluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H20FNO3S
ethyl 5-[(2S)-2-(2-fluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(2-fluorophenyl)sulfanyl-N-(2-phenylsulfanylphenyl)acetamide —— C20H16FNOS2
2-(2-fluorophenyl)sulfanyl-N-(2-phenylsulfanylphenyl)acetamide
—— 2-(2-Piperidin-1-ium-1-ylethylsulfanyl)-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C18H19F3N3S2+
2-(2-Piperidin-1-ium-1-ylethylsulfanyl)-6-thiophen-2-yl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(2-fluorophenyl)sulfanylacetamide —— C20H15ClFNOS2
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(2-fluorophenyl)sulfanylacetamide
—— 1-[1-[2-(4-Chlorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-(2-fluorophenyl)sulfanylethanone —— C22H21ClFNOS
1-[1-[2-(4-Chlorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-(2-fluorophenyl)sulfanylethanone
—— 1-[1-[(4-Fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(2-fluorophenyl)sulfanylethanone —— C21H19F2NOS
1-[1-[(4-Fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(2-fluorophenyl)sulfanylethanone
—— 2-(2-chlorophenyl)sulfanyl-N-[(2S)-1-ethylsulfonylpropan-2-yl]acetamide —— C13H18ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-[(2S)-1-ethylsulfonylpropan-2-yl]acetamide
—— 2-ethylsulfanyl-5-[(1R)-1-pyridin-4-ylethyl]sulfanyl-1,3,4-thiadiazole —— C11H13N3S3
2-ethylsulfanyl-5-[(1R)-1-pyridin-4-ylethyl]sulfanyl-1,3,4-thiadiazole
—— 2-ethylsulfanyl-5-[(1S)-1-pyridin-4-ylethyl]sulfanyl-1,3,4-thiadiazole —— C11H13N3S3
2-ethylsulfanyl-5-[(1S)-1-pyridin-4-ylethyl]sulfanyl-1,3,4-thiadiazole
—— (4R)-1-methyl-2-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)piperidine-4-carboxamide —— C17H18N4O2S
(4R)-1-methyl-2-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)piperidine-4-carboxamide
—— (4S)-1-methyl-2-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)piperidine-4-carboxamide —— C17H18N4O2S
(4S)-1-methyl-2-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)piperidine-4-carboxamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(2R)-1-ethylsulfonylpropan-2-yl]acetamide —— C13H18ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-[(2R)-1-ethylsulfonylpropan-2-yl]acetamide
—— 2-[(2,5-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C21H20F2N2OS
2-[(2,5-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one