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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
—— (1S,2R,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide —— C16H24N2O2S2
(1S,2R,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide
—— (1R,2S,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide —— C16H24N2O2S2
(1R,2S,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide
—— ethyl N-[(1S)-2-[(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)methylamino]-1-cyclopropylethyl]carbamate —— C18H22ClN3O2S2
ethyl N-[(1S)-2-[(4-chloro-2-phenylsulfanyl-1,3-thiazol-5-yl)methylamino]-1-cyclopropylethyl]carbamate
—— (2S)-N-[(2R)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C19H21NO3S
(2S)-N-[(2R)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-4,4,4-trifluoro-3-hydroxybutyl]acetamide —— C13H15F3N4O2S2
2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-4,4,4-trifluoro-3-hydroxybutyl]acetamide
—— (2S)-N-[(2S)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C19H21NO3S
(2S)-N-[(2S)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2R)-N-[(2S)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C19H21NO3S
(2R)-N-[(2S)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-4,4,4-trifluoro-3-hydroxybutyl]acetamide —— C13H15F3N4O2S2
2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-4,4,4-trifluoro-3-hydroxybutyl]acetamide
—— (2R)-N-[(2R)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C19H21NO3S
(2R)-N-[(2R)-2-benzyl-3-hydroxypropyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 4-methyl-2-methylsulfanyl-5-[3-oxo-3-[(2R)-2-propyl-1,3-thiazolidin-3-yl]propyl]-1H-pyrimidin-6-one —— C15H23N3O2S2
4-methyl-2-methylsulfanyl-5-[3-oxo-3-[(2R)-2-propyl-1,3-thiazolidin-3-yl]propyl]-1H-pyrimidin-6-one
—— (2R)-N-cyclopropyl-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H15FN4OS2
(2R)-N-cyclopropyl-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(furan-2-yl)-1,3,4-oxadiazole —— C14H11ClN2O2S
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(furan-2-yl)-1,3,4-oxadiazole
—— 2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide —— C17H21NOS2
2-(2,3,5,6-tetramethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide
—— (2S)-N-cyclopropyl-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H15FN4OS2
(2S)-N-cyclopropyl-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 1-[(2S)-2-(dimethylamino)-2-(1-methylpyrazol-4-yl)ethyl]-3-[(4-methylsulfanylphenyl)methyl]urea —— C17H25N5OS
1-[(2S)-2-(dimethylamino)-2-(1-methylpyrazol-4-yl)ethyl]-3-[(4-methylsulfanylphenyl)methyl]urea
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H23N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(4-butylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylacetamide —— C16H22N4OS2
2-[[5-(4-butylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylacetamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C14H17FN4O2S2
2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H23N5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C14H17FN4O2S2
2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— 4-Amino-6-methyl-3-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazin-5-one —— C15H16N6OS2
4-Amino-6-methyl-3-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazin-5-one
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]propan-1-one —— C18H21FN2O2S2
(2R)-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]propan-1-one —— C18H21FN2O2S2
(2R)-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]propan-1-one —— C18H21FN2O2S2
(2R)-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(4-fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]propan-1-one
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide —— C18H24N4OS2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(cyclopropylmethyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C19H26N4OS2
N-(cyclopropylmethyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 4-methyl-2-methylsulfanyl-5-[3-oxo-3-[(2S)-2-propyl-1,3-thiazolidin-3-yl]propyl]-1H-pyrimidin-6-one —— C15H23N3O2S2
4-methyl-2-methylsulfanyl-5-[3-oxo-3-[(2S)-2-propyl-1,3-thiazolidin-3-yl]propyl]-1H-pyrimidin-6-one
—— (2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C21H24N4O3S
(2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— N-(2,3-dimethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C13H15N3S2
N-(2,3-dimethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— diethyl 3-methyl-5-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-1H-pyrrole-2,4-dicarboxylate —— C14H17N3O4S2
diethyl 3-methyl-5-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-1H-pyrrole-2,4-dicarboxylate
—— (2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C21H24N4O3S
(2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— 1-[(3S)-1-(2-phenylsulfanylethyl)piperidin-3-yl]imidazolidin-2-one —— C16H23N3OS
1-[(3S)-1-(2-phenylsulfanylethyl)piperidin-3-yl]imidazolidin-2-one
—— 1-[(2R)-2-(dimethylamino)-2-(1-methylpyrazol-4-yl)ethyl]-3-[(4-methylsulfanylphenyl)methyl]urea —— C17H25N5OS
1-[(2R)-2-(dimethylamino)-2-(1-methylpyrazol-4-yl)ethyl]-3-[(4-methylsulfanylphenyl)methyl]urea
—— N-(1-cyanocyclopentyl)-2-({5-[(2,3-dimethylphenyl)amino]-1,3,4-thiadiazol-2-yl}sulfanyl)acetamide —— C18H21N5OS2
N-(1-cyanocyclopentyl)-2-({5-[(2,3-dimethylphenyl)amino]-1,3,4-thiadiazol-2-yl}sulfanyl)acetamide
—— Tert-butyl 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H21N3O2S2
Tert-butyl 2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H19N5OS2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H21N5OS2
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[(3R)-1-(2-phenylsulfanylethyl)piperidin-3-yl]imidazolidin-2-one —— C16H23N3OS
1-[(3R)-1-(2-phenylsulfanylethyl)piperidin-3-yl]imidazolidin-2-one
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H21N5OS2
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-Butylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H18N4OS2
2-[[5-(4-Butylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C16H20FN5O2S
2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— N-(3-methylphenyl)-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(3-methylphenyl)-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-methylphenyl)sulfanylethanone —— C17H19NO2S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4-methylphenyl)sulfanylethanone
—— diethyl 3-methyl-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1H-pyrrole-2,4-dicarboxylate —— C15H19N3O4S2
diethyl 3-methyl-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1H-pyrrole-2,4-dicarboxylate
—— 3-Tert-butyl-7-ethylsulfanyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C10H14N4OS2
3-Tert-butyl-7-ethylsulfanyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 1-ethyl-3-(2-phenylsulfanylethyl)-1-[(1S)-1-pyridin-3-ylethyl]urea —— C18H23N3OS
1-ethyl-3-(2-phenylsulfanylethyl)-1-[(1S)-1-pyridin-3-ylethyl]urea
—— 1-ethyl-3-(2-phenylsulfanylethyl)-1-[(1R)-1-pyridin-3-ylethyl]urea —— C18H23N3OS
1-ethyl-3-(2-phenylsulfanylethyl)-1-[(1R)-1-pyridin-3-ylethyl]urea