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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
—— [(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C19H23N3O4S
[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 2-(2-Methylfuran-3-yl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C15H11N3O2S3
2-(2-Methylfuran-3-yl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C18H19N3O4S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— [(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C19H23N3O4S
[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 1-(5-Chloro-2-phenylsulfanylphenyl)-3-cyclopropylthiourea —— C16H15ClN2S2
1-(5-Chloro-2-phenylsulfanylphenyl)-3-cyclopropylthiourea
—— 1-(5-chloro-2-phenylsulfanylphenyl)-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C18H19ClN2OS2
1-(5-chloro-2-phenylsulfanylphenyl)-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 3-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]-1,3-oxazolidin-2-one —— C12H16N4O3S
3-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]-1,3-oxazolidin-2-one
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C19H18ClN3O3S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2E)-5-nitro-2-(5-nitro-3-oxo-1-benzothiophen-2-ylidene)-1-benzothiophen-3-one —— C16H6N2O6S2
(2E)-5-nitro-2-(5-nitro-3-oxo-1-benzothiophen-2-ylidene)-1-benzothiophen-3-one
—— [(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C20H22N2O3S
[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— N-(1-Adamantylmethyl)-N'-allylthiourea —— C15H24N2S
N-(1-Adamantylmethyl)-N'-allylthiourea
—— N-benzyl-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H14N4S4
N-benzyl-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C18H17ClN2O3S
[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(tert-butylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C19H21ClN2O3S
[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C19H21ClN2O3S
[(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C19H20N2O5S
[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— [(2S)-1-oxo-1-(propylamino)propan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C18H19ClN2O3S
[(2S)-1-oxo-1-(propylamino)propan-2-yl] 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— [(2S)-1-(2,6-dimethylanilino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C24H24N2O3S
[(2S)-1-(2,6-dimethylanilino)-1-oxopropan-2-yl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 1-methylpyrrole-2-carboxylate —— C21H20N2O3S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 1-methylpyrrole-2-carboxylate
—— (1S)-1-[2-[(1S,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[2-[(1S,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— (1S)-1-[2-[(1S,3R)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[2-[(1S,3R)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— (1S)-1-[4-[(1S,3R)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[4-[(1S,3R)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— (1S)-1-[4-[(1R,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[4-[(1R,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H20N4OS
(2R)-N-[(4-methylphenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (1S)-1-[4-[(1S,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[4-[(1S,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H17ClN4OS
(2S)-N-[(2-chlorophenyl)methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (1S)-1-[2-[(1R,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[2-[(1R,3S)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H25N3OS3
N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H25N3OS3
N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H25N3OS3
N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (1S)-1-[4-[(1R,3R)-3-methylcyclohexyl]sulfanylphenyl]ethanamine —— C15H23NS
(1S)-1-[4-[(1R,3R)-3-methylcyclohexyl]sulfanylphenyl]ethanamine
—— N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H25N3OS3
N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— methyl N-[(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C13H12BrN3O4S
methyl N-[(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2S)-N-(cyclopentylcarbamoyl)-2-(3,4-dimethylphenyl)sulfanylpropanamide —— C17H24N2O2S
(2S)-N-(cyclopentylcarbamoyl)-2-(3,4-dimethylphenyl)sulfanylpropanamide
—— [(2S)-1-oxo-1-(propylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C14H18BrNO3S
[(2S)-1-oxo-1-(propylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— (2R)-N-benzyl-N-tert-butyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C21H29N3OS
(2R)-N-benzyl-N-tert-butyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2S)-N-benzyl-N-tert-butyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C21H29N3OS
(2S)-N-benzyl-N-tert-butyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C15H21NO3S2
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H16BrN3O3S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— [(2R)-1-oxo-1-(propylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C14H18BrNO3S
[(2R)-1-oxo-1-(propylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-N-(2-phenylethyl)propanamide —— C19H23NOS
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-(2-phenylethyl)propanamide
—— (2S)-N-(propan-2-ylcarbamoyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C14H22N4O2S
(2S)-N-(propan-2-ylcarbamoyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— [(2S)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C16H16BrNO3S2
[(2S)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— [(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C14H16BrNO3S
[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C14H21N3O3S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[(4-fluorophenyl)methyl]propanamide —— C18H20FNOS
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[(4-fluorophenyl)methyl]propanamide
—— [(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C16H16BrNO3S2
[(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— (2S)-N-(2-phenylethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C18H23N3OS
(2S)-N-(2-phenylethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— 2-(2-Fluorophenyl)sulfanylethyl 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate —— C16H22FNO4S
2-(2-Fluorophenyl)sulfanylethyl 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
—— (2S)-N-prop-2-enyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C13H19N3OS
(2S)-N-prop-2-enyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide