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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-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H21ClN4O2S2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone —— C17H25N5O2S
1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H21ClN4O2S2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(4-fluorophenyl)-3-[[(2S)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea —— C17H18FN3OS2
1-(4-fluorophenyl)-3-[[(2S)-2-(4-methylphenyl)sulfanylpropanoyl]amino]thiourea
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]acetamide —— C17H17F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]acetamide
—— (2S)-N-[2-(4-chlorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C18H20ClNOS
(2S)-N-[2-(4-chlorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(2R)-2-(diethylamino)-2-(furan-2-yl)ethyl]acetamide —— C18H23ClN2O2S
2-(2-chlorophenyl)sulfanyl-N-[(2R)-2-(diethylamino)-2-(furan-2-yl)ethyl]acetamide
—— N-[(2R)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide —— C20H28N2O2S
N-[(2R)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone —— C17H25N5O2S
1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylethanone
—— N-[(2S)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide —— C20H28N2O2S
N-[(2S)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 1-[[2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]-3-tert-butylthiourea —— C17H24N6OS2
1-[[2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]-3-tert-butylthiourea
—— 1-Tert-butyl-3-[3-(4-chlorophenyl)sulfanylpropanoylamino]thiourea —— C14H20ClN3OS2
1-Tert-butyl-3-[3-(4-chlorophenyl)sulfanylpropanoylamino]thiourea
—— ethyl (1R,2E)-2-[[(2R)-2-phenylsulfanylpropanoyl]hydrazinylidene]cyclopentane-1-carboxylate —— C17H22N2O3S
ethyl (1R,2E)-2-[[(2R)-2-phenylsulfanylpropanoyl]hydrazinylidene]cyclopentane-1-carboxylate
—— ethyl (1S,2E)-2-[[(2R)-2-phenylsulfanylpropanoyl]hydrazinylidene]cyclopentane-1-carboxylate —— C17H22N2O3S
ethyl (1S,2E)-2-[[(2R)-2-phenylsulfanylpropanoyl]hydrazinylidene]cyclopentane-1-carboxylate
—— (5S,7S)-3-chloro-N-(3-phenylsulfanylpropyl)adamantane-1-carboxamide —— C20H26ClNOS
(5S,7S)-3-chloro-N-(3-phenylsulfanylpropyl)adamantane-1-carboxamide
—— N'-[2-(4-methylphenyl)sulfanylacetyl]cyclobutanecarbohydrazide —— C14H18N2O2S
N'-[2-(4-methylphenyl)sulfanylacetyl]cyclobutanecarbohydrazide
—— N'-[2-(2-fluorophenyl)sulfanylacetyl]-2-[(4-methylphenyl)methylsulfanyl]acetohydrazide —— C18H19FN2O2S2
N'-[2-(2-fluorophenyl)sulfanylacetyl]-2-[(4-methylphenyl)methylsulfanyl]acetohydrazide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C13H20N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(3-chlorophenyl)methylsulfanyl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide —— C18H19ClN2O2S2
2-[(3-chlorophenyl)methylsulfanyl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide
—— 5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C12H10FN5OS2
5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(1R)-1-[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C12H11ClN6OS
3-[(1R)-1-[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— (NE)-N-[(2S)-2-pyrimidin-2-ylsulfanylcyclopentylidene]hydroxylamine —— C9H11N3OS
(NE)-N-[(2S)-2-pyrimidin-2-ylsulfanylcyclopentylidene]hydroxylamine
—— 3-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C12H11FN6OS
3-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C7H13N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— (NE)-N-[(2R)-2-pyrimidin-2-ylsulfanylcyclopentylidene]hydroxylamine —— C9H11N3OS
(NE)-N-[(2R)-2-pyrimidin-2-ylsulfanylcyclopentylidene]hydroxylamine
—— 3-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C13H14N6OS
3-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— N'-[2-(2,4-dimethylphenyl)sulfanylacetyl]-2-(3,5-dimethylpyrazol-1-yl)acetohydrazide —— C17H22N4O2S
N'-[2-(2,4-dimethylphenyl)sulfanylacetyl]-2-(3,5-dimethylpyrazol-1-yl)acetohydrazide
—— 3-[(1S)-1-[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C13H14N6OS
3-[(1S)-1-[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— (2R)-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H22F3N3OS
(2R)-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (2R)-N-(2-thiophen-2-ylethyl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide —— C15H17N5OS3
(2R)-N-(2-thiophen-2-ylethyl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide
—— 2-[[5-(4-methoxyphenyl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-3-nitroimidazo[1,2-a]pyridine —— C21H20N6O4S
2-[[5-(4-methoxyphenyl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-3-nitroimidazo[1,2-a]pyridine
—— (2S)-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H22F3N3OS
(2S)-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (2R)-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H22F3N3OS
(2R)-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (2S)-N-cyclohexyl-N-ethyl-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide —— C17H25N5OS2
(2S)-N-cyclohexyl-N-ethyl-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide
—— (2R)-N-cyclohexyl-N-ethyl-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide —— C17H25N5OS2
(2R)-N-cyclohexyl-N-ethyl-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide
—— (2S)-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H22F3N3OS
(2S)-N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C15H21NO3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— N'-[2-(4-bromo-2-methylphenyl)sulfanylacetyl]-2-[(3R)-1,1-dioxothiolan-3-yl]acetohydrazide —— C15H19BrN2O4S2
N'-[2-(4-bromo-2-methylphenyl)sulfanylacetyl]-2-[(3R)-1,1-dioxothiolan-3-yl]acetohydrazide
—— (3S)-3-[4-methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C17H18N4O2S3
(3S)-3-[4-methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (3R)-3-[4-methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C17H18N4O2S3
(3R)-3-[4-methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (3R)-3-[4-methyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C18H20N4O2S3
(3R)-3-[4-methyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H20N4O2S
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H23N3O4S2
N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C15H16BrN3O3S
2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylacetamide —— C17H21N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylacetamide
—— (2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C18H30N4O3S2
(2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H23N3O2S
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H20N4O2S
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H20N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(4-chlorophenyl)methyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16ClN3O2S
N-[(4-chlorophenyl)methyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide