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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-[(4-Fluorophenyl)methylamino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C18H17ClFNO3S
[2-[(4-Fluorophenyl)methylamino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— N-[2-[(3-methylthiophen-2-yl)methyl]pyrazol-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H18N4OS2
N-[2-[(3-methylthiophen-2-yl)methyl]pyrazol-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-[(4-Chlorophenyl)thio]ethyl carbamimidothioate 959958-01-1 C9H11ClN2S2
2-[(4-Chlorophenyl)thio]ethyl carbamimidothioate
—— dimethyl-[(1S)-2-[[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]amino]-1-phenylethyl]azanium —— C17H22N3O2S+
dimethyl-[(1S)-2-[[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]amino]-1-phenylethyl]azanium
—— 2-(2-fluorophenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C13H16FNO3S2
2-(2-fluorophenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— (E)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-3-thiophen-2-ylprop-2-enehydrazide —— C15H13ClN2O2S2
(E)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-3-thiophen-2-ylprop-2-enehydrazide
—— (2R)-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C11H19N5O2S
(2R)-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— 2-(4-methylphenyl)sulfanyl-N-[(1R)-1-phenylethyl]pyridine-3-carboxamide —— C21H20N2OS
2-(4-methylphenyl)sulfanyl-N-[(1R)-1-phenylethyl]pyridine-3-carboxamide
—— [(2S)-1-amino-1-oxopropan-2-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate —— C18H17N3O3S2
[(2S)-1-amino-1-oxopropan-2-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate
—— N-(1-adamantyl)-2-[[4-amino-5-[(2R)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H31N5OS
N-(1-adamantyl)-2-[[4-amino-5-[(2R)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-1-[(3R)-3-(1,2,4-oxadiazol-3-yl)morpholin-4-yl]ethanone —— C14H14ClN3O3S
2-(2-chlorophenyl)sulfanyl-1-[(3R)-3-(1,2,4-oxadiazol-3-yl)morpholin-4-yl]ethanone
—— 5-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1-methyltetrazole —— C10H11ClN4S
5-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1-methyltetrazole
—— 1-[(3S)-3-(furan-2-yl)-5-(5-methylfuran-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C16H16N6O3S
1-[(3S)-3-(furan-2-yl)-5-(5-methylfuran-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— 1-[2,5-Dimethyl-1-(3-methylbutyl)pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H31N4O2S+
1-[2,5-Dimethyl-1-(3-methylbutyl)pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H17N3O3S3
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-butyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]tetrazole —— C12H15N7S2
1-butyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]tetrazole
—— 2-(3,4-dimethylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H16N4O2S2
2-(3,4-dimethylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 4-propyl-3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C13H15N5O2S2
4-propyl-3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 2-phenyl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12N4O2S2
2-phenyl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-phenyl-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12N4O2S2
2-phenyl-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— N-benzyl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-benzyl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 1-Butyl-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]tetrazole —— C14H19N7OS
1-Butyl-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]tetrazole
—— 2-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H15N5O2S2
2-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1R)-1-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H15N5OS3
2-[(1R)-1-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1R)-1-(4-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C14H11ClN2OS2
2-[(1R)-1-(4-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C10H10N6OS2
3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H32N4OS2
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C12H13N3S2
N-(2-methylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine —— C16H21N7S2
5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine
—— N-(2-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(2-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(2-cyanoethyl)-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N5OS2
N-(2-cyanoethyl)-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(2-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(3-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(3-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(cyclopenten-1-yl)-2-[[5-[4-(diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylacetamide —— C21H28N4O2S
N-(cyclopenten-1-yl)-2-[[5-[4-(diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylacetamide
—— 3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[(4-fluorophenyl)methyl]propanamide —— C17H20FN3OS
3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C13H14FN5O2S2
(2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H19N5OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(cyclopropylmethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C19H26N4OS2
N-(cyclopropylmethyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 3-(2-Piperidin-1-ium-1-ylethylsulfanyl)-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C22H34N4S+2
3-(2-Piperidin-1-ium-1-ylethylsulfanyl)-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— methyl (2S)-2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]butanoate —— C19H25N3O3S
methyl (2S)-2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]butanoate
—— 3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C20H30N4S
3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-[(4-Cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium —— C20H32N4S+2
3-[(4-Cyano-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium
—— 3-{[2-(Dimethylamino)ethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C19H28N4S
3-{[2-(Dimethylamino)ethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C19H28N4OS
3-{[3-(Dimethylamino)propyl]sulfanyl}-1-(morpholin-4-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 4-Methyl-6-(2-morpholin-4-ium-4-ylethylsulfanyl)-2-phenylpyrimidine-5-carbonitrile —— C18H21N4OS+
4-Methyl-6-(2-morpholin-4-ium-4-ylethylsulfanyl)-2-phenylpyrimidine-5-carbonitrile
—— 3-[(4-Cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium —— C19H30N4OS+2
3-[(4-Cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]propyl-dimethylazanium
—— 1-(4-Methylpiperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C22H32N4S
1-(4-Methylpiperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 1-(Piperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H30N4S
1-(Piperidin-1-yl)-3-{[2-(pyrrolidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 3-{[2-(Morpholin-4-yl)-2-oxoethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H28N4O2S
3-{[2-(Morpholin-4-yl)-2-oxoethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile