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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
—— 3-(2-Oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C21H29N4OS+
3-(2-Oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1-piperidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— N-benzyl-2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetamide —— C23H26N4O2S
N-benzyl-2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]acetamide
—— 3-{[2-Oxo-2-(pyrrolidin-1-yl)ethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H28N4OS
3-{[2-Oxo-2-(pyrrolidin-1-yl)ethyl]sulfanyl}-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 2-{[4-Cyano-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinolin-3-yl]sulfanyl}acetamide —— C17H22N4OS
2-{[4-Cyano-1-(piperidin-1-yl)-5,6,7,8-tetrahydroisoquinolin-3-yl]sulfanyl}acetamide
—— N-{[5-(4-bromophenyl)furan-2-yl]methyl}-3-[(1-methyl-1H-tetrazol-5-yl)sulfanyl]propan-1-amine —— C16H18BrN5OS
N-{[5-(4-bromophenyl)furan-2-yl]methyl}-3-[(1-methyl-1H-tetrazol-5-yl)sulfanyl]propan-1-amine
—— 1-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C16H23N5OS
1-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 3-(Phenylsulfanylmethyl)-6-pyrazin-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C14H10N6S2
3-(Phenylsulfanylmethyl)-6-pyrazin-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 1-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-(pyridin-4-ylmethyl)urea —— C17H21N3OS
1-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-(pyridin-4-ylmethyl)urea
—— 1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C16H23N5OS
1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-(pyridin-4-ylmethyl)urea —— C17H21N3OS
1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-(pyridin-4-ylmethyl)urea
—— 1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C16H23N5OS
1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 1-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea —— C16H23N5OS
1-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]urea
—— 3-{[2-(Dimethylamino)ethyl]sulfanyl}-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C18H26N4S
3-{[2-(Dimethylamino)ethyl]sulfanyl}-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— [(2S)-5-oxopyrrolidin-2-yl]methyl (2S)-2-(2-fluorophenyl)sulfanyl-2-phenylacetate —— C19H18FNO3S
[(2S)-5-oxopyrrolidin-2-yl]methyl (2S)-2-(2-fluorophenyl)sulfanyl-2-phenylacetate
—— [(2R)-5-oxopyrrolidin-2-yl]methyl (2R)-2-(2-fluorophenyl)sulfanyl-2-phenylacetate —— C19H18FNO3S
[(2R)-5-oxopyrrolidin-2-yl]methyl (2R)-2-(2-fluorophenyl)sulfanyl-2-phenylacetate
—— 3-[(4-Fluorophenyl)methylsulfanyl]-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C21H23FN3OS+
3-[(4-Fluorophenyl)methylsulfanyl]-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C21H28N4O2S
2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 1-(Morpholin-4-yl)-3-{[2-(piperidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C21H30N4OS
1-(Morpholin-4-yl)-3-{[2-(piperidin-1-yl)ethyl]sulfanyl}-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C21H29N4O2S+
2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C21H28N4O2S
2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[[4-Cyano-1-(4-methylpiperidin-1-yl)-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl]sulfanyl]acetamide —— C18H25N4OS+
2-[[4-Cyano-1-(4-methylpiperidin-1-yl)-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl]sulfanyl]acetamide
—— 2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C21H29N4O2S+
2-[(4-cyano-1-pyrrolidin-1-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— [(2R)-5-oxopyrrolidin-2-yl]methyl (2S)-2-(2-fluorophenyl)sulfanyl-2-phenylacetate —— C19H18FNO3S
[(2R)-5-oxopyrrolidin-2-yl]methyl (2S)-2-(2-fluorophenyl)sulfanyl-2-phenylacetate
—— 1-[(2S)-1-(4-methylpiperazin-1-yl)propan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]urea —— C17H28N4OS
1-[(2S)-1-(4-methylpiperazin-1-yl)propan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]urea
—— 1-[(2R)-1-(4-methylpiperazin-1-yl)propan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]urea —— C17H28N4OS
1-[(2R)-1-(4-methylpiperazin-1-yl)propan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]urea
—— 3-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11N2O3S-
3-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 3-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C12H11N2O3S-
3-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 2-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C10H6BrN2O3S-
2-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 3-[[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C10H9N2O4S-
3-[[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 4-[2-(4-Chlorophenyl)sulfanylanilino]-4-oxobutanoate —— C16H13ClNO3S-
4-[2-(4-Chlorophenyl)sulfanylanilino]-4-oxobutanoate
—— ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]butanoate —— C8H13N3O2S2
ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]butanoate
—— (1R,2S)-2-ethylsulfanylcyclopentan-1-amine —— C7H15NS
(1R,2S)-2-ethylsulfanylcyclopentan-1-amine
—— (1S,2R)-2-ethylsulfanylcyclopentan-1-amine —— C7H15NS
(1S,2R)-2-ethylsulfanylcyclopentan-1-amine
—— trans-2-Ethylthiocyclopentylamine —— C7H15NS
trans-2-Ethylthiocyclopentylamine
—— (1S,2S)-2-ethylsulfanylcyclopentan-1-amine —— C7H15NS
(1S,2S)-2-ethylsulfanylcyclopentan-1-amine
—— (2R)-2-phenyl-2-(2-phenylpyrimidin-4-yl)sulfanylacetic acid —— C18H14N2O2S
(2R)-2-phenyl-2-(2-phenylpyrimidin-4-yl)sulfanylacetic acid
—— 2-(3-chloropyrazin-2-yl)sulfanylbenzamide —— C11H8ClN3OS
2-(3-chloropyrazin-2-yl)sulfanylbenzamide
—— N-[(2S)-1,1-dioxothiolan-2-yl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C10H15N3O3S2
N-[(2S)-1,1-dioxothiolan-2-yl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— N-[(2R)-1,1-dioxothiolan-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C10H14N2O3S3
N-[(2R)-1,1-dioxothiolan-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-(3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C19H21N3OS
2-(3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-[(2R)-1,1-dioxothiolan-2-yl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C10H15N3O3S2
N-[(2R)-1,1-dioxothiolan-2-yl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— N-[(2S)-1,1-dioxothiolan-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C10H14N2O3S3
N-[(2S)-1,1-dioxothiolan-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-(3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C19H21N3OS
2-(3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— (2S)-2-phenyl-2-(2-phenylpyrimidin-4-yl)sulfanylacetic acid —— C18H14N2O2S
(2S)-2-phenyl-2-(2-phenylpyrimidin-4-yl)sulfanylacetic acid
—— 2-[[5-(5-methylthiophen-3-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4O2S2
2-[[5-(5-methylthiophen-3-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C16H20N4OS
2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— ethyl 2-[[5-cyclopropyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H21N3O3S
ethyl 2-[[5-cyclopropyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— ethyl 2-[[5-cyclopropyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H21N3O3S
ethyl 2-[[5-cyclopropyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropan-1-amine —— C13H16ClN3OS
(1R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropan-1-amine
—— [(1R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H17ClN3OS+
[(1R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium