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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-[(S)-[(1R,2S)-2-methylcyclopropyl]-phenylmethyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H20N4OS
N-[(S)-[(1R,2S)-2-methylcyclopropyl]-phenylmethyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one —— C14H17N3OS2
(2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one
—— 2-[2-(4-Chlorophenyl)sulfanylethylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole —— C17H15ClN2OS2
2-[2-(4-Chlorophenyl)sulfanylethylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole
—— N-[(1R,3R)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[(1R,3R)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide
—— (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one —— C14H17N3OS2
(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one
—— 1-[(3-methylpyridin-2-yl)methyl]-3-[(2S)-2-phenylsulfanylpropyl]urea —— C17H21N3OS
1-[(3-methylpyridin-2-yl)methyl]-3-[(2S)-2-phenylsulfanylpropyl]urea
—— 1-[(3-methylpyridin-2-yl)methyl]-3-[(2R)-2-phenylsulfanylpropyl]urea —— C17H21N3OS
1-[(3-methylpyridin-2-yl)methyl]-3-[(2R)-2-phenylsulfanylpropyl]urea
—— 5-[(2-chlorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H14ClN3S2
5-[(2-chlorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[(3R)-1-benzylpyrrolidin-1-ium-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C23H24N3OS+
N-[(3R)-1-benzylpyrrolidin-1-ium-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-Naphthalen-2-ylsulfanylpyrimidine —— C14H10N2S
2-Naphthalen-2-ylsulfanylpyrimidine
—— N-[(1R,3S)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[(1R,3S)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(1S,3S)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[(1S,3S)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(1S,3R)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[(1S,3R)-3-methoxy-2,2,3-trimethylcyclobutyl]-2-pyridin-4-ylsulfanylacetamide
—— N'-[2-(3-chloro-4-fluorophenyl)sulfanylacetyl]-2-[(3R)-1,1-dioxothiolan-3-yl]acetohydrazide —— C14H16ClFN2O4S2
N'-[2-(3-chloro-4-fluorophenyl)sulfanylacetyl]-2-[(3R)-1,1-dioxothiolan-3-yl]acetohydrazide
—— 5-ethylsulfanyl-3-(2-thienyl)-1H-1,2,4-triazole —— C8H9N3S2
5-ethylsulfanyl-3-(2-thienyl)-1H-1,2,4-triazole
—— 4,6-Dimethyl-2-[2-oxo-2-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]ethyl]sulfanylpyridine-3-carbonitrile —— C19H23N4OS2+
4,6-Dimethyl-2-[2-oxo-2-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]ethyl]sulfanylpyridine-3-carbonitrile
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(2-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C23H30N2O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-(2-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 4,6-Dimethyl-2-[2-oxo-2-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethyl]sulfanylpyridine-3-carbonitrile —— C19H22N4OS2
4,6-Dimethyl-2-[2-oxo-2-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethyl]sulfanylpyridine-3-carbonitrile
—— 1-(5-Chlorothiophen-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C11H10ClN3OS3
1-(5-Chlorothiophen-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— [(1S)-2-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-1-thiophen-2-ylethyl]-dimethylazanium —— C22H22N3OS2+
[(1S)-2-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-1-thiophen-2-ylethyl]-dimethylazanium
—— 2-[[4-(4-Methylphenyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile —— C19H18N6OS
2-[[4-(4-Methylphenyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C17H26N4O3S2
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-phenylsulfanyl-N-[2-(thiophen-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C20H16N4OS2
2-phenylsulfanyl-N-[2-(thiophen-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— 4-[(4-benzylsulfonylpiperazin-1-yl)methyl]-2-methylsulfanyl-1H-pyrimidin-6-one —— C17H22N4O3S2
4-[(4-benzylsulfonylpiperazin-1-yl)methyl]-2-methylsulfanyl-1H-pyrimidin-6-one
—— 4-Cyclohexyl-3-methyl-5-propan-2-ylsulfanyl-1,2,4-triazole —— C12H21N3S
4-Cyclohexyl-3-methyl-5-propan-2-ylsulfanyl-1,2,4-triazole
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C19H30N4O2S
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C19H30N4O2S
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— [(2R)-but-3-yn-2-yl] (3R)-2,3-dihydro-1-benzothiophene-3-carboxylate —— C13H12O2S
[(2R)-but-3-yn-2-yl] (3R)-2,3-dihydro-1-benzothiophene-3-carboxylate
—— [(2R)-but-3-yn-2-yl] (3S)-2,3-dihydro-1-benzothiophene-3-carboxylate —— C13H12O2S
[(2R)-but-3-yn-2-yl] (3S)-2,3-dihydro-1-benzothiophene-3-carboxylate
—— [(2S)-but-3-yn-2-yl] (3R)-2,3-dihydro-1-benzothiophene-3-carboxylate —— C13H12O2S
[(2S)-but-3-yn-2-yl] (3R)-2,3-dihydro-1-benzothiophene-3-carboxylate
—— [(2S)-but-3-yn-2-yl] (3S)-2,3-dihydro-1-benzothiophene-3-carboxylate —— C13H12O2S
[(2S)-but-3-yn-2-yl] (3S)-2,3-dihydro-1-benzothiophene-3-carboxylate
—— (2S)-4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C17H15N5OS3
(2S)-4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— [2-oxo-2-(1H-pyrrol-2-yl)ethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C20H17NO3S
[2-oxo-2-(1H-pyrrol-2-yl)ethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— (2R)-4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C17H15N5OS3
(2R)-4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— N-(cyclohexen-1-yl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H21N3O3S
N-(cyclohexen-1-yl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide
—— (1S,3S)-N-methyl-3-methylsulfanyl-N-(2-methylsulfonylethyl)cyclopentan-1-amine —— C10H21NO2S2
(1S,3S)-N-methyl-3-methylsulfanyl-N-(2-methylsulfonylethyl)cyclopentan-1-amine
—— 3-[2-[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]ethyl]-1,3-oxazolidin-2-one —— C16H22N2O2S
3-[2-[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]ethyl]-1,3-oxazolidin-2-one
—— 2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C19H30N4O2S
2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-methyl-1-[(3S)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]propan-2-ol —— C15H23NOS
2-methyl-1-[(3S)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]propan-2-ol
—— (1R,3S)-N-methyl-3-methylsulfanyl-N-(2-methylsulfonylethyl)cyclopentan-1-amine —— C10H21NO2S2
(1R,3S)-N-methyl-3-methylsulfanyl-N-(2-methylsulfonylethyl)cyclopentan-1-amine
—— 3-[2-[(3S)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]ethyl]-1,3-oxazolidin-2-one —— C16H22N2O2S
3-[2-[(3S)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]ethyl]-1,3-oxazolidin-2-one
—— 2-methyl-1-[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]propan-2-ol —— C15H23NOS
2-methyl-1-[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]propan-2-ol
—— 2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C19H31N4O2S+
2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— [2-[(3-Chlorophenyl)methylamino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate —— C17H15ClFNO3S
[2-[(3-Chlorophenyl)methylamino]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate
—— 3-[[5-(4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C13H14N6OS2
3-[[5-(4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— N-[(2R)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-2-phenylsulfanylacetamide —— C14H14ClNO2S2
N-[(2R)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-2-phenylsulfanylacetamide
—— N-[(2S)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-2-phenylsulfanylacetamide —— C14H14ClNO2S2
N-[(2S)-2-(5-chlorothiophen-2-yl)-2-hydroxyethyl]-2-phenylsulfanylacetamide
—— 2-(2,5-Dichlorophenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine —— C15H14Cl2N2O2S2
2-(2,5-Dichlorophenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine
—— (5-Chloro-6-oxo-1-phenylpyridazin-4-yl) pyrrolidine-1-carbodithioate —— C15H14ClN3OS2
(5-Chloro-6-oxo-1-phenylpyridazin-4-yl) pyrrolidine-1-carbodithioate
—— [2-(2-Benzoylhydrazinyl)-2-oxoethyl] 2-phenylsulfanylpyridine-3-carboxylate —— C21H17N3O4S
[2-(2-Benzoylhydrazinyl)-2-oxoethyl] 2-phenylsulfanylpyridine-3-carboxylate