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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-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C6H5N2O3S-
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— (2S)-2-[1-(5-chlorothiophen-2-yl)sulfonylpiperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide —— C20H25ClN2O3S3
(2S)-2-[1-(5-chlorothiophen-2-yl)sulfonylpiperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide
—— (2R)-2-[1-(5-chlorothiophen-2-yl)sulfonylpiperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide —— C20H25ClN2O3S3
(2R)-2-[1-(5-chlorothiophen-2-yl)sulfonylpiperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide
—— (2R)-N-[(4-methylsulfanylphenyl)methyl]-2-(1-thiophen-2-ylsulfonylpiperidin-4-yl)propanamide —— C20H26N2O3S3
(2R)-N-[(4-methylsulfanylphenyl)methyl]-2-(1-thiophen-2-ylsulfonylpiperidin-4-yl)propanamide
—— (2S)-N-[(4-methylsulfanylphenyl)methyl]-2-(1-thiophen-2-ylsulfonylpiperidin-4-yl)propanamide —— C20H26N2O3S3
(2S)-N-[(4-methylsulfanylphenyl)methyl]-2-(1-thiophen-2-ylsulfonylpiperidin-4-yl)propanamide
—— (2R)-2-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide —— C21H29N3O4S2
(2R)-2-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide
—— (2S)-2-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide —— C21H29N3O4S2
(2S)-2-[1-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperidin-4-yl]-N-[(4-methylsulfanylphenyl)methyl]propanamide
—— dimethyl (2S,3R)-2,3-bis(pyrimidin-2-ylsulfanyl)butanedioate —— C14H14N4O4S2
dimethyl (2S,3R)-2,3-bis(pyrimidin-2-ylsulfanyl)butanedioate
—— dimethyl (2S,3S)-2,3-bis(pyridin-2-ylsulfanyl)butanedioate —— C16H16N2O4S2
dimethyl (2S,3S)-2,3-bis(pyridin-2-ylsulfanyl)butanedioate
—— ethyl (1S,5R,6S)-5-hydroxy-4,4-dimethyl-1-(trifluoromethyl)-2-oxa-7-thiabicyclo[3.2.1]octane-6-carboxylate —— C12H17F3O4S
ethyl (1S,5R,6S)-5-hydroxy-4,4-dimethyl-1-(trifluoromethyl)-2-oxa-7-thiabicyclo[3.2.1]octane-6-carboxylate
—— dimethyl (2R,3R)-2,3-bis(pyrimidin-2-ylsulfanyl)butanedioate —— C14H14N4O4S2
dimethyl (2R,3R)-2,3-bis(pyrimidin-2-ylsulfanyl)butanedioate
—— dimethyl (2R,3S)-2,3-bis(pyridin-2-ylsulfanyl)butanedioate —— C16H16N2O4S2
dimethyl (2R,3S)-2,3-bis(pyridin-2-ylsulfanyl)butanedioate
—— dimethyl (2S,3S)-2,3-bis(pyrimidin-2-ylsulfanyl)butanedioate —— C14H14N4O4S2
dimethyl (2S,3S)-2,3-bis(pyrimidin-2-ylsulfanyl)butanedioate
—— dimethyl (2R,3R)-2,3-bis(pyridin-2-ylsulfanyl)butanedioate —— C16H16N2O4S2
dimethyl (2R,3R)-2,3-bis(pyridin-2-ylsulfanyl)butanedioate
—— (2S)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C17H21N3O4S
(2S)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— (2R)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C16H19N3O4S
(2R)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C22H24N4O3S
2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C22H24N4O3S
2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C21H26N4O4S
2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2R)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C15H17N3O4S
(2R)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— (2S)-2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C17H19N3O4S
(2S)-2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— 2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C21H26N4O4S
2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (2R)-2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C17H19N3O4S
(2R)-2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— (2S)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C16H19N3O4S
(2S)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C20H26N4O4S
2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2S)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C15H17N3O4S
(2S)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— (2R)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C17H21N3O4S
(2R)-2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— 3-{2-[(Carbamoylmethyl)sulfanyl]-4,6-dimethylpyrimidin-5-yl}propanoic acid 873208-65-2 C11H15N3O3S
3-{2-[(Carbamoylmethyl)sulfanyl]-4,6-dimethylpyrimidin-5-yl}propanoic acid
—— (3S)-3-(isothiocyanatomethyl)heptane —— C9H17NS
(3S)-3-(isothiocyanatomethyl)heptane
—— (3R)-3-(isothiocyanatomethyl)heptane —— C9H17NS
(3R)-3-(isothiocyanatomethyl)heptane
—— 2-[(2,4-Dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetate —— C7H8N3O4S-
2-[(2,4-Dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetate
—— (3-Ethoxypropyl)thiourea —— C6H14N2OS
(3-Ethoxypropyl)thiourea
—— 2-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyridine-3-carboxylic acid 870693-02-0 C14H11NO4S
2-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyridine-3-carboxylic acid
—— 2-[(2,4-Dimethyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)sulfanyl]acetic acid —— C7H9N3O4S
2-[(2,4-Dimethyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)sulfanyl]acetic acid
—— [(3,4-Difluorophenyl)thio]acetic acid 867311-53-3 C8H6F2O2S
[(3,4-Difluorophenyl)thio]acetic acid
—— 3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propylazanium —— C11H21N4S+
3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propylazanium
—— 3-[4-(2-Methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propylazanium —— C10H21N4S+
3-[4-(2-Methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propylazanium
—— 3-[2-(Difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]propanoate —— C10H11F2N2O2S-
3-[2-(Difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]propanoate
—— 2-(2,5-Difluorophenyl)sulfanylacetate —— C8H5F2O2S-
2-(2,5-Difluorophenyl)sulfanylacetate
—— 2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]acetate —— C7H9N2O2S-
2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]acetate
—— [(1R)-1-chloro-2,2,2-trifluoroethyl]sulfanylbenzene —— C8H6ClF3S
[(1R)-1-chloro-2,2,2-trifluoroethyl]sulfanylbenzene
—— 2-[(5-Thiophen-2-yl-1,2,4-triazin-3-yl)sulfanyl]acetate —— C9H6N3O2S2-
2-[(5-Thiophen-2-yl-1,2,4-triazin-3-yl)sulfanyl]acetate
—— 2-[(1R)-1-chloro-2,2,2-trifluoroethyl]sulfanylethanol —— C4H6ClF3OS
2-[(1R)-1-chloro-2,2,2-trifluoroethyl]sulfanylethanol
—— 1-[(1R)-1-chloro-2,2,2-trifluoroethyl]sulfanyl-4-methylbenzene —— C9H8ClF3S
1-[(1R)-1-chloro-2,2,2-trifluoroethyl]sulfanyl-4-methylbenzene
—— (+/-)-<i>trans</i>-2-methyl-cyclohexyl isothiocyanate —— C8H13NS
(+/-)-<i>trans</i>-2-methyl-cyclohexyl isothiocyanate
—— (1S,2R)-1-isothiocyanato-2-methylcyclohexane —— C8H13NS
(1S,2R)-1-isothiocyanato-2-methylcyclohexane
—— (1S,5R,6R)-2-amino-4,4-dimethoxy-6-(4-methylsulfanylphenyl)-3-azabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile —— C16H16N4O2S
(1S,5R,6R)-2-amino-4,4-dimethoxy-6-(4-methylsulfanylphenyl)-3-azabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile
—— (1S,2S)-1-isothiocyanato-2-methylcyclohexane —— C8H13NS
(1S,2S)-1-isothiocyanato-2-methylcyclohexane
—— (2S)-2-phenylsulfanylpropanoate —— C9H9O2S-
(2S)-2-phenylsulfanylpropanoate
—— (1S,5R,6R)-2-amino-4,4-dimethoxy-6-(4-methylsulfanylphenyl)-3-azoniabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile —— C16H17N4O2S+
(1S,5R,6R)-2-amino-4,4-dimethoxy-6-(4-methylsulfanylphenyl)-3-azoniabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile