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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
—— 4-(4-Morpholin-4-ium-4-ylbutylsulfanyl)phenol —— C14H22NO2S+
4-(4-Morpholin-4-ium-4-ylbutylsulfanyl)phenol
—— (2R)-2-[[5-[(2R)-1-amino-1-oxobutan-2-yl]sulfanyl-1,2,4-thiadiazol-3-yl]sulfanyl]butanamide —— C10H16N4O2S3
(2R)-2-[[5-[(2R)-1-amino-1-oxobutan-2-yl]sulfanyl-1,2,4-thiadiazol-3-yl]sulfanyl]butanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylacetamide —— C14H19NO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-(4-methylphenyl)sulfanylacetamide
—— (2R)-1-[4-(3-methylpyridin-4-yl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one —— C19H24N4OS
(2R)-1-[4-(3-methylpyridin-4-yl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one
—— (2S)-1-[4-(3-methylpyridin-4-yl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one —— C19H24N4OS
(2S)-1-[4-(3-methylpyridin-4-yl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one
—— [(1R)-1-[4-benzyl-5-[(2R)-1-(cyclohexylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C23H36N5OS+
[(1R)-1-[4-benzyl-5-[(2R)-1-(cyclohexylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-ethylacetamide —— C23H28N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-ethylacetamide
—— 3-[[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoic acid —— C11H15N3O5S4
3-[[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanoic acid
—— (2E)-2-cyano-N-cyclopropyl-2-[(5E)-5-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]acetamide —— C23H20N6O4S2
(2E)-2-cyano-N-cyclopropyl-2-[(5E)-5-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]acetamide
—— N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-(6-Amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetamide —— C9H8N5OS+
2-(6-Amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetamide
—— 7-methylsulfanyl-4-oxo-6H-[1,2,4]triazolo[5,1-c][1,2,4]triazine-3-carboxylate —— C6H4N5O3S-
7-methylsulfanyl-4-oxo-6H-[1,2,4]triazolo[5,1-c][1,2,4]triazine-3-carboxylate
—— 1-(2-hydroxyethyl)-3-[(1S,5S)-3,3,5-trimethylcyclohexyl]thiourea —— C12H24N2OS
1-(2-hydroxyethyl)-3-[(1S,5S)-3,3,5-trimethylcyclohexyl]thiourea
—— 3-Ethylsulfanyl-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C16H22N3OS+
3-Ethylsulfanyl-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 3-Methylsulfanyl-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C15H20N3OS+
3-Methylsulfanyl-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 2-(6-Amino-3,5-dicyano-4-methylpyridin-1-ium-2-yl)sulfanylacetamide —— C10H10N5OS+
2-(6-Amino-3,5-dicyano-4-methylpyridin-1-ium-2-yl)sulfanylacetamide
—— 3-(2-Methylpropylsulfanyl)-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C18H26N3OS+
3-(2-Methylpropylsulfanyl)-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— methyl (5S)-5-bromo-4-(4-chlorophenyl)sulfanyl-2,5-dihydrothiophene-3-carboxylate —— C12H10BrClO2S2
methyl (5S)-5-bromo-4-(4-chlorophenyl)sulfanyl-2,5-dihydrothiophene-3-carboxylate
—— methyl 2,2-dicyano-N-prop-2-enylethanimidothioate —— C8H9N3S
methyl 2,2-dicyano-N-prop-2-enylethanimidothioate
—— (6S)-2-butylsulfanyl-4,4,6-trimethyl-5,6-dihydro-1,3-oxazine —— C11H21NOS
(6S)-2-butylsulfanyl-4,4,6-trimethyl-5,6-dihydro-1,3-oxazine
—— 2,2-dimethyl-N-[(1R)-2,2,2-trichloro-1-[2-[2,2-dichloro-1-(2,2-dimethylpropanoylamino)ethenyl]sulfanyl-6-methylpyrimidin-4-yl]oxyethyl]propanamide —— C19H25Cl5N4O3S
2,2-dimethyl-N-[(1R)-2,2,2-trichloro-1-[2-[2,2-dichloro-1-(2,2-dimethylpropanoylamino)ethenyl]sulfanyl-6-methylpyrimidin-4-yl]oxyethyl]propanamide
—— (6R)-2-butylsulfanyl-4,4,6-trimethyl-5,6-dihydro-1,3-oxazine —— C11H21NOS
(6R)-2-butylsulfanyl-4,4,6-trimethyl-5,6-dihydro-1,3-oxazine
—— 4-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-2-methoxycyclohexa-2,5-dien-1-one —— C19H19N3O2S
4-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-2-methoxycyclohexa-2,5-dien-1-one
—— Diethyl 2-(6-amino-3,5-dicyano-4-methylsulfanylpyridin-1-ium-2-yl)sulfanyl-2-methylpropanedioate —— C16H19N4O4S2+
Diethyl 2-(6-amino-3,5-dicyano-4-methylsulfanylpyridin-1-ium-2-yl)sulfanyl-2-methylpropanedioate
—— 3-[[3-(1,3-Benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]sulfamoyl]benzoate —— C20H13N2O5S3-
3-[[3-(1,3-Benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]sulfamoyl]benzoate
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-cyclopentylacetamide —— C14H16N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-cyclopentylacetamide
—— 3-[[2-(1,3-Benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]sulfamoyl]benzoate —— C20H13N2O5S3-
3-[[2-(1,3-Benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]sulfamoyl]benzoate
—— (3S)-1-methylsulfonyl-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C19H22N2O3S2
(3S)-1-methylsulfonyl-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (3R)-1-methylsulfonyl-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C19H22N2O3S2
(3R)-1-methylsulfonyl-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C14H16N5O2S+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[[5-(Furan-2-yl)-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C11H12N3O4S-
2-[[5-(Furan-2-yl)-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2S)-N-methyl-N-[(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide —— C17H17N5O2S
(2S)-N-methyl-N-[(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-N-methyl-N-[(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide —— C17H17N5O2S
(2R)-N-methyl-N-[(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide
—— 2-[(4-tert-butyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C10H13N2O3S-
2-[(4-tert-butyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— 2-(4-Chlorophenyl)sulfanylethylazanium —— C8H11ClNS+
2-(4-Chlorophenyl)sulfanylethylazanium
—— 3-(difluoromethyl)-5-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]thio}-4H-1,2,4-triazol-4-amine —— C9H11F2N7O2S
3-(difluoromethyl)-5-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]thio}-4H-1,2,4-triazol-4-amine
—— 2-[4-(Trifluoromethylsulfanyl)phenyl]acetate —— C9H6F3O2S-
2-[4-(Trifluoromethylsulfanyl)phenyl]acetate
—— 3-(difluoromethyl)-5-(ethylthio)-4H-1,2,4-triazol-4-amine 832737-84-5 C5H8F2N4S
3-(difluoromethyl)-5-(ethylthio)-4H-1,2,4-triazol-4-amine
—— (3R)-3-amino-3-(4-methylsulfanylphenyl)propan-1-ol —— C10H15NOS
(3R)-3-amino-3-(4-methylsulfanylphenyl)propan-1-ol
—— ethyl (3R)-2-methylimino-4-oxothiolane-3-carboxylate —— C8H11NO3S
ethyl (3R)-2-methylimino-4-oxothiolane-3-carboxylate
—— (4R)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H17N3O2S3
(4R)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— 2-Amino-6-(3,3-dimethyl-2-oxobutyl)sulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile —— C17H17N4OS2+
2-Amino-6-(3,3-dimethyl-2-oxobutyl)sulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile
—— (1S)-1-(3,5-dimethylphenyl)sulfanylethanol —— C10H14OS
(1S)-1-(3,5-dimethylphenyl)sulfanylethanol
—— (1R)-1-(3,4-dimethylphenyl)sulfanylethanol —— C10H14OS
(1R)-1-(3,4-dimethylphenyl)sulfanylethanol
—— (1R)-1-(3,5-dimethylphenyl)sulfanylethanol —— C10H14OS
(1R)-1-(3,5-dimethylphenyl)sulfanylethanol
—— (1S)-1-(3,4-dimethylphenyl)sulfanylethanol —— C10H14OS
(1S)-1-(3,4-dimethylphenyl)sulfanylethanol
—— (1R)-1-(4-methylphenyl)sulfanylpropan-1-ol —— C10H14OS
(1R)-1-(4-methylphenyl)sulfanylpropan-1-ol
—— N-[[3-[3-[(Z)-hydroxyiminomethyl]-2,4,6-trimethylphenyl]sulfanyl-2,4,6-trimethylphenyl]methylidene]hydroxylamine —— C20H24N2O2S
N-[[3-[3-[(Z)-hydroxyiminomethyl]-2,4,6-trimethylphenyl]sulfanyl-2,4,6-trimethylphenyl]methylidene]hydroxylamine
—— [(4R)-1-[(2-methylpropan-2-yl)oxy]-4-[6-[(4S)-1-[(2-methylpropan-2-yl)oxy]-2-(oxomethylidene)piperidin-4-yl]oxy-2-methylsulfanylpyrimidin-4-yl]oxypiperidin-2-ylidene]methanone —— C25H36N4O6S
[(4R)-1-[(2-methylpropan-2-yl)oxy]-4-[6-[(4S)-1-[(2-methylpropan-2-yl)oxy]-2-(oxomethylidene)piperidin-4-yl]oxy-2-methylsulfanylpyrimidin-4-yl]oxypiperidin-2-ylidene]methanone
—— [(4R)-1-[(2-methylpropan-2-yl)oxy]-4-[6-[(4R)-1-[(2-methylpropan-2-yl)oxy]-2-(oxomethylidene)piperidin-4-yl]oxy-2-methylsulfanylpyrimidin-4-yl]oxypiperidin-2-ylidene]methanone —— C25H36N4O6S
[(4R)-1-[(2-methylpropan-2-yl)oxy]-4-[6-[(4R)-1-[(2-methylpropan-2-yl)oxy]-2-(oxomethylidene)piperidin-4-yl]oxy-2-methylsulfanylpyrimidin-4-yl]oxypiperidin-2-ylidene]methanone