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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
—— (2S)-2-(2-bromophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C15H22BrNOS
(2S)-2-(2-bromophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— (3S,5R)-3-(2-bromophenyl)sulfanyl-5-methyloxolan-2-one —— C11H11BrO2S
(3S,5R)-3-(2-bromophenyl)sulfanyl-5-methyloxolan-2-one
—— (3R,5S)-3-(2-bromophenyl)sulfanyl-5-methyloxolan-2-one —— C11H11BrO2S
(3R,5S)-3-(2-bromophenyl)sulfanyl-5-methyloxolan-2-one
—— (2R)-2-(2-bromophenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C13H18BrNOS
(2R)-2-(2-bromophenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (3R,5R)-3-(2-bromophenyl)sulfanyl-5-methyloxolan-2-one —— C11H11BrO2S
(3R,5R)-3-(2-bromophenyl)sulfanyl-5-methyloxolan-2-one
—— 2-[(4-Amino-5-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C11H11N4O2S-
2-[(4-Amino-5-benzyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (5S,7S)-3-aminoadamantane-1-thiol —— C10H17NS
(5S,7S)-3-aminoadamantane-1-thiol
—— (4R)-2,2,4-trimethyl-1,3-dithiane —— C7H14S2
(4R)-2,2,4-trimethyl-1,3-dithiane
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C13H14N3O2S-
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— S-methyl N-[(5S,7R)-3-ethyl-1-adamantyl]carbamothioate —— C14H23NOS
S-methyl N-[(5S,7R)-3-ethyl-1-adamantyl]carbamothioate
—— 4-[2-(4,6-Dimethylpyrimidin-2-yl)sulfanylethyl]morpholin-4-ium —— C12H20N3OS+
4-[2-(4,6-Dimethylpyrimidin-2-yl)sulfanylethyl]morpholin-4-ium
—— Ethyl 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetate —— C11H11N4O2S+
Ethyl 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetate
—— (7R,8S)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one —— C13H13BrN3OS+
(7R,8S)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one
—— (7R,8R)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one —— C13H13BrN3OS+
(7R,8R)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one
—— 2-(4-chlorophenyl)sulfanyl-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]acetamide —— C14H19ClN3OS+
2-(4-chlorophenyl)sulfanyl-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]acetamide
—— 2-Amino-4-(furan-2-yl)-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile —— C12H9N4OS+
2-Amino-4-(furan-2-yl)-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile
—— Ethyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-1-ium-2-yl)sulfanylacetate —— C13H15N4O2S+
Ethyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-1-ium-2-yl)sulfanylacetate
—— (2R)-1,1-dichloro-2-[[(1R)-2,2-dichlorocyclopropyl]methylsulfonylmethyl]cyclopropane —— C8H10Cl4O2S
(2R)-1,1-dichloro-2-[[(1R)-2,2-dichlorocyclopropyl]methylsulfonylmethyl]cyclopropane
—— (2S)-1,1-dichloro-2-[[(1S)-2,2-dichlorocyclopropyl]methylsulfonylmethyl]cyclopropane —— C8H10Cl4O2S
(2S)-1,1-dichloro-2-[[(1S)-2,2-dichlorocyclopropyl]methylsulfonylmethyl]cyclopropane
—— 2-Amino-6-benzylsulfanyl-4-(furan-2-yl)pyridin-1-ium-3,5-dicarbonitrile —— C18H13N4OS+
2-Amino-6-benzylsulfanyl-4-(furan-2-yl)pyridin-1-ium-3,5-dicarbonitrile
—— 2-Amino-6-ethylsulfanyl-4-(furan-2-yl)pyridin-1-ium-3,5-dicarbonitrile —— C13H11N4OS+
2-Amino-6-ethylsulfanyl-4-(furan-2-yl)pyridin-1-ium-3,5-dicarbonitrile
—— 2-Amino-4-ethyl-6-[(2-methylphenyl)methylsulfanyl]pyridin-1-ium-3,5-dicarbonitrile —— C17H17N4S+
2-Amino-4-ethyl-6-[(2-methylphenyl)methylsulfanyl]pyridin-1-ium-3,5-dicarbonitrile
—— 2-Amino-4-ethyl-6-ethylsulfanylpyridin-1-ium-3,5-dicarbonitrile —— C11H13N4S+
2-Amino-4-ethyl-6-ethylsulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 2-Amino-6-benzylsulfanyl-4-ethylpyridin-1-ium-3,5-dicarbonitrile —— C16H15N4S+
2-Amino-6-benzylsulfanyl-4-ethylpyridin-1-ium-3,5-dicarbonitrile
—— (2S)-2-(pyridin-4-ylmethyliminomethyl)-1-benzothiophen-3-one —— C15H12N2OS
(2S)-2-(pyridin-4-ylmethyliminomethyl)-1-benzothiophen-3-one
—— (2R)-2-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoic acid —— C7H11N3O3S
(2R)-2-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanoic acid
—— (2R)-2-phenyl-2-phenylsulfanylacetonitrile —— C14H11NS
(2R)-2-phenyl-2-phenylsulfanylacetonitrile
—— (2S)-2-phenyl-2-phenylsulfanylacetonitrile —— C14H11NS
(2S)-2-phenyl-2-phenylsulfanylacetonitrile
—— (3S)-3-(4-methylphenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C15H14O2S2
(3S)-3-(4-methylphenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— (3S)-3-(4-chlorophenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C14H11ClO2S2
(3S)-3-(4-chlorophenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— 3-(3-Carboxylatophenyl)sulfanylbenzoate —— C14H8O4S-2
3-(3-Carboxylatophenyl)sulfanylbenzoate
—— 2-(3-Nitropyridin-2-yl)sulfanylacetate —— C7H5N2O4S-
2-(3-Nitropyridin-2-yl)sulfanylacetate
—— (3R)-3-(4-methylphenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C15H14O2S2
(3R)-3-(4-methylphenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— (3R)-6-nitro-3-thiophen-2-ylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C12H9NO4S3
(3R)-6-nitro-3-thiophen-2-ylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— (3S)-3-thiophen-2-ylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C12H10O2S3
(3S)-3-thiophen-2-ylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— (3R)-3-(4-chlorophenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C14H11ClO2S2
(3R)-3-(4-chlorophenyl)sulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— methyl (2S)-3-(4-chlorophenyl)sulfanyl-2-methylpropanoate —— C11H13ClO2S
methyl (2S)-3-(4-chlorophenyl)sulfanyl-2-methylpropanoate
—— methyl (2R)-3-(4-chlorophenyl)sulfanyl-2-methylpropanoate —— C11H13ClO2S
methyl (2R)-3-(4-chlorophenyl)sulfanyl-2-methylpropanoate
—— 5-[(2S)-butan-2-yl]sulfanyl-3H-1,3,4-thiadiazole-2-thione —— C6H10N2S3
5-[(2S)-butan-2-yl]sulfanyl-3H-1,3,4-thiadiazole-2-thione
—— 5-[(2R)-butan-2-yl]sulfanyl-3H-1,3,4-thiadiazole-2-thione —— C6H10N2S3
5-[(2R)-butan-2-yl]sulfanyl-3H-1,3,4-thiadiazole-2-thione
—— (3S)-1-(2-chloropyridin-3-yl)-3-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione —— C16H13ClN2O2S
(3S)-1-(2-chloropyridin-3-yl)-3-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione
—— (3S,5R)-1-isothiocyanato-3,5-dimethyladamantane —— C13H19NS
(3S,5R)-1-isothiocyanato-3,5-dimethyladamantane
—— (5S,7R)-1-isothiocyanato-3-methyladamantane —— C12H17NS
(5S,7R)-1-isothiocyanato-3-methyladamantane
—— 3-(4-Methylphenyl)sulfanylpropanoate —— C10H11O2S-
3-(4-Methylphenyl)sulfanylpropanoate
—— (2S)-1-pyrrolidin-1-yl-3-thiophen-2-ylsulfanylpropan-2-ol —— C11H17NOS2
(2S)-1-pyrrolidin-1-yl-3-thiophen-2-ylsulfanylpropan-2-ol
—— (2R)-1-pyrrolidin-1-ium-1-yl-3-thiophen-2-ylsulfanylpropan-2-ol —— C11H18NOS2+
(2R)-1-pyrrolidin-1-ium-1-yl-3-thiophen-2-ylsulfanylpropan-2-ol
—— diethyl-[(2S)-2-hydroxy-3-thiophen-2-ylsulfanylpropyl]azanium —— C11H20NOS2+
diethyl-[(2S)-2-hydroxy-3-thiophen-2-ylsulfanylpropyl]azanium
—— (2R)-1-pyrrolidin-1-yl-3-thiophen-2-ylsulfanylpropan-2-ol —— C11H17NOS2
(2R)-1-pyrrolidin-1-yl-3-thiophen-2-ylsulfanylpropan-2-ol
—— (2S)-1-(2-aminophenyl)sulfanyl-3-thiophen-2-ylsulfanylpropan-2-ol —— C13H15NOS3
(2S)-1-(2-aminophenyl)sulfanyl-3-thiophen-2-ylsulfanylpropan-2-ol
—— (2R)-1-(2-aminophenyl)sulfanyl-3-thiophen-2-ylsulfanylpropan-2-ol —— C13H15NOS3
(2R)-1-(2-aminophenyl)sulfanyl-3-thiophen-2-ylsulfanylpropan-2-ol