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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-methylsulfanylbutane —— C5H12S
(2S)-2-methylsulfanylbutane
—— (2R)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid —— C5H8N4O2S
(2R)-2-(1-methyltetrazol-5-yl)sulfanylpropanoic acid
—— 2-((4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)pyrimidin-2-yl)thio)acetic acid —— C13H13F3N4O2S
2-((4-(1-Ethyl-3-methyl-1H-pyrazol-4-yl)-6-(trifluoromethyl)pyrimidin-2-yl)thio)acetic acid
—— (4S)-1-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H19N3O2S3
(4S)-1-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— 2-methoxyethyl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate —— C19H22N2O4S2
2-methoxyethyl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
—— 4-hydroxy-3-phenyl-2-propylsulfanyl-1H-pyrimidin-3-ium-6-one —— C13H15N2O2S+
4-hydroxy-3-phenyl-2-propylsulfanyl-1H-pyrimidin-3-ium-6-one
—— (2S)-1-(4,6-dimethylpyrimidin-2-yl)sulfanyl-3-ethoxypropan-2-ol —— C11H18N2O2S
(2S)-1-(4,6-dimethylpyrimidin-2-yl)sulfanyl-3-ethoxypropan-2-ol
—— (3S,4S)-1-[[2-(difluoromethylsulfanyl)phenyl]methyl]-3,4-dimethylpyrrolidine-2,5-dione —— C14H15F2NO2S
(3S,4S)-1-[[2-(difluoromethylsulfanyl)phenyl]methyl]-3,4-dimethylpyrrolidine-2,5-dione
—— 2-(1-Methyltetrazol-5-yl)sulfanylethyl-(pyridin-3-ylmethyl)azanium —— C10H15N6S+
2-(1-Methyltetrazol-5-yl)sulfanylethyl-(pyridin-3-ylmethyl)azanium
—— 2-amino-5-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-4,6-dimethylcyclopenta[b]pyridin-1-ium-3,7-dicarbonitrile —— C24H17N6OS+
2-amino-5-[[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene]-4,6-dimethylcyclopenta[b]pyridin-1-ium-3,7-dicarbonitrile
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-3-oxobutanamide —— C7H10N4O2S2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-3-oxobutanamide
—— 1-[(1E)-4-bromo-3,4-dichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]piperidine —— C15H15BrCl2N2O2S
1-[(1E)-4-bromo-3,4-dichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]piperidine
—— S-methyl N-[(3S,5R)-3,5-dimethyl-1-adamantyl]carbamothioate —— C14H23NOS
S-methyl N-[(3S,5R)-3,5-dimethyl-1-adamantyl]carbamothioate
—— 2-(4,6-Diaminopyrimidin-2-yl)sulfanylacetate —— C6H7N4O2S-
2-(4,6-Diaminopyrimidin-2-yl)sulfanylacetate
—— 2-(2-Chlorophenyl)sulfanylacetate —— C8H6ClO2S
2-(2-Chlorophenyl)sulfanylacetate
—— 2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C12H12N3O2S-
2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 4,4-dimethyl-11-(2-phenylethyl)-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one —— C18H23N4OS+
4,4-dimethyl-11-(2-phenylethyl)-5-thia-7,11,13-triaza-2-azoniatricyclo[7.4.0.02,6]trideca-1(9),6-dien-8-one
—— (2S)-2-(4-methylthiadiazol-5-yl)sulfanylpropanoate —— C6H7N2O2S2-
(2S)-2-(4-methylthiadiazol-5-yl)sulfanylpropanoate
—— N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]acetamide —— C11H13Cl2NOS
N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]acetamide
—— 3-hydroxy-6-(hydroxymethyl)-2-[(S)-(4-methylsulfanylphenyl)-(pyridin-1-ium-2-ylamino)methyl]pyran-4-one —— C19H19N2O4S+
3-hydroxy-6-(hydroxymethyl)-2-[(S)-(4-methylsulfanylphenyl)-(pyridin-1-ium-2-ylamino)methyl]pyran-4-one
—— (2E)-2-methoxyimino-2-[5-[(Z)-[3-(4-methylsulfanylphenyl)-1,4-dihydropyrazol-5-ylidene]amino]thiophen-3-yl]acetate —— C17H15N4O3S2-
(2E)-2-methoxyimino-2-[5-[(Z)-[3-(4-methylsulfanylphenyl)-1,4-dihydropyrazol-5-ylidene]amino]thiophen-3-yl]acetate
—— 1-[(5R)-5-hydroxy-5-(trifluoromethyl)-1,4-dihydropyrazol-3-yl]-7,7-dimethyl-3-methylsulfanyl-5,6-dihydro-2-benzothiophen-4-one —— C15H17F3N2O2S2
1-[(5R)-5-hydroxy-5-(trifluoromethyl)-1,4-dihydropyrazol-3-yl]-7,7-dimethyl-3-methylsulfanyl-5,6-dihydro-2-benzothiophen-4-one
—— (5S)-3-(3-methylsulfanylphenyl)-5-phenyl-1,3-thiazolidine-2,4-dione —— C16H13NO2S2
(5S)-3-(3-methylsulfanylphenyl)-5-phenyl-1,3-thiazolidine-2,4-dione
—— ethyl (2S)-2-[[5-(4-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H14ClN3O2S2
ethyl (2S)-2-[[5-(4-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— methyl (2Z)-2-[3-(3-methylsulfanylphenyl)-4-oxo-2-pyridin-2-ylimino-1,3-thiazolidin-5-ylidene]acetate —— C18H15N3O3S2
methyl (2Z)-2-[3-(3-methylsulfanylphenyl)-4-oxo-2-pyridin-2-ylimino-1,3-thiazolidin-5-ylidene]acetate
—— (6R)-3-benzylsulfanyl-4-oxo-6-phenyl-6,7-dihydro-5H-2-benzothiophene-1-carbonitrile —— C22H17NOS2
(6R)-3-benzylsulfanyl-4-oxo-6-phenyl-6,7-dihydro-5H-2-benzothiophene-1-carbonitrile
—— 5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C6H7Cl2N3S2
5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(4-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(4-methoxyphenoxy)propyl]pyridine-3-carboxamide —— C22H21ClN2O4S
2-(4-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(4-methoxyphenoxy)propyl]pyridine-3-carboxamide
—— (2S,3S)-3-(4-methylsulfanylphenyl)-2,3-di(morpholin-4-ium-4-yl)-1-thiophen-2-ylpropan-1-one —— C22H30N2O3S2+2
(2S,3S)-3-(4-methylsulfanylphenyl)-2,3-di(morpholin-4-ium-4-yl)-1-thiophen-2-ylpropan-1-one
—— 4-[2-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]morpholin-4-ium —— C21H23N4OS+
4-[2-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethyl]morpholin-4-ium
—— (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C10H13N2O3S-
(2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— N-(3-methylsulfanylphenyl)-1-propylpiperidin-1-ium-4-amine —— C15H25N2S+
N-(3-methylsulfanylphenyl)-1-propylpiperidin-1-ium-4-amine
—— Bis(2-hydroxyethyl)-[(2-naphthalen-1-ylsulfanylphenyl)methyl]azanium —— C21H24NO2S+
Bis(2-hydroxyethyl)-[(2-naphthalen-1-ylsulfanylphenyl)methyl]azanium
—— 2-[4-[(2-Naphthalen-1-ylsulfanylphenyl)methyl]piperazine-1,4-diium-1-yl]ethanol —— C23H28N2OS+2
2-[4-[(2-Naphthalen-1-ylsulfanylphenyl)methyl]piperazine-1,4-diium-1-yl]ethanol
—— 2-[4-[(1S)-1-(5-chloro-2-phenylsulfanylphenyl)ethyl]piperazine-1,4-diium-1-yl]ethanol —— C20H27ClN2OS+2
2-[4-[(1S)-1-(5-chloro-2-phenylsulfanylphenyl)ethyl]piperazine-1,4-diium-1-yl]ethanol
—— methyl (1R,6S)-3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-oxo-6-phenylcyclohex-2-ene-1-carboxylate —— C20H17ClO4S
methyl (1R,6S)-3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-oxo-6-phenylcyclohex-2-ene-1-carboxylate
—— 5-[(6-Methyl-2-pyrrolidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3-(morpholin-4-ium-4-ylmethyl)-1,3,4-oxadiazole-2-thione —— C17H25N6O2S2+
5-[(6-Methyl-2-pyrrolidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3-(morpholin-4-ium-4-ylmethyl)-1,3,4-oxadiazole-2-thione
—— 2-(2-Morpholin-4-ium-4-ylethylsulfanyl)-6-thiophen-2-ylpyridine-3-carbonitrile —— C16H18N3OS2+
2-(2-Morpholin-4-ium-4-ylethylsulfanyl)-6-thiophen-2-ylpyridine-3-carbonitrile
—— 2-[5-[(2-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethylazanium —— C11H13FN3OS+
2-[5-[(2-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethylazanium
—— (6S,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-6-carbonitrile —— C13H10N2OS2
(6S,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-6-carbonitrile
—— [(1S,2R)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C13H25N4O2S+
[(1S,2R)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— 3-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C11H8ClN2O3S-
3-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11N2O3S-
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11N2O3S-
(2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 4-[2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]morpholin-4-ium —— C14H18N3O2S+
4-[2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]morpholin-4-ium
—— (1R)-1-(4-chlorophenyl)-3-(4-chlorophenyl)sulfanylpropan-1-ol —— C15H14Cl2OS
(1R)-1-(4-chlorophenyl)-3-(4-chlorophenyl)sulfanylpropan-1-ol
—— (5E,10R)-10-phenylsulfanylcyclodec-5-en-1-one —— C16H20OS
(5E,10R)-10-phenylsulfanylcyclodec-5-en-1-one
—— 1-Methyl-4-(4-phenylsulfanylphenoxy)piperidin-1-ium —— C18H22NOS+
1-Methyl-4-(4-phenylsulfanylphenoxy)piperidin-1-ium
—— 2-Amino-6-(2-methylpropylsulfanyl)-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile —— C15H15N4S2+
2-Amino-6-(2-methylpropylsulfanyl)-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile
—— [5-Fluoro-2-(4-methylsulfanylphenyl)sulfanylphenyl]methyl-dimethylazanium —— C16H19FNS2+
[5-Fluoro-2-(4-methylsulfanylphenyl)sulfanylphenyl]methyl-dimethylazanium