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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
—— Silver;dodecane-1-thiol —— C12H26AgS+
Silver;dodecane-1-thiol
—— nickel(2+);propane-1-thiol —— C3H8NiS+2
nickel(2+);propane-1-thiol
—— octane-1-thiol;tin(2+) —— C8H18SSn+2
octane-1-thiol;tin(2+)
—— silver;4-(4-sulfanyl-2-bicyclo[1.1.1]pentanyl)bicyclo[1.1.1]pentane-2-thiol —— C10H14AgS2+
silver;4-(4-sulfanyl-2-bicyclo[1.1.1]pentanyl)bicyclo[1.1.1]pentane-2-thiol
—— 2-Guanidinoethyl 2-Guanidinoethanethiosulfonate, Dihydrobromide —— C6H18Br2N6O2S2
2-Guanidinoethyl 2-Guanidinoethanethiosulfonate, Dihydrobromide
—— [1-(2-methoxy-2-phenylsulfanylethyl)-3,4,4a,5,6,7,8,8a-octahydro-2H-naphthalen-1-yl]methanol —— C20H30O2S
[1-(2-methoxy-2-phenylsulfanylethyl)-3,4,4a,5,6,7,8,8a-octahydro-2H-naphthalen-1-yl]methanol
—— [[(1E)-1-(5-ethylimino-4-nitrothiophen-2-ylidene)ethyl]amino]thiourea —— C9H13N5O2S2
[[(1E)-1-(5-ethylimino-4-nitrothiophen-2-ylidene)ethyl]amino]thiourea
—— 4-bromo-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C20H13BrClN3O3S
4-bromo-N-[(Z)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— 2-(2-methyl-5-nitroimidazol-1-yl)-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide —— C20H18N6O5S
2-(2-methyl-5-nitroimidazol-1-yl)-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide
—— (E)-3-Methyl-4-((p-tolylthio)methylene)isoxazol-5(4H)-one —— C12H11NO2S
(E)-3-Methyl-4-((p-tolylthio)methylene)isoxazol-5(4H)-one
—— 3-(2-amino-6-chloropyrimidin-4-yl)sulfanylbutanoic acid —— C8H10ClN3O2S
3-(2-amino-6-chloropyrimidin-4-yl)sulfanylbutanoic acid
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}acetohydrazide —— C20H20N4OS4
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}acetohydrazide
—— 1-(3-chloro-2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C21H22ClN3S
1-(3-chloro-2-methylphenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-ethylphenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C22H22N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(4-ethylphenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 2-(2H-2,3,4,5-Tetraazolyl)-3-((4-(2-pyridylthio)phenyl)amino)prop-2-enenitrile —— C15H11N7S
2-(2H-2,3,4,5-Tetraazolyl)-3-((4-(2-pyridylthio)phenyl)amino)prop-2-enenitrile
—— [(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]urea —— C13H13N3O2S
[(Z)-[5-(4-methylphenyl)sulfanylfuran-2-yl]methylideneamino]urea
—— Ethyl 2-cyano-3-(phenylthio)acrylate —— C12H11NO2S
Ethyl 2-cyano-3-(phenylthio)acrylate
—— 2-(4-Ethylsulfanyl-2-methylphenyl)acetic acid —— C11H14O2S
2-(4-Ethylsulfanyl-2-methylphenyl)acetic acid
—— 2-[3-(4-Fluorophenyl)sulfanylphenyl]acetic acid —— C14H11FO2S
2-[3-(4-Fluorophenyl)sulfanylphenyl]acetic acid
—— 4-(4-Ethyl-3-methylphenyl)sulfanylaniline —— C15H17NS
4-(4-Ethyl-3-methylphenyl)sulfanylaniline
—— 2-Ethyl-4-(4-nitrophenyl)sulfanylbenzonitrile —— C15H12N2O2S
2-Ethyl-4-(4-nitrophenyl)sulfanylbenzonitrile
—— 4-(4-Ethylphenyl)sulfanyl-3-methylaniline —— C15H17NS
4-(4-Ethylphenyl)sulfanyl-3-methylaniline
—— 2-[3-Cyano-4-(4-methoxyphenyl)sulfanylphenyl]acetic acid —— C16H13NO3S
2-[3-Cyano-4-(4-methoxyphenyl)sulfanylphenyl]acetic acid
—— 1-Chloro-2-ethyl-4-(2-nitrophenyl)sulfanylbenzene —— C14H12ClNO2S
1-Chloro-2-ethyl-4-(2-nitrophenyl)sulfanylbenzene
—— Ethyl 5-cyano-2-(4-nitrophenyl)sulfanylbenzoate —— C16H12N2O4S
Ethyl 5-cyano-2-(4-nitrophenyl)sulfanylbenzoate
—— 2-Bromo-4-chloro-1-ethylsulfanylbenzene —— C8H8BrClS
2-Bromo-4-chloro-1-ethylsulfanylbenzene
—— 2-(2-Chloro-4-ethyl-3-fluorophenyl)sulfanylacetonitrile —— C10H9ClFNS
2-(2-Chloro-4-ethyl-3-fluorophenyl)sulfanylacetonitrile
—— 2-Bromo-1-ethylsulfanyl-4-fluorobenzene —— C8H8BrFS
2-Bromo-1-ethylsulfanyl-4-fluorobenzene
—— 2-[(3-Cyano-2-propenyl)sulfanyl]-4,6-dimethylnicotinonitrile —— C12H11N3S
2-[(3-Cyano-2-propenyl)sulfanyl]-4,6-dimethylnicotinonitrile
—— 4,6-Dichloro-2-(3,5-dichloro-2-hydroxyphenyl)sulfanyl-3-hydroxybenzonitrile —— C13H5Cl4NO2S
4,6-Dichloro-2-(3,5-dichloro-2-hydroxyphenyl)sulfanyl-3-hydroxybenzonitrile
—— 4-(4-Chloro-2-fluorophenyl)sulfanylaniline —— C12H9ClFNS
4-(4-Chloro-2-fluorophenyl)sulfanylaniline
—— 2-(3-Hydroxyphenyl)sulfanylbutanoic acid —— C10H12O3S
2-(3-Hydroxyphenyl)sulfanylbutanoic acid
—— 2-(2-Chloro-4,5-diethylphenyl)sulfanylacetonitrile —— C12H14ClNS
2-(2-Chloro-4,5-diethylphenyl)sulfanylacetonitrile
—— 2-Ethyl-1-methylsulfanyl-4-(2,2,2-trifluoroethyl)benzene —— C11H13F3S
2-Ethyl-1-methylsulfanyl-4-(2,2,2-trifluoroethyl)benzene
—— 2-[3-Methoxy-4-(4-methoxyphenyl)sulfanylphenyl]acetic acid —— C16H16O4S
2-[3-Methoxy-4-(4-methoxyphenyl)sulfanylphenyl]acetic acid
—— 1-Chloro-2-ethylsulfanyl-4-fluorobenzene —— C8H8ClFS
1-Chloro-2-ethylsulfanyl-4-fluorobenzene
—— 2-Ethylsulfanyl-6-fluorophenol —— C8H9FOS
2-Ethylsulfanyl-6-fluorophenol
—— 1-(4-Fluorophenyl)sulfanyl-3-nitrobenzene —— C12H8FNO2S
1-(4-Fluorophenyl)sulfanyl-3-nitrobenzene
—— 2-[2-Fluoro-4-(4-methoxyphenyl)sulfanylphenyl]acetic acid —— C15H13FO3S
2-[2-Fluoro-4-(4-methoxyphenyl)sulfanylphenyl]acetic acid
—— 3-(4-Fluorophenyl)sulfanylphenol —— C12H9FOS
3-(4-Fluorophenyl)sulfanylphenol
—— 2-Chloro-1-ethylsulfanyl-3-fluorobenzene —— C8H8ClFS
2-Chloro-1-ethylsulfanyl-3-fluorobenzene
—— 1-Chloro-4-(4-iodophenyl)sulfanyl-2-methylbenzene —— C13H10ClIS
1-Chloro-4-(4-iodophenyl)sulfanyl-2-methylbenzene
—— 1-Bromo-3-[4-(trifluoromethyl)phenyl]sulfanylbenzene —— C13H8BrF3S
1-Bromo-3-[4-(trifluoromethyl)phenyl]sulfanylbenzene
—— 4-Chloro-2-pyridin-2-ylsulfanylpyridine —— C10H7ClN2S
4-Chloro-2-pyridin-2-ylsulfanylpyridine
—— 1-{[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetyl}-4-[2-(1H-1,2,4-triazol-1-yl)ethyl]piperazine —— C13H20N8OS
1-{[(4-methyl-4H-1,2,4-triazol-3-yl)thio]acetyl}-4-[2-(1H-1,2,4-triazol-1-yl)ethyl]piperazine
—— 7-{[(2-methoxy-1-pyridin-2-ylethyl)(methyl)amino]methyl}-2-(methylthio)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H19N5O2S2
7-{[(2-methoxy-1-pyridin-2-ylethyl)(methyl)amino]methyl}-2-(methylthio)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2S)-2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(5-methylsulfanyl-1,2,4-triazol-1-yl)propan-2-ol;(2R)-2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(5-methylsulfanyl-1,2,4-triazol-1-yl)propan-2-ol —— C30H34Cl4N6O2S2
(2S)-2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(5-methylsulfanyl-1,2,4-triazol-1-yl)propan-2-ol;(2R)-2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-(5-methylsulfanyl-1,2,4-triazol-1-yl)propan-2-ol
—— 1-(4-chlorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine —— C20H20ClN3S
1-(4-chlorophenyl)-3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine
—— 3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine-1-carboxamide —— C15H18N4OS
3-(2-methylsulfanylphenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]azepine-1-carboxamide
—— 2-((4-fluorophenyl)thio)-N-(1-(5,6,7,8-tetrahydrocinnolin-3-yl)piperidin-4-yl)acetamide —— C21H25FN4OS
2-((4-fluorophenyl)thio)-N-(1-(5,6,7,8-tetrahydrocinnolin-3-yl)piperidin-4-yl)acetamide