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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-[(5-{(E)-[2-(1,3-benzothiazol-2-yl)hydrazinylidene]methyl}furan-2-yl)sulfanyl]-1,3-benzothiazole —— C19H12N4OS3
2-[(5-{(E)-[2-(1,3-benzothiazol-2-yl)hydrazinylidene]methyl}furan-2-yl)sulfanyl]-1,3-benzothiazole
—— N-{(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene}-4H-1,2,4-triazol-4-amine —— C16H10N6O2S2
N-{(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylidene}-4H-1,2,4-triazol-4-amine
—— 3-bromo-N'-[(E)-{5-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide —— C26H17BrN4O3S
3-bromo-N'-[(E)-{5-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide
—— 2-[(2-nitro-4-{(E)-[2-(4-nitrophenyl)hydrazinylidene]methyl}phenyl)sulfanyl]-1,3-benzothiazole —— C20H13N5O4S2
2-[(2-nitro-4-{(E)-[2-(4-nitrophenyl)hydrazinylidene]methyl}phenyl)sulfanyl]-1,3-benzothiazole
—— 2-hydroxy-N'-[(E)-{5-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide —— C26H18N4O4S
2-hydroxy-N'-[(E)-{5-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide
—— N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H18N4O3S
N-[(3S)-2-methyl-4-oxopentan-3-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H18N4O3S
N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (1S)-2,2-dichloro-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]cyclopropane-1-carboxamide —— C14H13Cl2N3OS
(1S)-2,2-dichloro-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]cyclopropane-1-carboxamide
—— (2S,3S)-3-methyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-phenylpentanamide —— C21H24N4OS
(2S,3S)-3-methyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-phenylpentanamide
—— (1S,2S)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide —— C20H17F3N4OS
(1S,2S)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide
—— (5R)-2-[(2E)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one —— C22H24F2N4OS2
(5R)-2-[(2E)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazol-4-one
—— (1S)-2,2-dichloro-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]cyclopropane-1-carboxamide —— C13H12Cl2N4OS
(1S)-2,2-dichloro-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]cyclopropane-1-carboxamide
—— (1S,2R)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide —— C20H17F3N4OS
(1S,2R)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide
—— (1R,2S)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide —— C20H17F3N4OS
(1R,2S)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide
—— (2R,3S)-3-methyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-phenylpentanamide —— C21H24N4OS
(2R,3S)-3-methyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-phenylpentanamide
—— (1R)-2,2-dichloro-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]cyclopropane-1-carboxamide —— C14H13Cl2N3OS
(1R)-2,2-dichloro-N-[4-(1-methylimidazol-2-yl)sulfanylphenyl]cyclopropane-1-carboxamide
—— (1R,2R)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide —— C20H17F3N4OS
(1R,2R)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-[4-(trifluoromethyl)phenyl]cyclopropane-1-carboxamide
—— 2-[(1S)-1-(1H-benzimidazol-2-yl)ethyl]sulfanyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]acetamide —— C20H20N6OS2
2-[(1S)-1-(1H-benzimidazol-2-yl)ethyl]sulfanyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]acetamide
—— (1R)-2,2-dichloro-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]cyclopropane-1-carboxamide —— C13H12Cl2N4OS
(1R)-2,2-dichloro-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]cyclopropane-1-carboxamide
—— (2S,3R)-3-methyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-phenylpentanamide —— C21H24N4OS
(2S,3R)-3-methyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-2-phenylpentanamide
—— 1-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]-2-methyl-3-[(3-methyl-4-methylsulfanylphenyl)methyl]guanidine —— C18H31N5S
1-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]-2-methyl-3-[(3-methyl-4-methylsulfanylphenyl)methyl]guanidine
—— 2-(3-Chlorophenoxy)-N'-[(E)-[2-(phenylsulfanyl)phenyl]methylidene]acetohydrazide —— C21H17ClN2O2S
2-(3-Chlorophenoxy)-N'-[(E)-[2-(phenylsulfanyl)phenyl]methylidene]acetohydrazide
—— 1-[[(2S)-1,4-dimethylpiperazin-2-yl]methyl]-2-methyl-3-[(3-methyl-4-methylsulfanylphenyl)methyl]guanidine —— C18H31N5S
1-[[(2S)-1,4-dimethylpiperazin-2-yl]methyl]-2-methyl-3-[(3-methyl-4-methylsulfanylphenyl)methyl]guanidine
—— 4-chloro-2-methyl-5-[(2R,3R)-2-methyloxolan-3-yl]sulfanylpyridazin-3-one —— C10H13ClN2O2S
4-chloro-2-methyl-5-[(2R,3R)-2-methyloxolan-3-yl]sulfanylpyridazin-3-one
—— 4-chloro-2-methyl-5-[(2S,3R)-2-methyloxolan-3-yl]sulfanylpyridazin-3-one —— C10H13ClN2O2S
4-chloro-2-methyl-5-[(2S,3R)-2-methyloxolan-3-yl]sulfanylpyridazin-3-one
—— 4-chloro-2-methyl-5-[(2S,3S)-2-methyloxolan-3-yl]sulfanylpyridazin-3-one —— C10H13ClN2O2S
4-chloro-2-methyl-5-[(2S,3S)-2-methyloxolan-3-yl]sulfanylpyridazin-3-one
—— 2-[(2S)-1-[2-(4-methylphenyl)sulfanylethyl]pyrrolidin-2-yl]-1H-pyrrole —— C17H22N2S
2-[(2S)-1-[2-(4-methylphenyl)sulfanylethyl]pyrrolidin-2-yl]-1H-pyrrole
—— 2-[(2R)-1-[2-(4-methylphenyl)sulfanylethyl]pyrrolidin-2-yl]-1H-pyrrole —— C17H22N2S
2-[(2R)-1-[2-(4-methylphenyl)sulfanylethyl]pyrrolidin-2-yl]-1H-pyrrole
—— N-[(E)-(4-fluorophenyl)methylideneamino]-2-(2,3,4,5,6-pentachlorophenyl)sulfanylacetamide —— C15H8Cl5FN2OS
N-[(E)-(4-fluorophenyl)methylideneamino]-2-(2,3,4,5,6-pentachlorophenyl)sulfanylacetamide
—— 4-fluoro-N'-[(E)-{5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide —— C19H11FN4O4S2
4-fluoro-N'-[(E)-{5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide
—— 2,4-dichloro-N'-[(E)-{5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide —— C19H10Cl2N4O4S2
2,4-dichloro-N'-[(E)-{5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl}methylidene]benzohydrazide
—— N'~1~-[(4-Chlorophenyl)methylene]-2-[(2,3,4,5,6-pentachlorophenyl)sulfanyl]acetohydrazide —— C15H8Cl6N2OS
N'~1~-[(4-Chlorophenyl)methylene]-2-[(2,3,4,5,6-pentachlorophenyl)sulfanyl]acetohydrazide
—— N-[(E)-(3-methoxyphenyl)methylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine —— C23H19N3OS2
N-[(E)-(3-methoxyphenyl)methylideneamino]-4-(4-phenylsulfanylphenyl)-1,3-thiazol-2-amine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine —— C15H20FN3S
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine
—— 2-[(4-chlorophenyl)sulfanyl]-3-[(E)-(methoxyimino)methyl]-4H-pyrido[1,2-a]pyrimidin-4-one —— C16H12ClN3O2S
2-[(4-chlorophenyl)sulfanyl]-3-[(E)-(methoxyimino)methyl]-4H-pyrido[1,2-a]pyrimidin-4-one
—— (1R)-N-[(1S)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine —— C18H25N3S
(1R)-N-[(1S)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine —— C15H19FN2S2
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine
—— (1R)-N-[(1R)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine —— C18H25N3S
(1R)-N-[(1R)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine
—— (1S)-N-[(1R)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine —— C18H25N3S
(1S)-N-[(1R)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine
—— (1S)-N-[(1S)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine —— C18H25N3S
(1S)-N-[(1S)-1-(2,4-dimethylpyrimidin-5-yl)ethyl]-1-(4-ethylsulfanylphenyl)ethanamine
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine —— C15H20FN3S
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine —— C15H19FN2S2
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine —— C15H20FN3S
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine —— C15H20FN3S
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]ethanamine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine —— C15H19FN2S2
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine —— C15H19FN2S2
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]ethanamine
—— 3-[(S)-2-methoxyethylsulfinyl]propylcyclopentane —— C11H22O2S
3-[(S)-2-methoxyethylsulfinyl]propylcyclopentane
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]ethanamine —— C13H17FN4S
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]ethanamine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-(furan-2-ylmethyl)ethanamine —— C14H16FNOS
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-(furan-2-ylmethyl)ethanamine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]ethanamine —— C13H17FN4S
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]ethanamine