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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
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C12H19N3O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— 2-[(2-chloro-6-fluorophenyl)methyl]-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H16ClFN2O2S
2-[(2-chloro-6-fluorophenyl)methyl]-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2-oxo-2-pyrrolidin-1-ylethyl) (2S)-2-phenylsulfanylpropanoate —— C15H19NO3S
(2-oxo-2-pyrrolidin-1-ylethyl) (2S)-2-phenylsulfanylpropanoate
—— (2S)-2-[[5-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide —— C17H23N3O2S
(2S)-2-[[5-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide
—— ethyl (2S)-2-[[5-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C15H18N2O3S
ethyl (2S)-2-[[5-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (3S,5S)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one —— C14H12ClFN2O3S
(3S,5S)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one
—— (3R,5S)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one —— C14H12ClFN2O3S
(3R,5S)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one
—— 2-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(thiophen-2-ylmethyl)-1,3,4-oxadiazole —— C12H12N4O2S2
2-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(thiophen-2-ylmethyl)-1,3,4-oxadiazole
—— (2R)-1-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(furan-2-ylmethoxy)propan-2-ol —— C16H23N3O3S2
(2R)-1-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(furan-2-ylmethoxy)propan-2-ol
—— (3R)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C13H10ClFN2O3S
(3R)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— ethyl (2S)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C14H14ClFN2O3S
ethyl (2S)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-[(2-chloro-6-fluorophenyl)methyl]-5-[(1S)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-oxadiazole —— C16H13ClFN3OS
2-[(2-chloro-6-fluorophenyl)methyl]-5-[(1S)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-oxadiazole
—— (3S)-3-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C11H10N2O3S2
(3S)-3-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— 2-(2,4-dimethylphenyl)-5-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C15H16N4O2S
2-(2,4-dimethylphenyl)-5-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (3S,5R)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one —— C14H12ClFN2O3S
(3S,5R)-3-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-5-methyloxolan-2-one
—— (2R)-2-[[5-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide —— C17H23N3O2S
(2R)-2-[[5-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide
—— (2R)-N,N-diethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H19N3O2S2
(2R)-N,N-diethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N,N-diethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H19N3O2S2
(2S)-N,N-diethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide —— C16H19ClFN3O2S
(2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N,3-trimethylbutanamide
—— (2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile —— C9H10N4S2
(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile
—— ethyl (2R)-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H14N2O3S2
ethyl (2R)-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C12H9ClFN3OS
(2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— ethyl (2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C14H14ClFN2O3S
ethyl (2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— [2-(azepan-1-yl)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate —— C17H23NO3S
[2-(azepan-1-yl)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate
—— (2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C14H15ClFN3O2S
(2R)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C12H9ClFN3OS
(2S)-2-[[5-[(2-chloro-6-fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2S)-N,N,3-trimethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide —— C14H19N3O2S2
(2S)-N,N,3-trimethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]butanamide
—— (2S)-N,N-dimethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H15N3O2S2
(2S)-N,N-dimethyl-2-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(thiophen-2-ylmethyl)-1,3,4-oxadiazole —— C12H12N4O2S2
2-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(thiophen-2-ylmethyl)-1,3,4-oxadiazole
—— (2S)-3-methyl-N-methylsulfonyl-2-phenylsulfanylbutanamide —— C12H17NO3S2
(2S)-3-methyl-N-methylsulfonyl-2-phenylsulfanylbutanamide
—— (2S)-1-(1-methylimidazol-2-yl)sulfanyl-3-morpholin-4-ylpropan-2-ol —— C11H19N3O2S
(2S)-1-(1-methylimidazol-2-yl)sulfanyl-3-morpholin-4-ylpropan-2-ol
—— (2R)-3-methyl-N-methylsulfonyl-2-phenylsulfanylbutanamide —— C12H17NO3S2
(2R)-3-methyl-N-methylsulfonyl-2-phenylsulfanylbutanamide
—— (2R)-1-(1-methylimidazol-2-yl)sulfanyl-3-morpholin-4-ylpropan-2-ol —— C11H19N3O2S
(2R)-1-(1-methylimidazol-2-yl)sulfanyl-3-morpholin-4-ylpropan-2-ol
—— (2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile —— C9H10N4S2
(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile
—— 2-{[(2-Fluorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(3-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one —— C21H21FN2OS
2-{[(2-Fluorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(3-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one
—— 5-Benzyl-3,6-dimethyl-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one —— C21H22N2OS
5-Benzyl-3,6-dimethyl-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-one
—— (2E)-N-benzyl-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarbothioamide —— C19H16ClN3OS2
(2E)-N-benzyl-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarbothioamide
—— [(1S,2S)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C13H25N4O2S+
[(1S,2S)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— [(1S,2S)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium —— C8H16N3OS+
[(1S,2S)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium
—— 2-Ethylsulfanyl-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C16H20N2OS
2-Ethylsulfanyl-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— (2E)-2-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-N-phenylhydrazinecarboxamide —— C19H17N3O2S
(2E)-2-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-N-phenylhydrazinecarboxamide
—— (3R,5R)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one —— C13H17NO4S
(3R,5R)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one
—— (3S,5R)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one —— C13H17NO4S
(3S,5R)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one
—— (3R,5S)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one —— C13H17NO4S
(3R,5S)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one
—— (2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-N-ethylhydrazinecarbothioamide —— C14H14ClN3OS2
(2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-N-ethylhydrazinecarbothioamide
—— (2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-N-phenylhydrazinecarboxamide —— C18H14ClN3O2S
(2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-N-phenylhydrazinecarboxamide
—— (3S,5S)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one —— C13H17NO4S
(3S,5S)-7-hydroxy-6,9-dimethoxy-3-methyl-1-methylsulfanyl-2-azaspiro[4.5]deca-1,6,9-trien-8-one
—— (Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enamide —— C14H9ClN2O2S
(Z)-3-[5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enamide
—— (NZ)-N-[2,2-dimethyl-1-(5-methylsulfanyltetrazol-2-yl)propylidene]hydroxylamine —— C7H13N5OS
(NZ)-N-[2,2-dimethyl-1-(5-methylsulfanyltetrazol-2-yl)propylidene]hydroxylamine
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(pentan-3-ylideneamino)propanamide —— C14H19ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-(pentan-3-ylideneamino)propanamide