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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-methyl-N-[(4-methylphenyl)methyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H21N3OS3
N-methyl-N-[(4-methylphenyl)methyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-benzyl-N-methyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21N3OS3
(2R)-N-benzyl-N-methyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3,3-Dimethyl-1-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one —— C15H18N2OS3
3,3-Dimethyl-1-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one
—— 3-(2-Methylphenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C18H14N4OS3
3-(2-Methylphenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 4-methyl-2-[(1S)-1-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C15H17N5OS2
4-methyl-2-[(1S)-1-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C16H19N3O2S3
2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21N3O2S3
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H20N4OS3
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-N-methyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19N3OS3
N-benzyl-N-methyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H22N4OS3
(2R)-N-(1-cyanocyclohexyl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-methyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H13N3OS3
N-methyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(2-Methylphenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C17H13N3OS4
3-(2-Methylphenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— N,N-dimethyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H15N3OS3
N,N-dimethyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C19H19N3O2S3
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C20H23N3OS3
1-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[(1R)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C15H13N3O2S
2-[(1R)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-(4-chlorophenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H13ClN4O2S
2-(4-chlorophenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 3-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C13H11F3N6OS
3-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 3-[propan-2-yl-[(2R)-2-propan-2-ylsulfonylpropanoyl]amino]propanoic acid —— C12H23NO5S
3-[propan-2-yl-[(2R)-2-propan-2-ylsulfonylpropanoyl]amino]propanoic acid
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C11H12F3N5OS2
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— 3-[propan-2-yl-[(2S)-2-propan-2-ylsulfonylpropanoyl]amino]propanoic acid —— C12H23NO5S
3-[propan-2-yl-[(2S)-2-propan-2-ylsulfonylpropanoyl]amino]propanoic acid
—— 2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone —— C16H13ClN2O2S2
2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C14H19N5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] N,N-diethylcarbamodithioate —— C15H21ClN2OS3
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] N,N-diethylcarbamodithioate
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 1-(4-chlorophenyl)cyclopentane-1-carboxylate —— C22H24ClNO3S
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 1-(4-chlorophenyl)cyclopentane-1-carboxylate
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C19H20N4OS3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C17H18ClNOS2
2-(2-chlorophenyl)sulfanyl-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-fluorophenyl)acetate —— C19H20FNO3S
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-fluorophenyl)acetate
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] adamantane-1-carboxylate —— C21H26ClNO3S
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] adamantane-1-carboxylate
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-fluorophenyl)acetate —— C18H17ClFNO3S
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-fluorophenyl)acetate
—— N-[(2R,4R)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide —— C19H21F2NO2S
N-[(2R,4R)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide
—— N-[(2R,4S)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide —— C19H21F2NO2S
N-[(2R,4S)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide
—— N-[(2S,4R)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide —— C19H21F2NO2S
N-[(2S,4R)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide
—— N-[(2S,4S)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide —— C19H21F2NO2S
N-[(2S,4S)-4-(4-fluorophenyl)-4-hydroxybutan-2-yl]-3-(2-fluorophenyl)sulfanylpropanamide
—— (3R)-3-[[[(1S)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol —— C14H19F2NOS2
(3R)-3-[[[(1S)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol
—— (2R)-3,3-dimethyl-N-(2-methyl-2-methylsulfonylpropyl)butan-2-amine —— C11H25NO2S
(2R)-3,3-dimethyl-N-(2-methyl-2-methylsulfonylpropyl)butan-2-amine
—— (3S)-3-[[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol —— C14H19F2NOS2
(3S)-3-[[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol
—— (2S)-3,3-dimethyl-N-(2-methyl-2-methylsulfonylpropyl)butan-2-amine —— C11H25NO2S
(2S)-3,3-dimethyl-N-(2-methyl-2-methylsulfonylpropyl)butan-2-amine
—— 5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C15H19N7S2
5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (3R)-3-[[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol —— C14H19F2NOS2
(3R)-3-[[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol
—— (3S)-3-[[[(1S)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol —— C14H19F2NOS2
(3S)-3-[[[(1S)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]methyl]thiolan-3-ol
—— ethyl 2,5-dimethyl-4-[2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C17H17N3O4S2
ethyl 2,5-dimethyl-4-[2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— (4R,6S)-6-methyl-N-[[1-(2-methylpropyl)imidazol-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C16H23N3S2
(4R,6S)-6-methyl-N-[[1-(2-methylpropyl)imidazol-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— (4S,6S)-6-methyl-N-[[1-(2-methylpropyl)imidazol-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C16H23N3S2
(4S,6S)-6-methyl-N-[[1-(2-methylpropyl)imidazol-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— (5S)-1-methyl-5-[[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]amino]piperidin-2-one —— C14H20N2OS2
(5S)-1-methyl-5-[[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]amino]piperidin-2-one
—— (5R)-5-[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]-1-methylpiperidin-2-one —— C15H20F2N2OS
(5R)-5-[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]-1-methylpiperidin-2-one
—— (5S)-1-methyl-5-[[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]amino]piperidin-2-one —— C14H20N2OS2
(5S)-1-methyl-5-[[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]amino]piperidin-2-one
—— (5R)-1-methyl-5-[[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]amino]piperidin-2-one —— C14H20N2OS2
(5R)-1-methyl-5-[[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]amino]piperidin-2-one
—— (5S)-5-[[(1S)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]-1-methylpiperidin-2-one —— C15H20F2N2OS
(5S)-5-[[(1S)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]-1-methylpiperidin-2-one
—— (5S)-5-[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]-1-methylpiperidin-2-one —— C15H20F2N2OS
(5S)-5-[[(1R)-1-[4-(difluoromethylsulfanyl)phenyl]ethyl]amino]-1-methylpiperidin-2-one