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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-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C15H18N4O3S3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(3-methylthiophen-2-yl)-1,3,4-oxadiazole —— C12H12N4O2S2
2-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(3-methylthiophen-2-yl)-1,3,4-oxadiazole
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide —— C17H19N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C17H19N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C20H26N4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 7-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C17H15N5OS3
7-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-(2-chlorophenyl)-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C13H11ClN4O2S
2-(2-chlorophenyl)-5-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 3-methyl-5-[(1S)-1-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylethyl]-1,2,4-oxadiazole —— C11H16N6O2S
3-methyl-5-[(1S)-1-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylethyl]-1,2,4-oxadiazole
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(prop-2-enyl)acetamide —— C17H20N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(prop-2-enyl)acetamide
—— N-benzyl-5-(2-methylsulfanylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C12H15N3S3
N-benzyl-5-(2-methylsulfanylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C14H17N5O2S2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C20H26N4OS2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— N-[[(2R)-oxolan-2-yl]methyl]-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylacetamide —— C14H21N3O3S
N-[[(2R)-oxolan-2-yl]methyl]-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylacetamide
—— 2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C14H25N5O2S
2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylacetamide —— C14H21N3O3S
N-[[(2S)-oxolan-2-yl]methyl]-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylacetamide
—— 1-(1-Adamantyl)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C21H25N3OS2
1-(1-Adamantyl)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-(2-adamantyl)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C21H26N4OS2
N-(2-adamantyl)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide —— C20H22N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide
—— 4-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile —— C13H14N4S2
4-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile
—— 2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C14H25N5O2S
2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C18H21N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— N-benzyl-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylacetamide —— C20H22N4OS2
N-benzyl-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylacetamide
—— 3-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-amine —— C10H10BrFN4S
3-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-methyl-1,2,4-triazol-4-amine
—— (2R)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzylpropanamide —— C13H14F3N5OS
(2R)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzylpropanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H27N5OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C10H14F3N5OS
(2R)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide —— C13H17N5OS
(2R)-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide
—— (2S)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzylpropanamide —— C13H14F3N5OS
(2S)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzylpropanamide
—— (2S)-N-cyclohexyl-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]propanamide —— C24H26N4OS
(2S)-N-cyclohexyl-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]propanamide
—— [5-(3-Chloro-4-fluorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C16H18ClFN5OS+
[5-(3-Chloro-4-fluorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— [5-(4-Fluorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C16H19FN5OS+
[5-(4-Fluorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— Furan-2-ylmethyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C10H16N5OS+
Furan-2-ylmethyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— 3-(1-Methyltetrazol-5-yl)sulfanylpropyl-[(5-methylthiophen-2-yl)methyl]azanium —— C11H18N5S2+
3-(1-Methyltetrazol-5-yl)sulfanylpropyl-[(5-methylthiophen-2-yl)methyl]azanium
—— [5-(2-Fluorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C16H19FN5OS+
[5-(2-Fluorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— 3-(1-Methyltetrazol-5-yl)sulfanylpropyl-(3-phenylprop-2-ynyl)azanium —— C14H18N5S+
3-(1-Methyltetrazol-5-yl)sulfanylpropyl-(3-phenylprop-2-ynyl)azanium
—— 3-(1-Methyltetrazol-5-yl)sulfanylpropyl-[(5-phenylfuran-2-yl)methyl]azanium —— C16H20N5OS+
3-(1-Methyltetrazol-5-yl)sulfanylpropyl-[(5-phenylfuran-2-yl)methyl]azanium
—— (2R)-N-cyclohexyl-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]propanamide —— C24H26N4OS
(2R)-N-cyclohexyl-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C12H14ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (3R)-3-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C11H18N4O2S
(3R)-3-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (2S)-N-cyclopropyl-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]propanamide —— C21H20N4OS
(2S)-N-cyclopropyl-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C12H14ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N,N-dimethyl-5-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-amine —— C12H20N6OS
N,N-dimethyl-5-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-amine
—— (2S)-1-pyrrolidin-1-yl-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpropan-1-one —— C10H14F3N5OS
(2S)-1-pyrrolidin-1-yl-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpropan-1-one
—— 3-(1-Methyltetrazol-5-yl)sulfanylpropyl-(thiophen-2-ylmethyl)azanium —— C10H16N5S2+
3-(1-Methyltetrazol-5-yl)sulfanylpropyl-(thiophen-2-ylmethyl)azanium
—— 2-[[5-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H18N4OS3
2-[[5-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-pyrrolidin-1-yl-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpropan-1-one —— C10H14F3N5OS
(2R)-1-pyrrolidin-1-yl-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpropan-1-one
—— 2-[[5-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H18N4OS3
2-[[5-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 4-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C15H23N5O2S
4-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C9H11N2O3S-
(2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 4-[[5-morpholin-4-yl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C15H23N5O2S
4-[[5-morpholin-4-yl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]butanenitrile