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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
—— (7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-phenylsulfanylpropanoate —— C16H15N3O3S2
(7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-phenylsulfanylpropanoate
—— N-[(2R)-4-phenylbutan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C19H25N3OS
N-[(2R)-4-phenylbutan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 7-Methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C10H9N5OS3
7-Methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(4,5,6-Trimethylpyrimidin-2-yl)sulfanyl-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C16H21N3OS
2-(4,5,6-Trimethylpyrimidin-2-yl)sulfanyl-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone —— C18H20N4OS2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H19F2N3OS
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— (2R)-N-[(2S)-2-phenylpropyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C19H25N3OS
(2R)-N-[(2S)-2-phenylpropyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— N-pentan-3-yl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C14H23N3OS
N-pentan-3-yl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-methyl-N-[(4-methylphenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C18H23N3OS
N-methyl-N-[(4-methylphenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— ethyl 2,4-dimethyl-5-[(2R)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H26N4O3S2
ethyl 2,4-dimethyl-5-[(2R)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-(3,4-difluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide —— C18H20F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H21N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine —— C13H15ClFN3S2
5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine
—— 5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine —— C11H10BrN5OS3
5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17ClN4OS3
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C16H22N4OS2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 5-[(4-bromophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine —— C13H16BrN3S2
5-[(4-bromophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine
—— ethyl 2,4-dimethyl-5-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C17H24N4O3S2
ethyl 2,4-dimethyl-5-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-ethyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H11N5OS3
N-ethyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C12H16N4O2S2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-[5-[2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]-1-morpholin-4-ylethanone —— C16H20N4O3S3
2-[5-[2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]-1-morpholin-4-ylethanone
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H20N4O3S3
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C15H19FN4OS2
(2R)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— N-ethyl-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H12N4OS3
N-ethyl-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(2-bromophenyl)methyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C14H17BrN4OS2
N-[(2-bromophenyl)methyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C15H20N4OS3
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide —— C14H18N4OS3
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C14H18N4OS2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H22N4OS2
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide —— C15H20N4OS2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide
—— 5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine —— C14H16ClN3O2S2
5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine
—— (2S)-N-benzyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C15H20N4OS2
(2S)-N-benzyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-N-cyclohexyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H22N4OS2
(2R)-N-cyclohexyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— ethyl 5-[(2S)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C16H22N4O3S2
ethyl 5-[(2S)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine —— C11H11BrFN3S2
5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine
—— (2S)-4-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C12H13N5OS3
(2S)-4-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C16H22N4OS2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— (2S)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C10H15N3OS2
(2S)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— (2R)-2-ethanimidoyl-3-oxo-4-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]butanenitrile —— C11H14N4OS3
(2R)-2-ethanimidoyl-3-oxo-4-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]butanenitrile
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C17H22N4O3S2
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C12H12ClF3N2O3S2
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 4-methyl-3-(2-methylfuran-3-yl)-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C16H17N3OS
4-methyl-3-(2-methylfuran-3-yl)-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19ClN4O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19FN4O2S
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide —— C17H24N4O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide
—— N-[(4-chlorophenyl)methyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C14H17ClN4OS
N-[(4-chlorophenyl)methyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H24N4O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C16H24N4O2S
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— Propan-2-yl 2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H17N3O3S
Propan-2-yl 2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 6-Amino-5-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-propylpyrimidine-2,4-dione —— C14H20N6O3S
6-Amino-5-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-propylpyrimidine-2,4-dione