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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
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H21N5O2S2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(cyclohexylmethyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H24N4O2S2
(2R)-N-(cyclohexylmethyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 7-[[5-(Furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H11N5O2S3
7-[[5-(Furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C17H16F3NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C14H20N4O2S2
2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H16F2N4O2S2
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C20H19N3OS
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— N-ethyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide —— C15H20N4O2S2
N-ethyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide
—— (2S)-N-(1-adamantyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H26N4O2S2
(2S)-N-(1-adamantyl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C20H24N4O2S2
(2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C13H12N4O2S2
2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— (2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C17H24N4O2S2
(2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— N-(1-cyanocyclopentyl)-2-[(5-{[(furan-2-yl)methyl]amino}-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H17N5O2S2
N-(1-cyanocyclopentyl)-2-[(5-{[(furan-2-yl)methyl]amino}-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-(3,4-Difluorophenyl)sulfanyl-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone —— C17H14F2N2OS2
2-(3,4-Difluorophenyl)sulfanyl-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone
—— (2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C12H16N4O2S2
(2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-N-cyclopropyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H16N4O2S2
(2S)-N-cyclopropyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(furan-2-ylmethyl)-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C18H17N5OS3
N-(furan-2-ylmethyl)-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H22N4O2S2
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C23H27N3O2S
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C21H22FN3O2S
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C23H27N3O2S
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C18H19N3O3S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H24N4O2S
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H22N4O2S
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H14F3N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide —— C20H27N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide
—— 2-(3,5-Dimethylphenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C17H14N4O3S
2-(3,5-Dimethylphenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (4-Oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl 3-(4-methylphenyl)sulfanylpropanoate —— C21H22N2O3S2
(4-Oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl 3-(4-methylphenyl)sulfanylpropanoate
—— (1R,2S,3S,4R)-3-(2-methylsulfonylethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C12H17NO5S
(1R,2S,3S,4R)-3-(2-methylsulfonylethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— N,N-dibenzyl-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C31H36N4OS2
N,N-dibenzyl-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 6-amino-5-[(2R)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1,3-dimethylpyrimidine-2,4-dione —— C26H34N6O3S2
6-amino-5-[(2R)-2-[[5-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1,3-dimethylpyrimidine-2,4-dione
—— (1R,2S,3R,4R)-3-(2-methylsulfonylethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C12H17NO5S
(1R,2S,3R,4R)-3-(2-methylsulfonylethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— 6-amino-5-[(2S)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1,3-dimethylpyrimidine-2,4-dione —— C26H34N6O3S2
6-amino-5-[(2S)-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1,3-dimethylpyrimidine-2,4-dione
—— N,N-dibenzyl-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C31H36N4OS2
N,N-dibenzyl-2-[[5-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (1'S,5'S)-N-[(1S)-1-thiophen-2-ylethyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C18H25NOS3
(1'S,5'S)-N-[(1S)-1-thiophen-2-ylethyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— N-[(4-fluorophenyl)methyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide —— C17H18FNOS2
N-[(4-fluorophenyl)methyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide
—— (1'S,5'S)-N-[(1R)-1-thiophen-2-ylethyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C18H25NOS3
(1'S,5'S)-N-[(1R)-1-thiophen-2-ylethyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— (Z)-3-amino-2-[2-[3-methyl-7-(2-methylpropyl)-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetyl]but-2-enenitrile —— C20H26N6O3S
(Z)-3-amino-2-[2-[3-methyl-7-(2-methylpropyl)-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetyl]but-2-enenitrile
—— [(3R)-3-cyano-4-imino-2-oxopentyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C17H20N2O3S
[(3R)-3-cyano-4-imino-2-oxopentyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— (2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C13H14BrN3O2S
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— (5-Oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C18H18N2O3S2
(5-Oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C20H20N2O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C15H27N5O2S
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— (4R)-N,N,6-trimethyl-4-(4-methylsulfanylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C15H19N3O2S
(4R)-N,N,6-trimethyl-4-(4-methylsulfanylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (2R)-N-(1-adamantyl)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide —— C19H22ClF3N2OS
(2R)-N-(1-adamantyl)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C20H29N5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 2-Ethyl-7-[(4-methylsulfanylphenyl)methylsulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H17N3OS3
2-Ethyl-7-[(4-methylsulfanylphenyl)methylsulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C17H24N4OS
2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (2R)-2-(6-methyl-2-nitropyridin-3-yl)oxy-N-(2-phenylsulfanylphenyl)propanamide —— C21H19N3O4S
(2R)-2-(6-methyl-2-nitropyridin-3-yl)oxy-N-(2-phenylsulfanylphenyl)propanamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C19H33N5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide