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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-[cyclopropyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C17H20FNO5S2
[2-[cyclopropyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H21N3O4S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl] 2-phenylsulfanylacetate —— C16H14N2O3S2
[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl] 2-phenylsulfanylacetate
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H21N3O4S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H21N3O4S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C17H14N4O2S2
2-(2-methylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C17H14N4O2S2
2-(2-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— [(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C18H18N2O3S2
[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H20N4O4S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 6-Amino-1-methyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C11H12N4O3S2
6-Amino-1-methyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrimidine-2,4-dione —— C17H17N5O4S
6-Amino-5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrimidine-2,4-dione
—— N-(1-adamantyl)-2-[[5-[[(4R)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C21H34N4OS2
N-(1-adamantyl)-2-[[5-[[(4R)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C17H23NO3S2
N-cyclopropyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 6-Amino-5-[2-(4-fluorophenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione —— C13H12FN3O3S
6-Amino-5-[2-(4-fluorophenyl)sulfanylacetyl]-1-methylpyrimidine-2,4-dione
—— 2-(4-chlorophenyl)sulfanylethyl (E)-2-cyano-3-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]prop-2-enoate —— C22H25ClN2O2S
2-(4-chlorophenyl)sulfanylethyl (E)-2-cyano-3-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]prop-2-enoate
—— 2-(4-Chlorophenyl)sulfanylethyl 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate —— C19H16ClNO3S
2-(4-Chlorophenyl)sulfanylethyl 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate
—— N-cyclopropyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C17H23NO3S2
N-cyclopropyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-[[(4R)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H34N4OS2
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-[[(4R)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[4-[[(2S)-butan-2-yl]sulfamoyl]phenoxy]-N-(2-phenylsulfanylphenyl)acetamide —— C24H26N2O4S2
2-[4-[[(2S)-butan-2-yl]sulfamoyl]phenoxy]-N-(2-phenylsulfanylphenyl)acetamide
—— (2E,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-pentylidenehydrazinylidene]-1,3-thiazolidin-4-one —— C16H19F2N3OS2
(2E,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-pentylidenehydrazinylidene]-1,3-thiazolidin-4-one
—— (2R)-5'-methyl-2'-phenylspiro[1-benzothiophene-2,4'-pyrazole]-3,3'-dione —— C17H12N2O2S
(2R)-5'-methyl-2'-phenylspiro[1-benzothiophene-2,4'-pyrazole]-3,3'-dione
—— (2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide —— C16H20N4OS
(2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— (2S)-5'-methyl-2'-phenylspiro[1-benzothiophene-2,4'-pyrazole]-3,3'-dione —— C17H12N2O2S
(2S)-5'-methyl-2'-phenylspiro[1-benzothiophene-2,4'-pyrazole]-3,3'-dione
—— (2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C21H23FN4OS
(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— N-benzyl-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C20H22N4OS
N-benzyl-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— (2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C21H23FN4OS
(2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C19H26N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-pentan-3-ylacetamide —— C17H24N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-pentan-3-ylacetamide
—— (2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C21H23FN4OS
(2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 4-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-(4-chlorophenyl)-1,3-thiazole —— C20H17ClN4S2
4-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-(4-chlorophenyl)-1,3-thiazole
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C19H23N5OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C19H26N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide —— C18H23N5OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C19H26N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— 1-[2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one —— C16H18N4O2S
1-[2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)ethyl]acetamide —— C20H21ClN4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)ethyl]acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide —— C18H23N5OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide
—— 2-[(5-benzyl-4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethyl-1H-pyrrol-3-yl]ethanone —— C23H24N4O2S
2-[(5-benzyl-4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethyl-1H-pyrrol-3-yl]ethanone
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H15F3N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)acetamide —— C16H22N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)acetamide
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(3-methylthiophen-2-yl)methanimine —— C15H14N4S2
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(3-methylthiophen-2-yl)methanimine
—— (Z,Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-2-methyl-3-phenylprop-2-en-1-imine —— C20H20N4S
(Z,Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-2-methyl-3-phenylprop-2-en-1-imine
—— (Z,Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-2-methyl-3-phenylprop-2-en-1-imine —— C19H18N4S
(Z,Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-2-methyl-3-phenylprop-2-en-1-imine
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(4-methylsulfanylphenyl)methanimine —— C18H18N4S2
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(4-methylsulfanylphenyl)methanimine
—— (Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-phenylmethanimine —— C17H16N4S
(Z)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-phenylmethanimine
—— 4-[(Z)-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)iminomethyl]-N,N-dimethylaniline —— C19H21N5S
4-[(Z)-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)iminomethyl]-N,N-dimethylaniline
—— 3-[(Z)-(3-benzylsulfanyl-1,2,4-triazol-4-yl)iminomethyl]phenol —— C16H14N4OS
3-[(Z)-(3-benzylsulfanyl-1,2,4-triazol-4-yl)iminomethyl]phenol
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-[(1R)-cyclohex-3-en-1-yl]methanimine —— C16H18N4S
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-[(1R)-cyclohex-3-en-1-yl]methanimine
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-thiophen-2-ylmethanimine —— C14H12N4S2
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-thiophen-2-ylmethanimine
—— (Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-[(1S)-cyclohex-3-en-1-yl]methanimine —— C16H18N4S
(Z)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-[(1S)-cyclohex-3-en-1-yl]methanimine