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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
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide —— C18H27NO3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2,4,6-trimethylphenyl)sulfanylpropanamide
—— (2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C21H29N5O4S2
(2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide —— C23H24N4O2S3
(2R)-2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide
—— (2S)-2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide —— C23H24N4O2S3
(2S)-2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide
—— (2R)-2-(2,4-difluorophenyl)sulfanyl-N-(2-phenylethyl)propanamide —— C17H17F2NOS
(2R)-2-(2,4-difluorophenyl)sulfanyl-N-(2-phenylethyl)propanamide
—— (2S)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C16H20ClN3OS3
(2S)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide —— C16H19NOS2
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide
—— N-cyclopropyl-N-[5-[2-[[(2R)-heptan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide —— C17H28N4O2S2
N-cyclopropyl-N-[5-[2-[[(2R)-heptan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide
—— N-cyclopropyl-N-[5-[2-[[(2S)-heptan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide —— C17H28N4O2S2
N-cyclopropyl-N-[5-[2-[[(2S)-heptan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide
—— N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H26N4O3S
N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone —— C20H25N3O3S3
1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone
—— N-benzyl-N-[(1R)-1-cyclopropylethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H22N4OS2
N-benzyl-N-[(1R)-1-cyclopropylethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C25H33N5OS
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— N-benzyl-N-[(1R)-1-cyclopropylethyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C25H30N4O2S2
N-benzyl-N-[(1R)-1-cyclopropylethyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H30N4O2S2
N-[(2S)-heptan-2-yl]-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 5-[3-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]propyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C20H21N5O2S3
5-[3-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]propyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C20H26N4O4S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— N-[(2S)-heptan-2-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C24H32N4OS2
N-[(2S)-heptan-2-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-benzyl-N-[(1S)-1-cyclopropylethyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C25H30N4O2S2
N-benzyl-N-[(1S)-1-cyclopropylethyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (1R)-N-[2-(4-chlorophenyl)sulfanylethyl]-1-methyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazine-2-carbothioamide —— C17H20ClN3S2
(1R)-N-[2-(4-chlorophenyl)sulfanylethyl]-1-methyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazine-2-carbothioamide
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C19H22N2O3S3
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— 2-[(1S)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C26H30N6OS
2-[(1S)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H28N4O2S2
N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-(4-methylphenyl)-thiophen-2-ylmethyl]acetamide —— C23H21N3O2S2
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-(4-methylphenyl)-thiophen-2-ylmethyl]acetamide
—— 2-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]oxy-N-(2-phenylsulfanylethyl)acetamide —— C19H23N3O2S
2-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]oxy-N-(2-phenylsulfanylethyl)acetamide
—— 2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C13H14N2O2S2
2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-(cyclopenten-1-yl)-N-ethyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H26N4O2S2
N-(cyclopenten-1-yl)-N-ethyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C21H22BrN3O2S
2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (2S)-N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C18H20ClNOS
(2S)-N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— (2R)-N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide —— C18H20ClNOS
(2R)-N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpropanamide
—— 2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C19H25N3O4S2
2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C23H28N4O2S2
2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C21H23N3O2S
2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-(2-bromophenyl)-5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-oxadiazole —— C12H9BrCl2N2OS
2-(2-bromophenyl)-5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C19H25N3O4S2
2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2E)-2-[(2-Fluorophenyl)methylidene]-2,3-dihydro-1-benzothiophen-3-one —— C15H9FOS
(2E)-2-[(2-Fluorophenyl)methylidene]-2,3-dihydro-1-benzothiophen-3-one
—— 2-(furan-2-yl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole —— C18H18N4O6S2
2-(furan-2-yl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole
—— N-[(Z)-benzylideneamino]-2-(5-methylpyrimidin-2-yl)sulfanylacetamide —— C14H14N4OS
N-[(Z)-benzylideneamino]-2-(5-methylpyrimidin-2-yl)sulfanylacetamide
—— 2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C19H25N3O4S2
2-(5-acetyl-3-cyano-6-methylpyridin-2-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— 2-(2-bromophenyl)-5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-oxadiazole —— C12H9BrCl2N2OS
2-(2-bromophenyl)-5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-(4-fluorophenyl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole —— C20H19FN4O5S2
2-(4-fluorophenyl)-5-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3,4-oxadiazole
—— 4-bromo-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline —— C20H16BrN3O2S
4-bromo-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline
—— 2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(3S)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C20H17N5O3S3
2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(3S)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— N-[[(2S)-oxolan-2-yl]methyl]-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H17N5O2S2
N-[[(2S)-oxolan-2-yl]methyl]-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(2,4-dimethylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C27H23N3O5S2
N-(2,4-dimethylphenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(3-fluorophenyl)ethyl]propanamide —— C17H17ClFNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(3-fluorophenyl)ethyl]propanamide
—— (1R,5S)-N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-9-oxobicyclo[3.3.1]nonane-3-carboxamide —— C24H27NO2S
(1R,5S)-N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-9-oxobicyclo[3.3.1]nonane-3-carboxamide
—— (2S)-N-[(2R)-4-phenylbutan-2-yl]-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H26N4OS
(2S)-N-[(2R)-4-phenylbutan-2-yl]-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C21H22ClN5O2S
(2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide —— C16H20N2OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2,5-dimethylphenyl)sulfanylacetamide