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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
—— methyl 2-[2-[(2-chlorophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H13ClN2O3S
methyl 2-[2-[(2-chlorophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(3-methoxypropylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H19N3O5S
methyl 2-[2-[2-(3-methoxypropylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H18N4O4S
methyl 2-[2-[2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H16N4O4S
methyl 2-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— ethyl 5-[(2R)-2-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H23N3O6S
ethyl 5-[(2R)-2-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— methyl 2-[2-[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H20N4O4S
methyl 2-[2-[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C14H19N3O5S
methyl 2-[6-oxo-2-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C21H29N3O4S
methyl 2-[2-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(3-phenylpropylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-(3-phenylpropylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(2-hydroxyethylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate —— C9H12N2O4S
methyl 2-[2-(2-hydroxyethylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate
—— (3-cyano-4-imino-2-oxopentyl) (E)-3-phenylsulfanylprop-2-enoate —— C15H14N2O3S
(3-cyano-4-imino-2-oxopentyl) (E)-3-phenylsulfanylprop-2-enoate
—— (2S)-2-ethanimidoyl-4-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C12H17N5OS2
(2S)-2-ethanimidoyl-4-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— (2S)-2-ethanimidoyl-4-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C10H13N5OS2
(2S)-2-ethanimidoyl-4-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— 1-[3-(4-Methylpiperidin-1-ium-1-yl)propyl]-3-(2-phenylsulfanylethyl)thiourea —— C18H30N3S2+
1-[3-(4-Methylpiperidin-1-ium-1-yl)propyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-methylthiourea —— C13H23N5S2
1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-methylthiourea
—— 1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-cyclopropylthiourea —— C15H25N5S2
1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-cyclopropylthiourea
—— 1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-(2-phenylethyl)thiourea —— C20H29N5S2
1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-(2-phenylethyl)thiourea
—— 1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-prop-2-enylthiourea —— C15H25N5S2
1-[3-(4-Cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]-3-prop-2-enylthiourea
—— 1-(2-Phenylsulfanylethyl)-3-(3-pyrrolidin-1-ium-1-ylpropyl)thiourea —— C16H26N3S2+
1-(2-Phenylsulfanylethyl)-3-(3-pyrrolidin-1-ium-1-ylpropyl)thiourea
—— 1-(2-Phenylsulfanylethyl)-3-(3-pyrrolidin-1-ylpropyl)thiourea —— C16H25N3S2
1-(2-Phenylsulfanylethyl)-3-(3-pyrrolidin-1-ylpropyl)thiourea
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(3-pyrrolidin-1-ylpropyl)thiourea —— C16H24ClN3S2
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(3-pyrrolidin-1-ylpropyl)thiourea
—— 1-[3,5-Dimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazol-4-yl]sulfonyl-4-methylpiperidine —— C20H29N3O2S2
1-[3,5-Dimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazol-4-yl]sulfonyl-4-methylpiperidine
—— 4-[1-[2-(2-Fluorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylmorpholine —— C17H22FN3O3S2
4-[1-[2-(2-Fluorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylmorpholine
—— 4-[1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylmorpholine —— C17H22ClN3O3S2
4-[1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylmorpholine
—— 4-[3,5-Dimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazol-4-yl]sulfonylmorpholine —— C18H25N3O3S2
4-[3,5-Dimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazol-4-yl]sulfonylmorpholine
—— 1-[1-[2-(2-Fluorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonyl-4-methylpiperidine —— C19H26FN3O2S2
1-[1-[2-(2-Fluorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonyl-4-methylpiperidine
—— 2-(5-cyano-3,4-dimethyl-6-oxopyridazin-1-yl)-N-(2-phenylsulfanylethyl)acetamide —— C17H18N4O2S
2-(5-cyano-3,4-dimethyl-6-oxopyridazin-1-yl)-N-(2-phenylsulfanylethyl)acetamide
—— 1-[1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylpiperidine —— C18H24ClN3O2S2
1-[1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethylpyrazol-4-yl]sulfonylpiperidine
—— 1-[3,5-Dimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazol-4-yl]sulfonylpiperidine —— C19H27N3O2S2
1-[3,5-Dimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazol-4-yl]sulfonylpiperidine
—— 5-(4-methoxyphenyl)sulfanyl-1H-1,2,4-triazole —— C9H9N3OS
5-(4-methoxyphenyl)sulfanyl-1H-1,2,4-triazole
—— 5-Chloro-2-[2-oxo-2-(2-phenylsulfanylanilino)ethoxy]benzamide —— C21H17ClN2O3S
5-Chloro-2-[2-oxo-2-(2-phenylsulfanylanilino)ethoxy]benzamide
—— (5-Phenyl-1,2-oxazol-3-yl)methyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H18N4O4S
(5-Phenyl-1,2-oxazol-3-yl)methyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [5-(Furan-2-yl)-1,2-oxazol-3-yl]methyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H16N4O5S
[5-(Furan-2-yl)-1,2-oxazol-3-yl]methyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-(2-Methylbutan-2-ylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H24N4O4S
[2-(2-Methylbutan-2-ylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[(2-Fluorophenyl)methylamino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H19FN4O4S
[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(2-Methyl-1,3-thiazol-4-yl)methyl]-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H14N4O2S2
2-[(2-Methyl-1,3-thiazol-4-yl)methyl]-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C20H29N5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C22H34N6OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C20H28ClN5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 3-(2-Cyclohexylethyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C20H25N5OS
3-(2-Cyclohexylethyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C20H28FN5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C23H31N5OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-[(2-fluorophenyl)methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4O2S2
N-[(2-fluorophenyl)methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H17ClN4O2S2
N-[2-(3-chlorophenyl)ethyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-5-phenyl-1,2-oxazole —— C19H17NO3S
3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-5-phenyl-1,2-oxazole
—— 2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C20H20N4O2S2
2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H17FN4O2S2
N-[2-(2-fluorophenyl)ethyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(2-methylphenyl)methyl]acetamide —— C19H21NO3S
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(2-methylphenyl)methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H23N5O2S2
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C22H21NO3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide