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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-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C19H20ClNO3S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— [2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C18H20ClNO3S
[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— [(3S)-3-cyano-4-imino-2-oxopentyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C15H15ClN2O3S
[(3S)-3-cyano-4-imino-2-oxopentyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— [2-(methylamino)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C12H14ClNO3S
[2-(methylamino)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— [(2R)-1-amino-1-oxopropan-2-yl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C12H14ClNO3S
[(2R)-1-amino-1-oxopropan-2-yl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— [2-(ethoxycarbonylamino)-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C14H16ClNO5S
[2-(ethoxycarbonylamino)-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C19H20ClNO3S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— Methyl 3-[2,5-dimethyl-3-[2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate —— C15H19N3O3S3
Methyl 3-[2,5-dimethyl-3-[2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate
—— (5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C16H13ClN2O3S2
(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— (2S)-4-(ethylsulfanyl)butan-2-amine —— C6H15NS
(2S)-4-(ethylsulfanyl)butan-2-amine
—— (1R,3R)-3-ethylsulfanylcyclopentan-1-amine —— C7H15NS
(1R,3R)-3-ethylsulfanylcyclopentan-1-amine
—— (2R)-4-(ethylsulfanyl)butan-2-amine —— C6H15NS
(2R)-4-(ethylsulfanyl)butan-2-amine
—— (1S,3R)-3-ethylsulfanylcyclopentan-1-amine —— C7H15NS
(1S,3R)-3-ethylsulfanylcyclopentan-1-amine
—— N-[(2-chlorophenyl)methyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H12ClN3OS3
N-[(2-chlorophenyl)methyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C19H20ClNO4S
[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H16N4OS4
N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-(Furan-2-yl)-5-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C10H8N4O2S3
2-(Furan-2-yl)-5-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS3
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H13N3O3S4
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS3
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 1-[2,5-Dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C16H17N3OS4
1-[2,5-Dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (5-phenyl-1,3,4-oxadiazol-2-yl)methyl (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C18H15ClN2O3S
(5-phenyl-1,3,4-oxadiazol-2-yl)methyl (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— N-cyclopropyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C8H11N3OS3
N-cyclopropyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-propylacetamide —— C8H13N3OS3
2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-propylacetamide
—— 1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C15H19N3O3S4
1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C18H19N3OS3
1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— N-[2-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H14FN3OS3
N-[2-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-tert-butyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H15N3OS3
N-tert-butyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (1S,3S)-3-methylsulfanylcyclopentan-1-amine —— C6H13NS
(1S,3S)-3-methylsulfanylcyclopentan-1-amine
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H19N3O3S3
ethyl 2,4-dimethyl-5-[(2S)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— (2S)-4-[(R)-methylsulfinyl]butan-2-amine —— C5H13NOS
(2S)-4-[(R)-methylsulfinyl]butan-2-amine
—— (2S)-N-cyclopropyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C9H13N3OS3
(2S)-N-cyclopropyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 1-[1-[(4-Fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C18H18FN3OS3
1-[1-[(4-Fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— N-(2-cyanoethyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C8H10N4OS3
N-(2-cyanoethyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H13N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 7-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C10H8N4OS4
7-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H19N3O3S3
ethyl 2,4-dimethyl-5-[(2R)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-methyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C6H9N3OS3
N-methyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2S)-4-[(S)-methylsulfinyl]butan-2-amine —— C5H13NOS
(2S)-4-[(S)-methylsulfinyl]butan-2-amine
—— N-[(4-fluorophenyl)methyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H12FN3OS3
N-[(4-fluorophenyl)methyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (1R,3R)-3-methylsulfanylcyclopentan-1-amine —— C6H13NS
(1R,3R)-3-methylsulfanylcyclopentan-1-amine
—— N'-acetyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetohydrazide —— C7H10N4O2S3
N'-acetyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetohydrazide
—— (1S,3R)-3-methylsulfanylcyclopentan-1-amine —— C6H13NS
(1S,3R)-3-methylsulfanylcyclopentan-1-amine
—— (2R)-3-[(R)-octylsulfinyl]propane-1,2-diol —— C11H24O3S
(2R)-3-[(R)-octylsulfinyl]propane-1,2-diol
—— (1R,3S)-3-methylsulfanylcyclopentan-1-amine —— C6H13NS
(1R,3S)-3-methylsulfanylcyclopentan-1-amine
—— (2R)-4-[(R)-methylsulfinyl]butan-2-amine —— C5H13NOS
(2R)-4-[(R)-methylsulfinyl]butan-2-amine
—— (2R)-3-[(S)-octylsulfinyl]propane-1,2-diol —— C11H24O3S
(2R)-3-[(S)-octylsulfinyl]propane-1,2-diol
—— (2S)-3-[(R)-octylsulfinyl]propane-1,2-diol —— C11H24O3S
(2S)-3-[(R)-octylsulfinyl]propane-1,2-diol
—— 2-(4-Fluorophenyl)-2-[3-(2-methylphenyl)sulfanylpropyl]-1,3-dioxolane —— C19H21FO2S
2-(4-Fluorophenyl)-2-[3-(2-methylphenyl)sulfanylpropyl]-1,3-dioxolane
—— [(2R,3R)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium —— C9H18NO4S2+
[(2R,3R)-2-(1,1-dioxothietan-3-yl)-1,1-dioxothietan-3-yl]-trimethylazanium