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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
—— N-[(E)-[(E)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C17H17BrN4O2S
N-[(E)-[(E)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— N-[3-[5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-4-phenyl-1,2,4-triazol-3-yl]propyl]acetamide —— C20H18F3N5O3S
N-[3-[5-[2-nitro-4-(trifluoromethyl)phenyl]sulfanyl-4-phenyl-1,2,4-triazol-3-yl]propyl]acetamide
—— N-(2-methylpropyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H16N4OS2
N-(2-methylpropyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3,3-Dimethyl-1-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butan-2-one —— C9H14N2OS2
3,3-Dimethyl-1-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]butan-2-one
—— 6-Tert-butyl-2-prop-2-enylsulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C14H15F3N2S
6-Tert-butyl-2-prop-2-enylsulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 2-[[3,6-Bis(2-methylphenyl)-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetonitrile —— C21H16N4OS3
2-[[3,6-Bis(2-methylphenyl)-7-oxo-2-sulfanylidene-[1,3]thiazolo[4,5-d]pyrimidin-5-yl]sulfanyl]acetonitrile
—— 2-[(Z)-but-2-enyl]sulfonyl-N-(2-cyclohexylethyl)acetamide —— C14H25NO3S
2-[(Z)-but-2-enyl]sulfonyl-N-(2-cyclohexylethyl)acetamide
—— (Z)-4-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile —— C11H14N4OS2
(Z)-4-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile
—— (Z)-4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile —— C11H14N4OS2
(Z)-4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile
—— 2-(2-chlorophenyl)sulfanyl-N-(4-phenylbutan-2-yl)acetamide —— C18H20ClNOS
2-(2-chlorophenyl)sulfanyl-N-(4-phenylbutan-2-yl)acetamide
—— 4-Chloro-5-ethoxy-2-(6-ethoxy-2-methylsulfanylpyrimidin-4-yl)pyridazin-3-one —— C13H15ClN4O3S
4-Chloro-5-ethoxy-2-(6-ethoxy-2-methylsulfanylpyrimidin-4-yl)pyridazin-3-one
—— Ethyl 2-{[3-(3,4-dimethylphenyl)-6-(2-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetate —— C24H23N3O3S3
Ethyl 2-{[3-(3,4-dimethylphenyl)-6-(2-methylphenyl)-7-oxo-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}acetate
—— 4-ethyl-5-methyl-2-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1H-pyrimidin-6-one —— C13H19N3O2S
4-ethyl-5-methyl-2-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1H-pyrimidin-6-one
—— 2-(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanyl-N-octylacetamide —— C20H25N3OS2
2-(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanyl-N-octylacetamide
—— 5-(Benzylsulfanyl)-3-[(furan-2-YL)methyl]-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one —— C23H17N3O2S3
5-(Benzylsulfanyl)-3-[(furan-2-YL)methyl]-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-7-one
—— 1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]-N-(1H-1,2,4-triazol-4-ium-4-yl)methanimine —— C13H12N7O2S+
1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]-N-(1H-1,2,4-triazol-4-ium-4-yl)methanimine
—— 2-((3-(2-chlorophenyl)-1,2,4-thiadiazol-5-yl)thio)-N-cyclopentylacetamide —— C15H16ClN3OS2
2-((3-(2-chlorophenyl)-1,2,4-thiadiazol-5-yl)thio)-N-cyclopentylacetamide
—— 3-(4-Fluorophenyl)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C20H14FN3OS2
3-(4-Fluorophenyl)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— 6-tert-butyl-4-[(E)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C15H22N4OS
6-tert-butyl-4-[(E)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— 1-Cyclohexyl-3-(1,3-dihydroxy-2-methylpropan-2-yl)thiourea —— C11H22N2O2S
1-Cyclohexyl-3-(1,3-dihydroxy-2-methylpropan-2-yl)thiourea
—— 6-tert-butyl-4-[(E)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C15H22N4OS
6-tert-butyl-4-[(E)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— [2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] 2-phenylacetate —— C22H23ClN2O2S
[2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] 2-phenylacetate
—— [2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] benzoate —— C21H21ClN2O2S
[2-Tert-butyl-4-(4-chlorophenyl)sulfanyl-5-methylpyrazol-3-yl] benzoate
—— 3-Pyridin-2-ylsulfanylpropanamide —— C8H10N2OS
3-Pyridin-2-ylsulfanylpropanamide
—— 3-[(Z)-but-2-enyl]sulfanyl-4-methyl-1,2,4-triazole —— C7H11N3S
3-[(Z)-but-2-enyl]sulfanyl-4-methyl-1,2,4-triazole
—— 1-Cyclopentyl-3-propylthiourea —— C9H18N2S
1-Cyclopentyl-3-propylthiourea
—— 1-[[4-(4-Chlorophenyl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-3-methylpyrido[1,2-a]benzimidazole-4-carbonitrile —— C26H16ClN7S
1-[[4-(4-Chlorophenyl)-5-pyridin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-3-methylpyrido[1,2-a]benzimidazole-4-carbonitrile
—— N-(1,1-dioxothiolan-3-yl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C17H22N4O3S3
N-(1,1-dioxothiolan-3-yl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-(1-adamantyl)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H22ClN3OS3
N-(1-adamantyl)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-{[2-(benzylsulfanyl)-6-methylpyrimidin-4-yl]oxy}-2,2,2-trichloroethyl)-2,2-dimethylpropanamide —— C19H22Cl3N3O2S
N-(1-{[2-(benzylsulfanyl)-6-methylpyrimidin-4-yl]oxy}-2,2,2-trichloroethyl)-2,2-dimethylpropanamide
—— N-benzyl-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylacetamide —— C26H28N4OS2
N-benzyl-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylacetamide
—— (Z)-3-(2-chloroimidazo[1,2-a]pyridin-3-yl)-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)prop-2-enamide —— C21H16ClN5OS
(Z)-3-(2-chloroimidazo[1,2-a]pyridin-3-yl)-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)prop-2-enamide
—— (2S)-N-[(Z)-3-chloroprop-2-enyl]-N-methyl-1-methylsulfonylpropan-2-amine —— C8H16ClNO2S
(2S)-N-[(Z)-3-chloroprop-2-enyl]-N-methyl-1-methylsulfonylpropan-2-amine
—— 1-(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)-3-[chloro(ethoxy)phosphoryl]urea —— C12H15ClN5O3PS
1-(3-benzylsulfanyl-1H-1,2,4-triazol-5-yl)-3-[chloro(ethoxy)phosphoryl]urea
—— 1-allyl-3-[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-urea 745827-41-2 C20H23N5OS
1-allyl-3-[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-urea
—— 5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-phenylsulfanylaniline —— C20H26ClN3S
5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-phenylsulfanylaniline
—— N-(1-ethylpropyl)-5-(6-isopropyl-2-methoxypyridin-3-yl)-6-methyl-3-(methylthio)pyrazin-2-amine 666254-35-9 C20H30N4OS
N-(1-ethylpropyl)-5-(6-isopropyl-2-methoxypyridin-3-yl)-6-methyl-3-(methylthio)pyrazin-2-amine
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-methoxyethyl)benzamide —— C23H29BrN2O4S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-methoxyethyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-ethoxypropyl)benzamide —— C25H33BrN2O4S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-ethoxypropyl)benzamide
—— 5-(4-Fluorophenyl)sulfanyl-1-[(4-methoxyphenyl)methyl]pyrazolo[3,4-b]pyridine —— C20H16FN3OS
5-(4-Fluorophenyl)sulfanyl-1-[(4-methoxyphenyl)methyl]pyrazolo[3,4-b]pyridine
—— 2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-ethoxypropyl)benzamide —— C25H33BrN2O4S2
2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-ethoxypropyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-N-[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]-5-morpholin-4-ylsulfonylbenzamide —— C25H23BrN2O6S2
2-(4-bromophenyl)sulfanyl-N-[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]-5-morpholin-4-ylsulfonylbenzamide
—— 3-bromo-4-(3,5-dimethylphenyl)sulfanyl-5-ethyl-6-methyl-1H-pyridin-2-one —— C16H18BrNOS
3-bromo-4-(3,5-dimethylphenyl)sulfanyl-5-ethyl-6-methyl-1H-pyridin-2-one
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-morpholin-4-ylethyl)benzamide —— C26H34BrN3O4S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-morpholin-4-ylethyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-morpholin-4-ylethyl)benzamide —— C26H34BrN3O4S2
2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-morpholin-4-ylethyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-methoxyethyl)benzamide —— C23H29BrN2O4S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-methoxyethyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-ethoxypropyl)benzamide —— C25H33BrN2O4S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(3-ethoxypropyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-morpholin-4-ylethyl)benzamide —— C26H34BrN3O4S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-(2-morpholin-4-ylethyl)benzamide
—— 2-(4-bromophenyl)sulfanyl-N-[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]-5-morpholin-4-ylsulfonylbenzamide —— C25H23BrN2O6S2
2-(4-bromophenyl)sulfanyl-N-[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]-5-morpholin-4-ylsulfonylbenzamide
—— N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]propanamide —— C12H15Cl2NOS
N-[(1R)-2,2-dichloro-1-(4-methylphenyl)sulfanylethyl]propanamide