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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
—— (2S)-2-(2-bromophenyl)sulfanyl-N-cyclohexyl-N-methylpropanamide —— C16H22BrNOS
(2S)-2-(2-bromophenyl)sulfanyl-N-cyclohexyl-N-methylpropanamide
—— (2S)-2-(2-bromophenyl)sulfanyl-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C17H17BrFNOS
(2S)-2-(2-bromophenyl)sulfanyl-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (2R)-2-(2-bromophenyl)sulfanyl-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C17H17BrFNOS
(2R)-2-(2-bromophenyl)sulfanyl-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— [(3R)-2-oxooxolan-3-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C18H13NO4S
[(3R)-2-oxooxolan-3-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2R)-1-[(2R,6R)-2,6-dimethylpiperidin-1-yl]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H26N2O3S
[(2R)-1-[(2R,6R)-2,6-dimethylpiperidin-1-yl]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(1R)-1-(4-fluorophenyl)ethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H16FNO2S
[(1R)-1-(4-fluorophenyl)ethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2R)-1-[(2S,6R)-2,6-dimethylpiperidin-1-yl]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H26N2O3S
[(2R)-1-[(2S,6R)-2,6-dimethylpiperidin-1-yl]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-(Trifluoromethyl)phenyl]methyl 2-(2-cyanophenyl)sulfanylbenzoate —— C22H14F3NO2S
[2-(Trifluoromethyl)phenyl]methyl 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2R)-1-[(2S,6S)-2,6-dimethylpiperidin-1-yl]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H26N2O3S
[(2R)-1-[(2S,6S)-2,6-dimethylpiperidin-1-yl]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(2R,6R)-2,6-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(2R,6R)-2,6-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2S)-1-anilino-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H18N2O3S
[(2S)-1-anilino-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H18N2O4S
[(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (2,5-Dimethylphenyl)methyl 2-(2-cyanophenyl)sulfanylbenzoate —— C23H19NO2S
(2,5-Dimethylphenyl)methyl 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-(4-Methoxyphenoxy)ethyl 2-(2-cyanophenyl)sulfanylbenzoate —— C23H19NO4S
2-(4-Methoxyphenoxy)ethyl 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-(3-Methylphenoxy)ethyl 2-(2-cyanophenyl)sulfanylbenzoate —— C23H19NO3S
2-(3-Methylphenoxy)ethyl 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-Phenoxyethyl 2-(2-cyanophenyl)sulfanylbenzoate —— C22H17NO3S
2-Phenoxyethyl 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-(2,3-dihydro-1H-inden-5-yl)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C25H19NO3S
[2-(2,3-dihydro-1H-inden-5-yl)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2R)-1-[cyclohexyl(methyl)amino]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H26N2O3S
[(2R)-1-[cyclohexyl(methyl)amino]-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-(3-Fluoroanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H15FN2O3S
[2-(3-Fluoroanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(4-Methylcyclohexyl)amino]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(4-Methylcyclohexyl)amino]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2S)-1-(benzylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H20N2O3S
[(2S)-1-(benzylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (4-Fluorophenyl)methyl 2-(2-cyanophenyl)sulfanylbenzoate —— C21H14FNO2S
(4-Fluorophenyl)methyl 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-(4-Methoxyphenyl)ethyl 2-(2-cyanophenyl)sulfanylbenzoate —— C23H19NO3S
2-(4-Methoxyphenyl)ethyl 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2R)-1-anilino-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H18N2O3S
[(2R)-1-anilino-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(2R)-2-methylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H22N2O3S
[2-[(2R)-2-methylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H19N3O3S
[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-(3-Methylanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H18N2O3S
[2-(3-Methylanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(2S,6R)-2,6-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(2S,6R)-2,6-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(2S,6S)-2,6-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(2S,6S)-2,6-dimethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (3-Cyanophenyl)methyl 2-(2-cyanophenyl)sulfanylbenzoate —— C22H14N2O2S
(3-Cyanophenyl)methyl 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2R)-1-(benzylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H20N2O3S
[(2R)-1-(benzylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-[(2S)-2-methylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H22N2O3S
[2-[(2S)-2-methylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-(2-bromophenyl)sulfanyl-N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C16H22BrNO3S2
2-(2-bromophenyl)sulfanyl-N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanylcyclohexan-1-one —— C11H18N4OS
(2S)-2-(1-tert-butyltetrazol-5-yl)sulfanylcyclohexan-1-one
—— 1-cyclohexyl-5-[(1R)-1-phenylethyl]sulfanyltetrazole —— C15H20N4S
1-cyclohexyl-5-[(1R)-1-phenylethyl]sulfanyltetrazole
—— 1-cyclohexyl-5-[(1S)-1-phenylethyl]sulfanyltetrazole —— C15H20N4S
1-cyclohexyl-5-[(1S)-1-phenylethyl]sulfanyltetrazole
—— 2-(2-bromophenyl)sulfanyl-N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C16H22BrNO3S2
2-(2-bromophenyl)sulfanyl-N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2-bromophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22BrNO2S
2-(2-bromophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-(2-bromophenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22BrNO2S
2-(2-bromophenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanylcyclohexan-1-one —— C11H18N4OS
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanylcyclohexan-1-one
—— 3-[4-Amino-3-[(3,5-dimethylphenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate —— C15H17N4O3S-
3-[4-Amino-3-[(3,5-dimethylphenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate
—— (2R)-N-(1-adamantyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H23N3O3S
(2R)-N-(1-adamantyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-(furan-2-yl)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H17N3O3S2
1-(furan-2-yl)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 1-(furan-2-yl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H17N3O3S2
1-(furan-2-yl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2S)-1-[[5-(2-chloro-4,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(furan-2-ylmethoxy)propan-2-ol —— C18H20ClN3O3S2
(2S)-1-[[5-(2-chloro-4,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(furan-2-ylmethoxy)propan-2-ol
—— N-[(2S)-butan-2-yl]-2-(4-chlorophenyl)sulfanylpyridine-3-carboxamide —— C16H17ClN2OS
N-[(2S)-butan-2-yl]-2-(4-chlorophenyl)sulfanylpyridine-3-carboxamide
—— (2R)-1-[[5-(2-chloro-4,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(furan-2-ylmethoxy)propan-2-ol —— C18H20ClN3O3S2
(2R)-1-[[5-(2-chloro-4,6-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(furan-2-ylmethoxy)propan-2-ol