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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
—— 1-[2-(4-Bromophenyl)sulfanylethyl]-3-(furan-2-ylmethyl)thiourea —— C14H15BrN2OS2
1-[2-(4-Bromophenyl)sulfanylethyl]-3-(furan-2-ylmethyl)thiourea
—— 1-[2-(4-Bromophenyl)sulfanylethyl]-3-(2-morpholin-4-ium-4-ylethyl)thiourea —— C15H23BrN3OS2+
1-[2-(4-Bromophenyl)sulfanylethyl]-3-(2-morpholin-4-ium-4-ylethyl)thiourea
—— 1-[2-(4-Bromophenyl)sulfanylethyl]-3-(2-methylprop-2-enyl)thiourea —— C13H17BrN2S2
1-[2-(4-Bromophenyl)sulfanylethyl]-3-(2-methylprop-2-enyl)thiourea
—— [(1S)-2-oxocyclohexyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C20H17NO3S
[(1S)-2-oxocyclohexyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H22N2O3S
[(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C18H13F3N2O3S
[2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(1R)-2-oxocyclohexyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C20H17NO3S
[(1R)-2-oxocyclohexyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C19H15N3O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (2S)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-3-ylethanamine —— C18H22N2S
(2S)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-3-ylethanamine
—— (2R)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-3-ylethanamine —— C18H22N2S
(2R)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-3-ylethanamine
—— (2R)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-2-ylethanamine —— C18H22N2S
(2R)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-2-ylethanamine
—— (2R)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-4-ylethanamine —— C18H22N2S
(2R)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-4-ylethanamine
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H22FN3O2S
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2S)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-4-ylethanamine —— C18H22N2S
(2S)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-4-ylethanamine
—— (2S)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-2-ylethanamine —— C18H22N2S
(2S)-2-(4-cyclopentylsulfanylphenyl)-2-pyridin-2-ylethanamine
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H20FN3O2S
N-[(4-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(2S)-1-(4-ethylpiperazin-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C16H26N4O2S
2-[(2S)-1-(4-ethylpiperazin-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 4-propyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-pyrimidin-6-one —— C14H14N4O2S2
4-propyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-pyrimidin-6-one
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H22FN3O2S
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C16H24N4O2S
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-propylacetamide —— C16H25N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-propylacetamide
—— N-[(4-chlorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H20ClN3O2S
N-[(4-chlorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H20FN3O2S
N-[(3-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C19H25N3O4S2
2-[2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— N'-acetyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetohydrazide —— C11H16N4O3S
N'-acetyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetohydrazide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C16H15ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H25N3O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C16H27N4O2S+
2-[(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C14H14N4O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C16H24N4O2S
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 2-[2-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C17H23N3O2S
2-[2-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-propylacetamide —— C16H25N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-propylacetamide
—— 2-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C11H14N4O2S
2-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-[(2R)-1-(4-ethylpiperazin-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C16H26N4O2S
2-[(2R)-1-(4-ethylpiperazin-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-[2-(4-acetylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C15H22N4O3S
2-[2-(4-acetylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H25N3O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H20BrN3O2S
N-[(1R)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H20BrN3O2S
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]acetamide —— C20H24FN2OS+
2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C20H23FN2OS
2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C20H23FN2OS
2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-morpholin-4-yl-2-thiophen-2-ylethyl]acetamide —— C18H21FN2O2S2
2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-morpholin-4-yl-2-thiophen-2-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-morpholin-4-ium-4-yl-2-thiophen-2-ylethyl]acetamide —— C18H22FN2O2S2+
2-(2-fluorophenyl)sulfanyl-N-[(2R)-2-morpholin-4-ium-4-yl-2-thiophen-2-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(1-piperidin-1-ium-1-ylcyclohexyl)methyl]acetamide —— C20H30FN2OS+
2-(2-fluorophenyl)sulfanyl-N-[(1-piperidin-1-ium-1-ylcyclohexyl)methyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]acetamide —— C20H24FN2OS+
2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-phenyl-2-pyrrolidin-1-ium-1-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-morpholin-4-ium-4-yl-2-thiophen-2-ylethyl]acetamide —— C18H22FN2O2S2+
2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-morpholin-4-ium-4-yl-2-thiophen-2-ylethyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-morpholin-4-yl-2-thiophen-2-ylethyl]acetamide —— C18H21FN2O2S2
2-(2-fluorophenyl)sulfanyl-N-[(2S)-2-morpholin-4-yl-2-thiophen-2-ylethyl]acetamide
—— 3-[2-(2,4-Dimethylphenyl)sulfanylethylsulfonyl]propanamide —— C13H19NO3S2
3-[2-(2,4-Dimethylphenyl)sulfanylethylsulfonyl]propanamide
—— 2-(4-methylphenyl)sulfanyl-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide —— C14H16N2O2S3
2-(4-methylphenyl)sulfanyl-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H21N3O2S3
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one