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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
—— 3-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole —— C17H18FN5OS
3-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(4-fluorophenyl)-4-methyl-1,2-oxazole
—— 5-[(4-Prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]pentanenitrile —— C10H14N4S
5-[(4-Prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]pentanenitrile
—— 3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole —— C14H12ClN3S2
3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole
—— 2-methyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C10H9N5OS2
2-methyl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— (2R)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H14N4OS2
(2R)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl (2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C10H11N3O2S2
methyl (2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H22N5OS2+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 1-[2-(Cyclohexen-1-yl)ethyl]-3-(2-methoxyethyl)thiourea —— C12H22N2OS
1-[2-(Cyclohexen-1-yl)ethyl]-3-(2-methoxyethyl)thiourea
—— (2R)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H19N5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H22N5OS2+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C20H20N4O2S2
(2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H17N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— 1-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C20H24N2OS2
1-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 2-[2-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C18H18N6OS
2-[2-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 3-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C11H13N3O2S2
3-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— 3-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C11H13N3O2S2
3-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— methyl 4-[2,5-dimethyl-3-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrol-1-yl]butanoate —— C19H22N4O3S2
methyl 4-[2,5-dimethyl-3-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrol-1-yl]butanoate
—— N-[(3-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H13ClN4OS2
N-[(3-chlorophenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[[5-(4-ethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C19H19N5O4S
6-Amino-1-cyclopropyl-5-[2-[[5-(4-ethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 3-(3-phenylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole —— C15H15N3S2
3-(3-phenylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole
—— 1-(5-chlorothiophen-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C12H8ClN3OS3
1-(5-chlorothiophen-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-N-(1-adamantyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H24N4OS2
(2S)-N-(1-adamantyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H14F2N4OS2
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C20H20N4O2S2
(2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H20N4OS2
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C13H14N4O3S2
6-Amino-1-cyclopropyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-5-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1-cyclopropylpyrimidine-2,4-dione —— C18H17N5O4S
6-Amino-5-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1-cyclopropylpyrimidine-2,4-dione
—— 2-(4-chlorophenyl)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H10ClN5OS2
2-(4-chlorophenyl)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-[2-(4-methoxyphenoxy)ethyl]-N-methyl-2-phenylsulfanylpyridine-3-carboxamide —— C22H22N2O3S
N-[2-(4-methoxyphenoxy)ethyl]-N-methyl-2-phenylsulfanylpyridine-3-carboxamide
—— 3-[(3-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H10FN3S2
3-[(3-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H20N4OS2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H18N6OS
2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H20N4OS2
N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C16H18N4OS2
1-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 5-(3,4-Dimethoxyphenyl)-2-methyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine —— C19H16N4O2S2
5-(3,4-Dimethoxyphenyl)-2-methyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine
—— 5-(4-Chlorophenyl)-4-(1-cyclopropyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine —— C16H11ClN6S2
5-(4-Chlorophenyl)-4-(1-cyclopropyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine
—— 6-Amino-1-cyclopropyl-5-[2-(1-methylimidazol-2-yl)sulfanylacetyl]pyrimidine-2,4-dione —— C13H15N5O3S
6-Amino-1-cyclopropyl-5-[2-(1-methylimidazol-2-yl)sulfanylacetyl]pyrimidine-2,4-dione
—— 6-Amino-1-cyclopropyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione —— C13H13N5O3S
6-Amino-1-cyclopropyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione
—— 6-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyridine-3-sulfonamide —— C13H12N2O4S2
6-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyridine-3-sulfonamide
—— (4-methylsulfanylphenyl)methyl N'-propan-2-ylcarbamimidothioate —— C12H18N2S2
(4-methylsulfanylphenyl)methyl N'-propan-2-ylcarbamimidothioate
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide —— C16H18N2O3S
N-[2-(4-methylphenyl)sulfanylethyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-([1,2,4]triazolo[4,3-a]pyridin-3-yloxy)acetamide —— C20H15ClN4O2S
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-([1,2,4]triazolo[4,3-a]pyridin-3-yloxy)acetamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethyl-4-nitropyrazole —— C13H14ClN3O2S
1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethyl-4-nitropyrazole
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide —— C19H15ClN2O3S
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide
—— (3S)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O2S
(3S)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— (3R)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O2S
(3R)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— 4-cyclopropyl-3-(2-methylprop-2-enylsulfanyl)-1H-1,2,4-triazol-5-one —— C9H13N3OS
4-cyclopropyl-3-(2-methylprop-2-enylsulfanyl)-1H-1,2,4-triazol-5-one