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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
—— 4-methyl-3-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-5-[(2R)-1-(thiophen-2-ylmethyl)pyrrolidin-1-ium-2-yl]-1,2,4-triazole —— C18H29N5S2+2
4-methyl-3-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-5-[(2R)-1-(thiophen-2-ylmethyl)pyrrolidin-1-ium-2-yl]-1,2,4-triazole
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]propanamide —— C17H18ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]propanamide
—— [(3R,5S)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate —— C20H18N2O4S2
[(3R,5S)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate
—— [(3S,5R)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate —— C20H18N2O4S2
[(3S,5R)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate
—— (2R)-N-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]oxolane-2-carboxamide —— C11H18N4O2S
(2R)-N-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]oxolane-2-carboxamide
—— 3-[(2S)-1-(furan-2-ylmethyl)pyrrolidin-2-yl]-4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazole —— C18H27N5OS
3-[(2S)-1-(furan-2-ylmethyl)pyrrolidin-2-yl]-4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazole
—— (2S)-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]-2-phenylsulfanylpropanamide —— C15H22N3OS+
(2S)-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]-2-phenylsulfanylpropanamide
—— [(2R)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2R)-oxolan-2-yl]methanone —— C19H24N4O2S
[(2R)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2R)-oxolan-2-yl]methanone
—— [(3S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidin-3-yl]-(1-methylimidazol-2-yl)methanone —— C18H26N6OS
[(3S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidin-3-yl]-(1-methylimidazol-2-yl)methanone
—— (3S)-3-(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium —— C16H25N4OS+
(3S)-3-(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidin-1-ium
—— (3S)-3-[4-ethyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine —— C16H29N5O2S2
(3S)-3-[4-ethyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine
—— (3R)-3-(4-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperidine —— C9H16N4S
(3R)-3-(4-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperidine
—— (5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methylazanium —— C11H15N4S+
(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methylazanium
—— (3S)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidine —— C18H32N4S
(3S)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidine
—— (4S)-1-[6-amino-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-yl]azepan-4-amine —— C18H25N5S
(4S)-1-[6-amino-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-yl]azepan-4-amine
—— 3-benzylsulfanyl-4-methyl-5-[(2R)-pyrrolidin-2-yl]-1,2,4-triazole —— C14H18N4S
3-benzylsulfanyl-4-methyl-5-[(2R)-pyrrolidin-2-yl]-1,2,4-triazole
—— (4R)-1-[6-amino-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-yl]azepan-4-amine —— C18H25N5S
(4R)-1-[6-amino-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-yl]azepan-4-amine
—— 2-(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethylazanium —— C12H17N4S+
2-(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethylazanium
—— (3R)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium —— C18H33N4S+
(3R)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium
—— (3R)-3-(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidine —— C16H24N4OS
(3R)-3-(4-ethyl-5-ethylsulfanyl-1,2,4-triazol-3-yl)-1-(furan-2-ylmethyl)piperidine
—— (3R)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidin-1-ium —— C17H31N4S+
(3R)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidin-1-ium
—— (3S)-1-cyclohexyl-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium —— C17H31N4S+
(3S)-1-cyclohexyl-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium
—— 3-[(2R)-1-(furan-2-ylmethyl)pyrrolidin-2-yl]-4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazole —— C18H27N5OS
3-[(2R)-1-(furan-2-ylmethyl)pyrrolidin-2-yl]-4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazole
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide —— C19H19ClN4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide —— C20H22N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide
—— 4-[(3R)-3-[4-methyl-5-(pyrazol-1-ylmethyl)-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidine —— C17H22N8S
4-[(3R)-3-[4-methyl-5-(pyrazol-1-ylmethyl)-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidine
—— (2S)-N-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H20N4OS
(2S)-N-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-butylsulfanyl-6-[(3R)-3-(4-methylpiperazin-1-yl)pyrrolidin-1-yl]pyrimidin-4-amine —— C17H30N6S
2-butylsulfanyl-6-[(3R)-3-(4-methylpiperazin-1-yl)pyrrolidin-1-yl]pyrimidin-4-amine
—— 2-butylsulfanyl-6-[(3S)-3-(4-methylpiperazin-1-yl)pyrrolidin-1-yl]pyrimidin-4-amine —— C17H30N6S
2-butylsulfanyl-6-[(3S)-3-(4-methylpiperazin-1-yl)pyrrolidin-1-yl]pyrimidin-4-amine
—— 4-[(3S)-3-[4-methyl-5-(pyrazol-1-ylmethyl)-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidine —— C17H22N8S
4-[(3S)-3-[4-methyl-5-(pyrazol-1-ylmethyl)-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidine
—— (2S)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C10H14F3N5OS
(2S)-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— Tert-butyl 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H19N3O2S2
Tert-butyl 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24F3N5OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H20N4OS
(2R)-N-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 3-[(2-chloro-6-fluorobenzyl)thio]-5-methyl-4H-1,2,4-triazol-4-amine —— C10H10ClFN4S
3-[(2-chloro-6-fluorobenzyl)thio]-5-methyl-4H-1,2,4-triazol-4-amine
—— (2R)-N-methyl-N-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C17H20N2OS2
(2R)-N-methyl-N-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide —— C15H17N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide
—— (2S)-N-methyl-N-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C17H20N2OS2
(2S)-N-methyl-N-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H18N4O3S3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C17H19N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H27N5OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [5-(3-Chlorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C16H19ClN5OS+
[5-(3-Chlorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— N-[(4-methylphenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H22N4O2S
N-[(4-methylphenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (5S)-2-(2-amino-6-thiophen-2-ylsulfanylpyrimidin-4-yl)-7-methyl-2,7-diazaspiro[4.5]decan-6-one —— C17H21N5OS2
(5S)-2-(2-amino-6-thiophen-2-ylsulfanylpyrimidin-4-yl)-7-methyl-2,7-diazaspiro[4.5]decan-6-one
—— (5R)-2-(2-amino-6-thiophen-2-ylsulfanylpyrimidin-4-yl)-7-methyl-2,7-diazaspiro[4.5]decan-6-one —— C17H21N5OS2
(5R)-2-(2-amino-6-thiophen-2-ylsulfanylpyrimidin-4-yl)-7-methyl-2,7-diazaspiro[4.5]decan-6-one
—— N-cycloheptyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H20FN3O2S
N-cycloheptyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— N-(1-cyanocyclohexyl)-2-{[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-methylacetamide —— C18H19FN4O2S
N-(1-cyanocyclohexyl)-2-{[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-methylacetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C20H20FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— N-[(2S)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C18H28N6S
N-[(2S)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine