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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
—— 2-(2-cyanophenyl)sulfanyl-N-[[(2S)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]benzamide —— C22H25N3O2S
2-(2-cyanophenyl)sulfanyl-N-[[(2S)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]benzamide
—— (2R)-N-(2-methoxyethyl)-2-[(4-methylsulfanylphenyl)methylsulfanyl]propanamide —— C14H21NO2S2
(2R)-N-(2-methoxyethyl)-2-[(4-methylsulfanylphenyl)methylsulfanyl]propanamide
—— (2S)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C21H24N4OS2
(2S)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— 2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C15H18ClN4O2S+
2-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-methylpiperazin-4-ium-1-yl)ethanone
—— (2S)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide —— C21H24N4OS2
(2S)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C16H21N4O2S+
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(4-methylpiperazin-4-ium-1-yl)ethanone
—— (3R)-1-methyl-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-5-oxopyrrolidine-3-carboxamide —— C16H18N4O2S
(3R)-1-methyl-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-5-oxopyrrolidine-3-carboxamide
—— (3S)-1-methyl-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-5-oxopyrrolidine-3-carboxamide —— C16H18N4O2S
(3S)-1-methyl-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-5-oxopyrrolidine-3-carboxamide
—— (2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C21H24N4OS2
(2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— (2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide —— C21H24N4OS2
(2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide
—— N'-[(3-oxo-1-benzothiophen-2-ylidene)methyl]-2-[(E)-1-phenylethylideneamino]oxyacetohydrazide —— C19H17N3O3S
N'-[(3-oxo-1-benzothiophen-2-ylidene)methyl]-2-[(E)-1-phenylethylideneamino]oxyacetohydrazide
—— methyl (2S)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C11H20N4O2S
methyl (2S)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— methyl (2R)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C11H20N4O2S
methyl (2R)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 1-[(1R)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]-3-(1H-pyrazol-4-yl)urea —— C15H20N4O2S
1-[(1R)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]-3-(1H-pyrazol-4-yl)urea
—— 1-[(1S)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]-3-(1H-pyrazol-4-yl)urea —— C15H20N4O2S
1-[(1S)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]-3-(1H-pyrazol-4-yl)urea
—— [(2S)-2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone —— C17H28N4O2S
[(2S)-2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone
—— [(2R)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone —— C22H30N4O2S
[(2R)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone
—— 2-(5-Ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl-(4-methylcyclohexyl)azanium —— C14H27N4S+
2-(5-Ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl-(4-methylcyclohexyl)azanium
—— (4-methoxycyclohexyl)-[(2R)-2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone —— C21H35N5O2S
(4-methoxycyclohexyl)-[(2R)-2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone
—— 3-benzylsulfanyl-4-methyl-5-[(2R)-1-methylsulfonylpyrrolidin-2-yl]-1,2,4-triazole —— C15H20N4O2S2
3-benzylsulfanyl-4-methyl-5-[(2R)-1-methylsulfonylpyrrolidin-2-yl]-1,2,4-triazole
—— [(2R)-2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone —— C17H28N4O2S
[(2R)-2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone
—— [(2S)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone —— C22H30N4O2S
[(2S)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-(4-methoxycyclohexyl)methanone
—— Cyclopentyl-[2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]azanium —— C12H23N4S+
Cyclopentyl-[2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]azanium
—— (2S)-N-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]oxolane-2-carboxamide —— C11H18N4O2S
(2S)-N-[(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)methyl]oxolane-2-carboxamide
—— [(2R)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2S)-oxolan-2-yl]methanone —— C19H24N4O2S
[(2R)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2S)-oxolan-2-yl]methanone
—— (2S)-N-[2-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide —— C12H20N4O2S
(2S)-N-[2-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide
—— Cyclohexyl-[2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]azanium —— C13H25N4S+
Cyclohexyl-[2-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]azanium
—— (4-methoxycyclohexyl)-[(2S)-2-[4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone —— C21H36N5O2S+
(4-methoxycyclohexyl)-[(2S)-2-[4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone
—— (2S)-4-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C22H16ClN5OS3
(2S)-4-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (3R)-3-[4-ethyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine —— C16H29N5O2S2
(3R)-3-[4-ethyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine
—— (2R)-4-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C22H16ClN5OS3
(2R)-4-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (2S)-N-[2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide —— C17H22N4O2S
(2S)-N-[2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide
—— (3R)-3-(5-ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine —— C13H24N4O2S2
(3R)-3-(5-ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine
—— (3R)-3-[4-ethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine —— C16H30N5O2S2+
(3R)-3-[4-ethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine
—— (3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine —— C16H22N4O2S2
(3R)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine
—— (2S)-N-cyclopropyl-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H23N5OS
(2S)-N-cyclopropyl-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (3S)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidin-1-ium —— C17H31N4S+
(3S)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidin-1-ium
—— 3-[(2S)-1-cyclohexylpyrrolidin-1-ium-2-yl]-4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazole —— C19H35N5S+2
3-[(2S)-1-cyclohexylpyrrolidin-1-ium-2-yl]-4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazole
—— (3R)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine —— C17H30N4S
(3R)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine
—— (3S)-3-(5-ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine —— C13H24N4O2S2
(3S)-3-(5-ethylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine
—— 3-[(2R)-1-(furan-2-ylmethyl)pyrrolidin-1-ium-2-yl]-4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazole —— C18H29N5OS+2
3-[(2R)-1-(furan-2-ylmethyl)pyrrolidin-1-ium-2-yl]-4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazole
—— [(2S)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2R)-oxolan-2-yl]methanone —— C19H24N4O2S
[(2S)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2R)-oxolan-2-yl]methanone
—— (2R)-N-[2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide —— C17H22N4O2S
(2R)-N-[2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide
—— 4-methyl-3-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-5-[(2S)-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-[(2S)-1-(thiophen-2-ylmethyl)pyrrolidin-1-ium-2-yl]-1,2,4-triazole
—— (3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine —— C16H22N4O2S2
(3S)-3-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-methylsulfonylpiperidine
—— (3R)-1-(furan-2-ylmethyl)-3-[4-propan-2-yl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]piperidine —— C21H33N5OS
(3R)-1-(furan-2-ylmethyl)-3-[4-propan-2-yl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]piperidine
—— (2R)-N-[2-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide —— C12H20N4O2S
(2R)-N-[2-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)ethyl]oxolane-2-carboxamide
—— (3R)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidine —— C18H32N4S
(3R)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidine
—— (3R)-1-(furan-2-ylmethyl)-3-[4-propan-2-yl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]piperidin-1-ium —— C21H35N5OS+2
(3R)-1-(furan-2-ylmethyl)-3-[4-propan-2-yl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]piperidin-1-ium
—— (3R)-1-cyclohexyl-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium —— C17H31N4S+
(3R)-1-cyclohexyl-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium