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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
—— ethyl 2-[2-[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H18N2O3S3
ethyl 2-[2-[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-(2-Phenylquinazolin-4-yl)sulfanyl-1,3-benzothiazole —— C21H13N3S2
2-(2-Phenylquinazolin-4-yl)sulfanyl-1,3-benzothiazole
—— (2R)-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]-2-phenylsulfanylpropanamide —— C15H22N3OS+
(2R)-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]-2-phenylsulfanylpropanamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O3S
N-[[(2S)-oxolan-2-yl]methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C16H12ClFN2OS
2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— (5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl-cyclohexylazanium —— C17H25N4S+
(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl-cyclohexylazanium
—— (3R)-3-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine —— C10H18N4S
(3R)-3-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine
—— (3S)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine —— C17H30N4S
(3S)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-(4-methylcyclohexyl)piperidine
—— (3S)-3-[4-ethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine —— C16H30N5O2S2+
(3S)-3-[4-ethyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]-1-methylsulfonylpiperidine
—— 3-benzylsulfanyl-4-methyl-5-[(2S)-1-methylsulfonylpyrrolidin-2-yl]-1,2,4-triazole —— C15H20N4O2S2
3-benzylsulfanyl-4-methyl-5-[(2S)-1-methylsulfonylpyrrolidin-2-yl]-1,2,4-triazole
—— (4-methoxycyclohexyl)-[(2S)-2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone —— C21H35N5O2S
(4-methoxycyclohexyl)-[(2S)-2-[4-methyl-5-(2-pyrrolidin-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone
—— 4-(5-Ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-[[1-(2-phenylethyl)tetrazol-5-yl]methyl]piperidin-1-ium —— C20H29N8S+
4-(5-Ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)-1-[[1-(2-phenylethyl)tetrazol-5-yl]methyl]piperidin-1-ium
—— (3S)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidine —— C11H20N4S
(3S)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidine
—— (3S)-3-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine —— C10H18N4S
(3S)-3-(5-ethylsulfanyl-4-methyl-1,2,4-triazol-3-yl)piperidine
—— [(2S)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2S)-oxolan-2-yl]methanone —— C19H24N4O2S
[(2S)-2-(5-benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)pyrrolidin-1-yl]-[(2S)-oxolan-2-yl]methanone
—— 4-methyl-3-(2-pyrrolidin-1-ylethylsulfanyl)-5-[(2S)-1-(thiophen-2-ylmethyl)pyrrolidin-2-yl]-1,2,4-triazole —— C18H27N5S2
4-methyl-3-(2-pyrrolidin-1-ylethylsulfanyl)-5-[(2S)-1-(thiophen-2-ylmethyl)pyrrolidin-2-yl]-1,2,4-triazole
—— (3S)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperidine —— C10H18N4S
(3S)-3-(4-ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperidine
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C15H18N4OS2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C19H19ClN4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— (2S)-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide —— C13H17N5OS
(2S)-2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide —— C18H17ClN4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide
—— 3-(1-Methyltetrazol-5-yl)sulfanylpropyl-(thiophen-3-ylmethyl)azanium —— C10H16N5S2+
3-(1-Methyltetrazol-5-yl)sulfanylpropyl-(thiophen-3-ylmethyl)azanium
—— [5-(3-Chloro-2-methylphenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C17H21ClN5OS+
[5-(3-Chloro-2-methylphenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— [5-(4-Chlorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium —— C16H19ClN5OS+
[5-(4-Chlorophenyl)furan-2-yl]methyl-[3-(1-methyltetrazol-5-yl)sulfanylpropyl]azanium
—— N-benzyl-N-tert-butyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H28N4O2S
N-benzyl-N-tert-butyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C18H16FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide —— C17H20FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide
—— 2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile —— C10H6FN3OS
2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 1-[2-[2-(4-Chlorophenyl)sulfanylethoxy]ethyl]piperazine-1,4-diium —— C14H23ClN2OS+2
1-[2-[2-(4-Chlorophenyl)sulfanylethoxy]ethyl]piperazine-1,4-diium
—— 2-(2-Fluorophenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H11FN4O2S
2-(2-Fluorophenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-N-benzyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H16FN3O2S
(2S)-N-benzyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [5-(3-Chloro-4-fluorophenyl)furan-2-yl]methyl-(3-pyrimidin-2-ylsulfanylpropyl)azanium —— C18H18ClFN3OS+
[5-(3-Chloro-4-fluorophenyl)furan-2-yl]methyl-(3-pyrimidin-2-ylsulfanylpropyl)azanium
—— 1-[3-(4-Chlorophenyl)sulfanylpropyl]piperazine-1,4-diium —— C13H21ClN2S+2
1-[3-(4-Chlorophenyl)sulfanylpropyl]piperazine-1,4-diium
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C19H23N5OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C20H22N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[(4-benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide —— C21H21ClN4OS
2-[(4-benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide
—— N-(1-adamantylmethyl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C23H30N4OS
N-(1-adamantylmethyl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C24H32N4OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [5-(4-Chlorophenyl)furan-2-yl]methyl-(3-pyrimidin-2-ylsulfanylpropyl)azanium —— C18H19ClN3OS+
[5-(4-Chlorophenyl)furan-2-yl]methyl-(3-pyrimidin-2-ylsulfanylpropyl)azanium
—— [5-(3-Chloro-2-methylphenyl)furan-2-yl]methyl-(3-pyrimidin-2-ylsulfanylpropyl)azanium —— C19H21ClN3OS+
[5-(3-Chloro-2-methylphenyl)furan-2-yl]methyl-(3-pyrimidin-2-ylsulfanylpropyl)azanium
—— 2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C21H21N5OS
2-[(4-Benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(1R,2R)-1-pyrrolidin-1-ium-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide —— C21H29N2OS2+
2-(2,5-dimethylphenyl)sulfanyl-N-[(1R,2R)-1-pyrrolidin-1-ium-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide
—— N-(cyclopropylmethyl)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N-propylacetamide —— C24H26N4OS
N-(cyclopropylmethyl)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-N-propylacetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C21H31N3O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 1-[[5-Methyl-4-(2-morpholin-4-ium-4-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-2-one —— C12H21N4O2S+
1-[[5-Methyl-4-(2-morpholin-4-ium-4-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-2-one
—— 4-benzyl-3-methyl-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazole —— C15H19N3OS
4-benzyl-3-methyl-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazole
—— 3-[(4-Methyl-5-pyrazin-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C10H10N5O2S-
3-[(4-Methyl-5-pyrazin-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— N-(2-adamantyl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H26N4O2S
N-(2-adamantyl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide