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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-[[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
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C18H16FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C18H28N6S
N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C20H20FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— (2R)-N-cyclopentyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3O2S
(2R)-N-cyclopentyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15F2N3O2S
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15F2N3O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H26FN3O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13ClFN3O2S
N-[(4-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C20H20FN3O2S
N-benzyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— (3S)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine —— C14H23N7S
(3S)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C21H22FN3O3S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— (3R)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine —— C14H23N7S
(3R)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3OS
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H14FN3O2S
(2R)-N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]piperazine-1,4-diium —— C12H19ClN2S+2
1-[2-(4-Chlorophenyl)sulfanylethyl]piperazine-1,4-diium
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22FN3O3S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 7-({[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H9FN4O2S2
7-({[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-methyl-N-[(3-pyridin-3-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H17N3O2S
(2R)-N-methyl-N-[(3-pyridin-3-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— methyl 5-[(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C21H24N4O3S
methyl 5-[(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C18H16FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C15H19N3OS3
2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide