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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
—— [(3S)-1-(6-chloro-2-methylsulfanylpyrimidin-4-yl)pyrrolidin-3-yl]methanol —— C10H14ClN3OS
[(3S)-1-(6-chloro-2-methylsulfanylpyrimidin-4-yl)pyrrolidin-3-yl]methanol
—— (3S,5S)-3,5-dimethyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidin-1-ium —— C17H28NOS+
(3S,5S)-3,5-dimethyl-1-[2-(2-phenylsulfanylethoxy)ethyl]piperidin-1-ium
—— 2-(4-fluorophenyl)sulfanyl-1-(1H-pyrrol-2-yl)ethanone —— C12H10FNOS
2-(4-fluorophenyl)sulfanyl-1-(1H-pyrrol-2-yl)ethanone
—— 2-[(2,5-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C21H20F2N2OS
2-[(2,5-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— N-cyclopropyl-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H22N4OS2
N-cyclopropyl-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— methyl 5-[(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H18FN3O4S
methyl 5-[(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (2R)-N-cyclohexyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H20FN3O2S
(2R)-N-cyclohexyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(3-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13ClFN3O2S
N-[(3-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13ClFN3O2S
N-[(4-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-benzyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H18FN3O2S
(2S)-N-benzyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C14H16FN3O3S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide —— C12H15N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C9H9N5OS
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 1-[2-[[4-Amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C12H13N5O3S
1-[2-[[4-Amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C14H15N5O3S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 3-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazol-4-amine —— C12H13N5O2S
3-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazol-4-amine
—— (3S)-3-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C10H10N4O3S
(3S)-3-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C14H15N5O3S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylacetamide —— C13H17N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylacetamide
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C16H23N5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)acetamide —— C12H17N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)acetamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C15H18N6OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— (2R)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C17H23N5OS2
(2R)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C13H19N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C16H17N5O2S2
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C13H19N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— 3-(Furan-2-yl)-5-(3-phenylpropylsulfanyl)-1,2,4-triazol-4-amine —— C15H16N4OS
3-(Furan-2-yl)-5-(3-phenylpropylsulfanyl)-1,2,4-triazol-4-amine
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C17H19N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— 3-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine —— C12H13N5OS2
3-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine
—— 2-[[(2S)-piperidin-2-yl]methylsulfanyl]pyridine-4-carbonitrile —— C12H15N3S
2-[[(2S)-piperidin-2-yl]methylsulfanyl]pyridine-4-carbonitrile
—— 5-fluoro-2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyrimidine —— C9H12FN3S
5-fluoro-2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyrimidine
—— 2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine-4-carbonitrile —— C11H13N3S
2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyridine-4-carbonitrile
—— 2-[(3S)-piperidin-3-yl]sulfanylpyridine-3-carbonitrile —— C11H13N3S
2-[(3S)-piperidin-3-yl]sulfanylpyridine-3-carbonitrile
—— 2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine-3-carbonitrile —— C11H13N3S
2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine-3-carbonitrile
—— 2-methylsulfanyl-3-[[(3R)-pyrrolidin-3-yl]methoxymethyl]pyrazine —— C11H17N3OS
2-methylsulfanyl-3-[[(3R)-pyrrolidin-3-yl]methoxymethyl]pyrazine
—— 2-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine-4-carbonitrile —— C11H13N3S
2-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine-4-carbonitrile
—— 2-[[4-Benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C15H11BrN4OS
2-[[4-Benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— 5-fluoro-2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyrimidine —— C9H12FN3S
5-fluoro-2-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]pyrimidine
—— 2-[(3S)-piperidin-3-yl]sulfanylpyridine-4-carbonitrile —— C11H13N3S
2-[(3S)-piperidin-3-yl]sulfanylpyridine-4-carbonitrile
—— 5-fluoro-2-[[(3R)-piperidin-3-yl]methylsulfanyl]pyrimidine —— C10H14FN3S
5-fluoro-2-[[(3R)-piperidin-3-yl]methylsulfanyl]pyrimidine
—— 2-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine-3-carbonitrile —— C11H13N3S
2-[[(3S)-pyrrolidin-3-yl]methylsulfanyl]pyridine-3-carbonitrile
—— 2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine-4-carbonitrile —— C11H13N3S
2-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]pyridine-4-carbonitrile
—— 2-[[(2R)-piperidin-2-yl]methylsulfanyl]pyridine-3-carbonitrile —— C12H15N3S
2-[[(2R)-piperidin-2-yl]methylsulfanyl]pyridine-3-carbonitrile
—— 2-[[4-Benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H13BrN4O2S
2-[[4-Benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[(3R)-piperidin-3-yl]methylsulfanyl]pyridine-3-carbonitrile —— C12H15N3S
2-[[(3R)-piperidin-3-yl]methylsulfanyl]pyridine-3-carbonitrile
—— 2-[[(2S)-piperidin-2-yl]methylsulfanyl]pyridine-3-carbonitrile —— C12H15N3S
2-[[(2S)-piperidin-2-yl]methylsulfanyl]pyridine-3-carbonitrile
—— N-[(3-methylsulfanylpyrazin-2-yl)methyl]-1-[(3R)-piperidin-3-yl]methanamine —— C12H20N4S
N-[(3-methylsulfanylpyrazin-2-yl)methyl]-1-[(3R)-piperidin-3-yl]methanamine
—— 2-[[(3S)-piperidin-3-yl]methylsulfanyl]pyridine-4-carbonitrile —— C12H15N3S
2-[[(3S)-piperidin-3-yl]methylsulfanyl]pyridine-4-carbonitrile
—— 2-[[(2S)-2-methylpiperazin-1-yl]methyl]-3-methylsulfanylpyrazine —— C11H18N4S
2-[[(2S)-2-methylpiperazin-1-yl]methyl]-3-methylsulfanylpyrazine