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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-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C11H17N5O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— 4-[(2,5-dimethylphenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C19H20N2S2
4-[(2,5-dimethylphenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— 4-ethyl-3-(1,3-thiazol-4-ylmethylsulfanyl)-1H-1,2,4-triazol-5-one —— C8H10N4OS2
4-ethyl-3-(1,3-thiazol-4-ylmethylsulfanyl)-1H-1,2,4-triazol-5-one
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide —— C15H18N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C22H30N4OS
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C21H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C20H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C18H26N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)acetamide —— C18H17N5O2S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)acetamide
—— N-phenyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C18H14N4OS2
N-phenyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C18H15N5OS2
5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-heptan-2-yl]acetamide —— C17H24N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-heptan-2-yl]acetamide
—— 4-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole —— C16H14N4OS3
4-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole
—— 2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C20H16FN3O2S
2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C21H24N4O2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 3-(Furan-2-yl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C14H11N5O2S2
3-(Furan-2-yl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-(2-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C17H13N3OS4
3-(2-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(3,4-dimethylphenyl)sulfanyl-N-ethylacetamide —— C20H28N4O3S
N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(3,4-dimethylphenyl)sulfanyl-N-ethylacetamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C16H19NO2S
2-(3,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 3-[2-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C12H10N4O4S
3-[2-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C19H19N3O2S3
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 3-[2-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H11N3O3S3
3-[2-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 3-[2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H10FN3O4S
3-[2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C19H18FN3O3S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 3-[2-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C11H9N3O5S
3-[2-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2R)-N-[2-(2-bromophenyl)sulfanylethyl]-5-methylhexan-2-amine —— C15H24BrNS
(2R)-N-[2-(2-bromophenyl)sulfanylethyl]-5-methylhexan-2-amine
—— (2S)-2-(2-bromophenyl)sulfanyl-N-tert-butyl-3-methylbutan-1-amine —— C15H24BrNS
(2S)-2-(2-bromophenyl)sulfanyl-N-tert-butyl-3-methylbutan-1-amine
—— N-[(2S)-2-(2,4-dimethylphenyl)sulfanylpropyl]pentan-1-amine —— C16H27NS
N-[(2S)-2-(2,4-dimethylphenyl)sulfanylpropyl]pentan-1-amine
—— (2R)-N-cyclohexyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H29N5O2S
(2R)-N-cyclohexyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 4-[4-Ethyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C19H23N5OS2
4-[4-Ethyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— (2S)-N-(1-adamantyl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C21H33N5O2S
(2S)-N-(1-adamantyl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide —— C19H27N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H25N5O3S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H26N6O2S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C17H29N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C16H23N5O3S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C17H22FN5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide —— C18H24FN5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide
—— (2S)-N-[(2R)-2-(4-chlorophenyl)sulfanylpropyl]pentan-2-amine —— C14H22ClNS
(2S)-N-[(2R)-2-(4-chlorophenyl)sulfanylpropyl]pentan-2-amine
—— (2S)-N-[2-(2-bromophenyl)sulfanylethyl]-5-methylhexan-2-amine —— C15H24BrNS
(2S)-N-[2-(2-bromophenyl)sulfanylethyl]-5-methylhexan-2-amine
—— (2S)-N-cyclopentyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H27N5O2S
(2S)-N-cyclopentyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(2S)-2-(4-chlorophenyl)sulfanylpropyl]pentan-2-amine —— C14H22ClNS
(2S)-N-[(2S)-2-(4-chlorophenyl)sulfanylpropyl]pentan-2-amine
—— N-(2-cyanoethyl)-2-(2,4-difluorophenyl)sulfanylacetamide —— C11H10F2N2OS
N-(2-cyanoethyl)-2-(2,4-difluorophenyl)sulfanylacetamide
—— N-[(2S)-2-(4-bromophenyl)sulfanylpropyl]pentan-1-amine —— C14H22BrNS
N-[(2S)-2-(4-bromophenyl)sulfanylpropyl]pentan-1-amine
—— (2R)-2-(2-bromophenyl)sulfanyl-N-tert-butyl-3-methylbutan-1-amine —— C15H24BrNS
(2R)-2-(2-bromophenyl)sulfanyl-N-tert-butyl-3-methylbutan-1-amine
—— (2R)-N-[(2S)-2-(4-chlorophenyl)sulfanylpropyl]pentan-2-amine —— C14H22ClNS
(2R)-N-[(2S)-2-(4-chlorophenyl)sulfanylpropyl]pentan-2-amine
—— N-[(2R)-2-(2,4-dimethylphenyl)sulfanylpropyl]aniline —— C17H21NS
N-[(2R)-2-(2,4-dimethylphenyl)sulfanylpropyl]aniline
—— N-[(2R)-2-(4-bromophenyl)sulfanylpropyl]pentan-1-amine —— C14H22BrNS
N-[(2R)-2-(4-bromophenyl)sulfanylpropyl]pentan-1-amine
—— N-[(2S)-2-(2,4-dimethylphenyl)sulfanylpropyl]aniline —— C17H21NS
N-[(2S)-2-(2,4-dimethylphenyl)sulfanylpropyl]aniline
—— ethyl 4-[2-(2,4-difluorophenyl)sulfanylacetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate —— C17H17F2NO3S
ethyl 4-[2-(2,4-difluorophenyl)sulfanylacetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate