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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
—— 3-(4-bromophenyl)sulfanyl-N-[(2R)-1-(dimethylamino)-4-methylpentan-2-yl]propanamide —— C17H27BrN2OS
3-(4-bromophenyl)sulfanyl-N-[(2R)-1-(dimethylamino)-4-methylpentan-2-yl]propanamide
—— (2R)-2-(1,3-thiazol-2-ylsulfanyl)-N-(2,2,2-trifluoroethyl)propanamide —— C8H9F3N2OS2
(2R)-2-(1,3-thiazol-2-ylsulfanyl)-N-(2,2,2-trifluoroethyl)propanamide
—— 3-(4-bromophenyl)sulfanyl-N-[3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]propyl]propanamide —— C18H27BrN2O2S
3-(4-bromophenyl)sulfanyl-N-[3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]propyl]propanamide
—— (2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one —— C19H16ClN3O2S2
(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one
—— 3-propan-2-yl-5-[(1R)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C10H13N3OS2
3-propan-2-yl-5-[(1R)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— (2R)-N-benzyl-N-methyl-2-(1,3-thiazol-2-ylsulfanyl)propanamide —— C14H16N2OS2
(2R)-N-benzyl-N-methyl-2-(1,3-thiazol-2-ylsulfanyl)propanamide
—— 3-(4-bromophenyl)sulfanyl-N-[(2S)-1-(dimethylamino)-4-methylpentan-2-yl]propanamide —— C17H27BrN2OS
3-(4-bromophenyl)sulfanyl-N-[(2S)-1-(dimethylamino)-4-methylpentan-2-yl]propanamide
—— (2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one —— C19H16ClN3O2S2
(2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C14H22N4O2S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one —— C20H19ClN6O2S
(2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one
—— N-[(2S)-heptan-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H26N4OS2
N-[(2S)-heptan-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— butyl (2S)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoate —— C9H14N2O2S2
butyl (2S)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoate
—— (2S)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C11H15F3N4OS2
(2S)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(2R)-heptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide —— C13H23N5OS
N-[(2R)-heptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide
—— (2R)-2-(1-prop-2-enyltetrazol-5-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C9H12F3N5OS
(2R)-2-(1-prop-2-enyltetrazol-5-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-N-benzyl-N-methyl-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide —— C15H19N5OS
(2R)-N-benzyl-N-methyl-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropanamide
—— (2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one —— C20H19ClN6O2S
(2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one
—— 3-(4-bromophenyl)sulfanyl-N-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propyl]propanamide —— C18H27BrN2O2S
3-(4-bromophenyl)sulfanyl-N-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propyl]propanamide
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one —— C12H19N3OS2
(2S)-1-(4-ethylpiperazin-1-yl)-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one
—— 1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C19H19N5OS4
1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 2-[[(2S)-oxolan-2-yl]methylsulfanyl]-5-pyrrolidin-1-yl-1,3,4-thiadiazole —— C11H17N3OS2
2-[[(2S)-oxolan-2-yl]methylsulfanyl]-5-pyrrolidin-1-yl-1,3,4-thiadiazole
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C14H22N4O2S2
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 3-(4-bromophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one —— C17H23BrN2O3S2
3-(4-bromophenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]propan-1-one
—— N-[(2S)-6-methylheptan-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H28N4OS2
N-[(2S)-6-methylheptan-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylethanone —— C12H19N5O2S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylethanone
—— 5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1-prop-2-enyltetrazole —— C9H14N4OS
5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1-prop-2-enyltetrazole
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylethanone —— C12H19N5O2S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylethanone
—— (2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one —— C20H19ClN6O2S
(2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one —— C13H22N6OS
(2R)-1-(4-ethylpiperazin-1-yl)-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one
—— 3-propan-2-yl-5-[(1R)-1-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1,2,4-oxadiazole —— C13H19N5OS2
3-propan-2-yl-5-[(1R)-1-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-1,2,4-oxadiazole
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C14H22N4O2S2
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one —— C20H19ClN6O2S
(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylpropan-1-one
—— N-[(2S)-6-methylheptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide —— C14H25N5OS
N-[(2S)-6-methylheptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide
—— 1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C19H19N5OS4
1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylethanone —— C12H19N5O2S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylethanone
—— (2R)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C11H15F3N4OS2
(2R)-2-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one —— C19H16ClN3O2S2
(2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3-thiazol-2-ylsulfanyl)propan-1-one
—— (2S)-2-(1-prop-2-enyltetrazol-5-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C9H12F3N5OS
(2S)-2-(1-prop-2-enyltetrazol-5-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(2R)-6-methylheptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide —— C14H25N5OS
N-[(2R)-6-methylheptan-2-yl]-2-(1-prop-2-enyltetrazol-5-yl)sulfanylacetamide
—— butyl (2R)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoate —— C9H14N2O2S2
butyl (2R)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoate
—— 3-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-prop-2-enylpropanamide —— C16H20ClNO3S2
3-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-prop-2-enylpropanamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-prop-2-enylacetamide —— C17H22BrNO3S2
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-prop-2-enylacetamide
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C20H19ClN4O3S2
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (2S)-N-cyclopropyl-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H17N3O2S2
(2S)-N-cyclopropyl-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C20H19ClN4O3S2
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— N-[(2S)-heptan-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H25N3O2S2
N-[(2S)-heptan-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-heptan-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H25N3O2S2
N-[(2R)-heptan-2-yl]-2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (3R,5S)-1-[5-(2-bromoprop-2-enylsulfanyl)-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine —— C17H23BrN4OS
(3R,5S)-1-[5-(2-bromoprop-2-enylsulfanyl)-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine
—— 3-tert-butyl-5-[(1S)-1-(3-chloro-4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C14H18ClFN4S
3-tert-butyl-5-[(1S)-1-(3-chloro-4-fluorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— (3R,5R)-1-[5-(2-bromoprop-2-enylsulfanyl)-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine —— C17H23BrN4OS
(3R,5R)-1-[5-(2-bromoprop-2-enylsulfanyl)-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine