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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-(tert-butylamino)-2-oxoethyl] (1'S,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C18H29NO3S2
[2-(tert-butylamino)-2-oxoethyl] (1'S,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— [2-oxo-2-(propan-2-ylamino)ethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C17H27NO3S2
[2-oxo-2-(propan-2-ylamino)ethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] (1'S,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C18H27NO3S2
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] (1'S,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— [(2S)-1-amino-1-oxopropan-2-yl] (1'S,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C15H23NO3S2
[(2S)-1-amino-1-oxopropan-2-yl] (1'S,5'R)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— (2S)-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C13H15F2NO3S2
(2S)-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-2-but-3-enoxy-N-[4-(4-methoxyphenyl)sulfanylphenyl]propanamide —— C20H23NO3S
(2R)-2-but-3-enoxy-N-[4-(4-methoxyphenyl)sulfanylphenyl]propanamide
—— (2R)-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C13H15F2NO3S2
(2R)-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— [2-(cyclopentylamino)-2-oxoethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C19H29NO3S2
[2-(cyclopentylamino)-2-oxoethyl] (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-(4-hydroxyphenyl)acetate —— C23H21NO4S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-(4-hydroxyphenyl)acetate
—— [2-[2-(4-methylphenyl)sulfanylethylamino]-2-oxoethyl] (E)-3-thiophen-2-ylprop-2-enoate —— C18H19NO3S2
[2-[2-(4-methylphenyl)sulfanylethylamino]-2-oxoethyl] (E)-3-thiophen-2-ylprop-2-enoate
—— [(1R,6S)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate —— C15H26O4S
[(1R,6S)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate
—— (2R)-2-(3-bromophenyl)sulfanyl-N,N,3-trimethylbutanamide —— C13H18BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N,N,3-trimethylbutanamide
—— [(1S,6R)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate —— C15H26O4S
[(1S,6R)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate
—— (2R)-1-(azepan-1-yl)-2-(3-bromophenyl)sulfanylpropan-1-one —— C15H20BrNOS
(2R)-1-(azepan-1-yl)-2-(3-bromophenyl)sulfanylpropan-1-one
—— (2R)-2-(3-bromophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C15H22BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— (2S)-N-benzyl-2-(3-bromophenyl)sulfanylbutanamide —— C17H18BrNOS
(2S)-N-benzyl-2-(3-bromophenyl)sulfanylbutanamide
—— (2S)-1-(azepan-1-yl)-2-(3-bromophenyl)sulfanylpropan-1-one —— C15H20BrNOS
(2S)-1-(azepan-1-yl)-2-(3-bromophenyl)sulfanylpropan-1-one
—— 2-(3-bromophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C13H16BrNO2S
2-(3-bromophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— [(1S,6S)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate —— C15H26O4S
[(1S,6S)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate
—— 2-[(1S)-1-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C20H17N3OS2
2-[(1S)-1-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— (2S)-2-(3-bromophenyl)sulfanyl-1-(4-ethylpiperazin-1-yl)propan-1-one —— C15H21BrN2OS
(2S)-2-(3-bromophenyl)sulfanyl-1-(4-ethylpiperazin-1-yl)propan-1-one
—— (2R)-2-(3-bromophenyl)sulfanyl-1-(4-ethylpiperazin-1-yl)propan-1-one —— C15H21BrN2OS
(2R)-2-(3-bromophenyl)sulfanyl-1-(4-ethylpiperazin-1-yl)propan-1-one
—— (2R)-2-(3-bromophenyl)sulfanyl-N-(3-methoxypropyl)propanamide —— C13H18BrNO2S
(2R)-2-(3-bromophenyl)sulfanyl-N-(3-methoxypropyl)propanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide —— C17H18BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-2-(3-bromophenyl)sulfanyl-N,N-dimethylpropanamide —— C11H14BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N,N-dimethylpropanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N,N-dimethylpropanamide —— C11H14BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N,N-dimethylpropanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-(3-ethoxypropyl)propanamide —— C14H20BrNO2S
(2S)-2-(3-bromophenyl)sulfanyl-N-(3-ethoxypropyl)propanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N,N,3-trimethylbutanamide —— C13H18BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N,N,3-trimethylbutanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-(2-methylbutan-2-yl)propanamide —— C14H20BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N-(2-methylbutan-2-yl)propanamide
—— [(1R,6R)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate —— C15H26O4S
[(1R,6R)-6-methylcyclohex-3-en-1-yl]methyl 2-pentylsulfonylacetate
—— 2-[(1S)-1-(3-bromophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C16H13BrN2OS
2-[(1S)-1-(3-bromophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— (2R)-2-(3-bromophenyl)sulfanyl-N-tert-butylpropanamide —— C13H18BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N-tert-butylpropanamide
—— (2R)-2-(3-bromophenyl)sulfanyl-N-(3-ethoxypropyl)propanamide —— C14H20BrNO2S
(2R)-2-(3-bromophenyl)sulfanyl-N-(3-ethoxypropyl)propanamide
—— 2-(2-phenylethylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H20N2OS
2-(2-phenylethylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— (2R)-2-(3-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide —— C17H18BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-tert-butylpropanamide —— C13H18BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N-tert-butylpropanamide
—— (2R)-2-(3-bromophenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C13H18BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2S)-4-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H16N4OS4
(2S)-4-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-2-(3-bromophenyl)sulfanyl-N-(2-methylbutan-2-yl)propanamide —— C14H20BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N-(2-methylbutan-2-yl)propanamide
—— 2-(3-bromophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C13H16BrNO2S
2-(3-bromophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 3-ethyl-5-methyl-1,2-oxazole-4-carboxylate —— C22H22N2O4S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 3-ethyl-5-methyl-1,2-oxazole-4-carboxylate
—— (2R)-4-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H16N4OS4
(2R)-4-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— [(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C18H22N4O3S
[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— [(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C18H24N4O4S
[(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (2R)-2-(3-bromophenyl)sulfanyl-N-prop-2-enylpropanamide —— C12H14BrNOS
(2R)-2-(3-bromophenyl)sulfanyl-N-prop-2-enylpropanamide
—— (2S)-2-(3-bromophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H11BrF3NOS
(2S)-2-(3-bromophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-4-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H16N4OS4
(2S)-4-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2S)-2-(3-bromophenyl)sulfanyl-3-(4-methylphenyl)propanenitrile —— C16H14BrNS
(2S)-2-(3-bromophenyl)sulfanyl-3-(4-methylphenyl)propanenitrile
—— [(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C18H24N4O4S
[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (2S)-2-(3-bromophenyl)sulfanyl-N-prop-2-enylpropanamide —— C12H14BrNOS
(2S)-2-(3-bromophenyl)sulfanyl-N-prop-2-enylpropanamide