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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
—— (2S)-2-(4-bromophenyl)sulfanylcyclohexan-1-one —— C12H13BrOS
(2S)-2-(4-bromophenyl)sulfanylcyclohexan-1-one
—— (2R)-2-methyl-3-(4-methylphenyl)sulfanylpropan-1-amine —— C11H17NS
(2R)-2-methyl-3-(4-methylphenyl)sulfanylpropan-1-amine
—— 1-[(3R,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H21N5O3S
1-[(3R,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— [(3R)-1-(3-phenylsulfanylpyrazin-2-yl)piperidin-3-yl]-pyrrolidin-1-ylmethanone —— C20H24N4OS
[(3R)-1-(3-phenylsulfanylpyrazin-2-yl)piperidin-3-yl]-pyrrolidin-1-ylmethanone
—— (2S)-2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]butanedioate —— C6H4N2O4S3-2
(2S)-2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]butanedioate
—— (1R)-3-morpholin-4-yl-1-(4-phenylsulfanylphenyl)propan-1-ol —— C19H23NO2S
(1R)-3-morpholin-4-yl-1-(4-phenylsulfanylphenyl)propan-1-ol
—— 2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-heptan-2-yl]acetamide —— C17H22BrN3O2S
2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-heptan-2-yl]acetamide
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C12H12BrN3O2S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C25H33N5OS
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— N-[(2R)-heptan-2-yl]-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H30N4O2S2
N-[(2R)-heptan-2-yl]-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(S)-phenyl(pyridin-2-yl)methyl]acetamide —— C20H16F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[(S)-phenyl(pyridin-2-yl)methyl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]acetamide —— C20H16F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]acetamide
—— (1S)-N-[2-(4-chlorophenyl)sulfanylethyl]-1-methyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazine-2-carbothioamide —— C17H20ClN3S2
(1S)-N-[2-(4-chlorophenyl)sulfanylethyl]-1-methyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazine-2-carbothioamide
—— 2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-(4-methylphenyl)-thiophen-2-ylmethyl]acetamide —— C24H24N4O2S2
2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-(4-methylphenyl)-thiophen-2-ylmethyl]acetamide
—— 1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone —— C20H25N3O3S3
1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone
—— ethyl 4-[(2R)-2-[(4-fluorophenyl)sulfanylmethyl]-1,3-thiazolidin-3-yl]-4-oxobutanoate —— C16H20FNO3S2
ethyl 4-[(2R)-2-[(4-fluorophenyl)sulfanylmethyl]-1,3-thiazolidin-3-yl]-4-oxobutanoate
—— 1-(5-ethylthiophen-2-yl)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H21N3O2S3
1-(5-ethylthiophen-2-yl)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[3-(Trifluoromethylsulfanyl)phenyl]acetate —— C9H6F3O2S-
2-[3-(Trifluoromethylsulfanyl)phenyl]acetate
—— 4-[(1R)-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]pyrimidin-2-amine —— C12H10ClF3N4S
4-[(1R)-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]pyrimidin-2-amine
—— methyl (5R)-5-bromo-4-(4-chlorophenyl)sulfanyl-2,5-dihydrothiophene-3-carboxylate —— C12H10BrClO2S2
methyl (5R)-5-bromo-4-(4-chlorophenyl)sulfanyl-2,5-dihydrothiophene-3-carboxylate
—— 3-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]sulfanyl}-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine —— C9H10F3N7O2S
3-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]sulfanyl}-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine
—— 3-(ethylsulfanyl)-4H-1,2,4-triazol-4-amine —— C4H8N4S
3-(ethylsulfanyl)-4H-1,2,4-triazol-4-amine
—— 3-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]sulfanyl}-4H-1,2,4-triazol-4-amine —— C8H11N7O2S
3-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]sulfanyl}-4H-1,2,4-triazol-4-amine
—— Methyl 2-((4-methyl-5-((3-methyl-1H-pyrazol-1-yl)methyl)-4H-1,2,4-triazol-3-yl)thio)acetate —— C11H15N5O2S
Methyl 2-((4-methyl-5-((3-methyl-1H-pyrazol-1-yl)methyl)-4H-1,2,4-triazol-3-yl)thio)acetate
—— 3-[(4-chlorobenzyl)sulfanyl]-4-ethyl-5-(thiophen-2-yl)-4H-1,2,4-triazole —— C15H14ClN3S2
3-[(4-chlorobenzyl)sulfanyl]-4-ethyl-5-(thiophen-2-yl)-4H-1,2,4-triazole
—— Methyl ([4-ethyl-5-(1-methyl-1H-pyrazol-5-YL)-4H-1,2,4-triazol-3-YL]thio)+ 1001519-15-8 C11H15N5O2S
Methyl ([4-ethyl-5-(1-methyl-1H-pyrazol-5-YL)-4H-1,2,4-triazol-3-YL]thio)+
—— 2-{[4-amino-5-(trifluoromethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid 832738-11-1 C5H5F3N4O2S
2-{[4-amino-5-(trifluoromethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid
—— 3-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]sulfanyl}-5-methyl-4H-1,2,4-triazol-4-amine 1001519-09-0 C9H13N7O2S
3-{[(3,5-dimethyl-4-nitro-1H-pyrazol-1-yl)methyl]sulfanyl}-5-methyl-4H-1,2,4-triazol-4-amine
—— 2-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C5H4F3N4O2S-
2-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-(1-ethylpyrazol-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C14H19N5O3S
2-[[5-(1-ethylpyrazol-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[4-(1-Ethyl-3-methylpyrazol-4-yl)pyrimidin-2-yl]sulfanylacetate —— C12H13N4O2S-
2-[4-(1-Ethyl-3-methylpyrazol-4-yl)pyrimidin-2-yl]sulfanylacetate
—— 2-[[5-(1-ethylpyrazol-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H18N5O3S-
2-[[5-(1-ethylpyrazol-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 1-(2-Methylbutylsulfanyl)propane-2-thiol —— C8H18S2
1-(2-Methylbutylsulfanyl)propane-2-thiol
—— (2R)-2-(1-methyltetrazol-5-yl)sulfanylpropanoate —— C5H7N4O2S-
(2R)-2-(1-methyltetrazol-5-yl)sulfanylpropanoate
—— 2-(Oxiran-2-ylidenemethylsulfonyl)propanedinitrile —— C6H4N2O3S
2-(Oxiran-2-ylidenemethylsulfonyl)propanedinitrile
—— [4-[3-[Butylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate —— C29H34N2O3S
[4-[3-[Butylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate
—— 3-((4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl)thio)propanoyl chloride —— C12H8ClF3N2O2S
3-((4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl)thio)propanoyl chloride
—— 2,6-Bis[(6-methylpyridin-2-yl)sulfanylmethyl]pyridine —— C19H19N3S2
2,6-Bis[(6-methylpyridin-2-yl)sulfanylmethyl]pyridine
—— 2-[(4-Bromocyclohexa-1,3-dien-5-yn-1-yl)-phenylmethyl]sulfanyl-3-(chloromethyl)pyridine —— C19H13BrClNS
2-[(4-Bromocyclohexa-1,3-dien-5-yn-1-yl)-phenylmethyl]sulfanyl-3-(chloromethyl)pyridine
—— [(1R)-3-hydroxy-1-(4-methylsulfanylphenyl)propyl]azanium —— C10H16NOS+
[(1R)-3-hydroxy-1-(4-methylsulfanylphenyl)propyl]azanium
—— 2-{[5-(1,5-Dimethyl-1H-pyrazol-3-YL)-4-isobutyl-4H-1,2,4-triazol-3-YL]thio}acetohydrazide —— C13H21N7OS
2-{[5-(1,5-Dimethyl-1H-pyrazol-3-YL)-4-isobutyl-4H-1,2,4-triazol-3-YL]thio}acetohydrazide
—— 1-Sulfonylhex-3-ene —— C6H10O2S
1-Sulfonylhex-3-ene
—— (3-methyl-4-methylsulfanyl-N-propan-2-ylanilino)phosphonic acid —— C11H18NO3PS
(3-methyl-4-methylsulfanyl-N-propan-2-ylanilino)phosphonic acid
—— methyl (3R)-3-isocyanato-3-(4-methylsulfanylphenyl)propanoate —— C12H13NO3S
methyl (3R)-3-isocyanato-3-(4-methylsulfanylphenyl)propanoate
—— 5-ethyl-4-methylsulfanyl-3H-1,3-oxazol-2-one —— C6H9NO2S
5-ethyl-4-methylsulfanyl-3H-1,3-oxazol-2-one
—— (2S)-1,2-dibromo-3-isothiocyanatopropane —— C4H5Br2NS
(2S)-1,2-dibromo-3-isothiocyanatopropane
—— (S)-(+)-2-Octyl isothiocyanate 737761-98-7 C9H17NS
(S)-(+)-2-Octyl isothiocyanate
—— (2R)-1-(4-chlorophenyl)sulfanylpropan-2-ol —— C9H11ClOS
(2R)-1-(4-chlorophenyl)sulfanylpropan-2-ol
—— (2S)-2-isothiocyanatopentane —— C6H11NS
(2S)-2-isothiocyanatopentane
—— [3-(3-Chlorophenyl)sulfanylphenyl]methyl-dimethylazanium —— C15H17ClNS+
[3-(3-Chlorophenyl)sulfanylphenyl]methyl-dimethylazanium