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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
—— (2R)-N-[2-(4-chlorophenyl)ethyl]-2-phenylsulfanylpropanamide —— C17H18ClNOS
(2R)-N-[2-(4-chlorophenyl)ethyl]-2-phenylsulfanylpropanamide
—— (2S)-N-[2-(4-chlorophenyl)ethyl]-2-phenylsulfanylpropanamide —— C17H18ClNOS
(2S)-N-[2-(4-chlorophenyl)ethyl]-2-phenylsulfanylpropanamide
—— 3-methyl-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C8H16N4S
3-methyl-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— (3R)-3-[1-(2-methylpropyl)tetrazol-5-yl]sulfanyl-1-propan-2-ylpiperidin-2-one —— C13H23N5OS
(3R)-3-[1-(2-methylpropyl)tetrazol-5-yl]sulfanyl-1-propan-2-ylpiperidin-2-one
—— (2S)-2-(1H-imidazol-2-ylsulfanyl)-N-(thiophen-2-ylmethyl)propanamide —— C11H13N3OS2
(2S)-2-(1H-imidazol-2-ylsulfanyl)-N-(thiophen-2-ylmethyl)propanamide
—— (2R)-2-(1H-imidazol-2-ylsulfanyl)-N-(thiophen-2-ylmethyl)propanamide —— C11H13N3OS2
(2R)-2-(1H-imidazol-2-ylsulfanyl)-N-(thiophen-2-ylmethyl)propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-cyclopentyl-5-nitrobenzamide —— C18H17ClN2O3S
2-(4-chlorophenyl)sulfanyl-N-cyclopentyl-5-nitrobenzamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-cyclopentylacetamide —— C14H18BrNOS
2-(4-bromo-2-methylphenyl)sulfanyl-N-cyclopentylacetamide
—— (2S)-N-cyclopropyl-2-(1H-imidazol-2-ylsulfanyl)propanamide —— C9H13N3OS
(2S)-N-cyclopropyl-2-(1H-imidazol-2-ylsulfanyl)propanamide
—— (2R)-N-cyclopropyl-2-(1H-imidazol-2-ylsulfanyl)propanamide —— C9H13N3OS
(2R)-N-cyclopropyl-2-(1H-imidazol-2-ylsulfanyl)propanamide
—— 2-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]sulfonylamino]ethyl-dimethylazanium —— C16H19ClN3O4S2+
2-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]sulfonylamino]ethyl-dimethylazanium
—— 3-(2-bromophenyl)sulfanyl-N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]propanamide —— C14H20BrNO3S2
3-(2-bromophenyl)sulfanyl-N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]propanamide
—— 3-(2-bromophenyl)sulfanyl-N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]propanamide —— C14H20BrNO3S2
3-(2-bromophenyl)sulfanyl-N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]propanamide
—— (2R)-2-(1H-imidazol-2-ylsulfanyl)-N-prop-2-enylpropanamide —— C9H13N3OS
(2R)-2-(1H-imidazol-2-ylsulfanyl)-N-prop-2-enylpropanamide
—— 4-(4-chlorophenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]-3-nitrobenzenesulfonamide —— C16H17ClN2O5S2
4-(4-chlorophenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]-3-nitrobenzenesulfonamide
—— (3S)-N-(3,5-dimethyl-1,2-oxazol-4-yl)-N-methyl-2,3-dihydro-1-benzothiophene-3-carboxamide —— C15H16N2O2S
(3S)-N-(3,5-dimethyl-1,2-oxazol-4-yl)-N-methyl-2,3-dihydro-1-benzothiophene-3-carboxamide
—— 4-(4-chlorophenyl)sulfanyl-N-[2-(dimethylamino)ethyl]-3-nitrobenzenesulfonamide —— C16H18ClN3O4S2
4-(4-chlorophenyl)sulfanyl-N-[2-(dimethylamino)ethyl]-3-nitrobenzenesulfonamide
—— (3R)-N-(3,5-dimethyl-1,2-oxazol-4-yl)-N-methyl-2,3-dihydro-1-benzothiophene-3-carboxamide —— C15H16N2O2S
(3R)-N-(3,5-dimethyl-1,2-oxazol-4-yl)-N-methyl-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (2S)-2-(1H-imidazol-2-ylsulfanyl)-N-prop-2-enylpropanamide —— C9H13N3OS
(2S)-2-(1H-imidazol-2-ylsulfanyl)-N-prop-2-enylpropanamide
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N,N-dimethylpropanamide —— C11H13F2NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N,N-dimethylpropanamide
—— (2S)-2-(3,4-difluorophenyl)sulfanyl-N,N-dimethylpropanamide —— C11H13F2NOS
(2S)-2-(3,4-difluorophenyl)sulfanyl-N,N-dimethylpropanamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-3-methylbutan-2-yl]acetamide —— C13H17F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C13H15F2NO2S
2-(3,4-difluorophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-3-methylbutan-2-yl]acetamide —— C13H17F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(2R)-3-methylbutan-2-yl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C13H15F2NO2S
2-(3,4-difluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 3-(oxan-4-yl)-5-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine —— C18H24N4OS
3-(oxan-4-yl)-5-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine
—— (E)-3-(4-methylsulfanylphenyl)-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C14H12N2S2
(E)-3-(4-methylsulfanylphenyl)-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— 3-(oxan-4-yl)-5-[[(5S)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine —— C18H24N4OS
3-(oxan-4-yl)-5-[[(5S)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine
—— 4-butyl-3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H17N5O2S2
4-butyl-3-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-butyl-3-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H17N5O2S2
4-butyl-3-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C16H22N4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— 2-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H12N4OS4
2-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1R)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H12N4OS4
2-[(1R)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (2S)-N,N-dimethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S
(2S)-N,N-dimethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C16H22N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— 2-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C15H16N4OS3
2-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— (2R)-N,N-dimethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S
(2R)-N,N-dimethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[(1R)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C15H16N4OS3
2-[(1R)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— (2S)-N,N-dimethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C8H13N3OS3
(2S)-N,N-dimethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N,N-dimethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C8H13N3OS3
(2R)-N,N-dimethyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N,N-dimethyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S
(2R)-N,N-dimethyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[2-(4-chlorophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[2-(4-chlorophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— N-cyclopropyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C13H19N3OS
N-cyclopropyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(3-chlorophenyl)methyl]-3-(3,4-difluorophenyl)sulfanylpropanamide —— C16H14ClF2NOS
N-[(3-chlorophenyl)methyl]-3-(3,4-difluorophenyl)sulfanylpropanamide
—— [(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl] (2S)-2,3-dihydro-1,4-benzoxathiine-2-carboxylate —— C14H14N2O4S
[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl] (2S)-2,3-dihydro-1,4-benzoxathiine-2-carboxylate
—— [(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl] (2R)-2,3-dihydro-1,4-benzoxathiine-2-carboxylate —— C14H14N2O4S
[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl] (2R)-2,3-dihydro-1,4-benzoxathiine-2-carboxylate
—— (2R)-N-methyl-N-(1-oxothian-4-yl)-2-phenylsulfanylbutanamide —— C16H23NO2S2
(2R)-N-methyl-N-(1-oxothian-4-yl)-2-phenylsulfanylbutanamide
—— (3S,5S)-5-methyl-3-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanyloxolan-2-one —— C11H12N4O2S2
(3S,5S)-5-methyl-3-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanyloxolan-2-one
—— (2S)-N-methyl-N-(1-oxothian-4-yl)-2-phenylsulfanylbutanamide —— C16H23NO2S2
(2S)-N-methyl-N-(1-oxothian-4-yl)-2-phenylsulfanylbutanamide
—— [(1R,2R)-2-methoxycyclopentyl] 3-cyclopentylsulfonylpropanoate —— C14H24O5S
[(1R,2R)-2-methoxycyclopentyl] 3-cyclopentylsulfonylpropanoate