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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
—— [(E)-2-nitro-2-phenylsulfanylethenyl]benzene —— C14H11NO2S
[(E)-2-nitro-2-phenylsulfanylethenyl]benzene
—— 2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-phenylethylideneamino]acetamide —— C23H26N6OS
2-[[5-[(4-methylanilino)methyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(Z)-1-phenylethylideneamino]acetamide
—— 5-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C16H20N2O3S
5-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 5-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C16H20N2O3S
5-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H20F3N3O2S2
2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]acetamide
—— prop-2-en-1-yl (2E)-7-methyl-2-(4-methylbenzylidene)-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H24N2O3S2
prop-2-en-1-yl (2E)-7-methyl-2-(4-methylbenzylidene)-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (E)-2-[1-[(E)-1-cyano-2-ethoxyethenyl]sulfonyl-2-ethoxyethenyl]sulfonyl-3-ethoxyprop-2-enenitrile —— C14H18N2O7S2
(E)-2-[1-[(E)-1-cyano-2-ethoxyethenyl]sulfonyl-2-ethoxyethenyl]sulfonyl-3-ethoxyprop-2-enenitrile
—— 1,2-Dichloro-3-isothiocyanato-1-propene —— C4H3Cl2NS
1,2-Dichloro-3-isothiocyanato-1-propene
—— 3-phenylsulfanyl-N-[(Z)-1-thiophen-2-ylethylideneamino]propanamide —— C15H16N2OS2
3-phenylsulfanyl-N-[(Z)-1-thiophen-2-ylethylideneamino]propanamide
—— 2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H20F3N3O2S2
2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]acetamide
—— (2S)-N-(cyclooctylmethyl)-2-propan-2-ylsulfonylpropanamide —— C15H29NO3S
(2S)-N-(cyclooctylmethyl)-2-propan-2-ylsulfonylpropanamide
—— 2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H20F3N3O2S2
2-[(5-propan-2-yloxy-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]acetamide
—— 1-[2-(2-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1R)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea —— C17H25N5OS
1-[2-(2-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1R)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea
—— 1-[2-(2-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1S)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea —— C17H25N5OS
1-[2-(2-methyl-1,2,4-triazol-3-yl)ethyl]-3-[(1S)-1-(4-propan-2-ylsulfanylphenyl)ethyl]urea
—— (2R)-2-[[4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C10H12F3N3OS
(2R)-2-[[4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-methylphenyl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C21H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(4-methylphenyl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— (2S)-2-[[4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C10H12F3N3OS
(2S)-2-[[4-(2,2,2-trifluoroethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z)-1-(thiophen-2-yl)ethylidene]acetohydrazide —— C17H15ClN4OS4
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z)-1-(thiophen-2-yl)ethylidene]acetohydrazide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide —— C19H16ClFN4OS3
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-(4-fluorophenyl)ethylideneamino]acetamide
—— (E)-4-hydroxy-3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pent-3-en-2-one —— C8H10N2O2S3
(E)-4-hydroxy-3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pent-3-en-2-one
—— (3R)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one —— C10H16N4OS
(3R)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one
—— (3S)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one —— C10H16N4OS
(3S)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one
—— (2R)-N-cyclopropyl-N-(thiophen-2-ylmethyl)-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C17H17NO2S2
(2R)-N-cyclopropyl-N-(thiophen-2-ylmethyl)-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-cyclopropyl-N-(thiophen-2-ylmethyl)-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C17H17NO2S2
(2S)-N-cyclopropyl-N-(thiophen-2-ylmethyl)-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzothiophen-2-yl]methanone —— C18H19N3O2S
[(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzothiophen-2-yl]methanone
—— [(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzothiophen-2-yl]methanone —— C18H19N3O2S
[(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzothiophen-2-yl]methanone
—— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3S)-2,3-dihydro-1-benzothiophen-3-yl]methanone —— C18H19N3O2S
[(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3S)-2,3-dihydro-1-benzothiophen-3-yl]methanone
—— [(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3S)-2,3-dihydro-1-benzothiophen-3-yl]methanone —— C18H19N3O2S
[(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3S)-2,3-dihydro-1-benzothiophen-3-yl]methanone
—— [(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzothiophen-2-yl]methanone —— C18H19N3O2S
[(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzothiophen-2-yl]methanone
—— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzothiophen-2-yl]methanone —— C18H19N3O2S
[(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzothiophen-2-yl]methanone
—— [(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]methanone —— C18H19N3O2S
[(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]methanone
—— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]methanone —— C18H19N3O2S
[(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]methanone
—— 4-[4-(2-methylpropyl)-5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C20H30N4OS2
4-[4-(2-methylpropyl)-5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 4-[4-(2-methylpropyl)-5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C20H30N4OS2
4-[4-(2-methylpropyl)-5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 3-phenylsulfanyl-1-[(3S)-3-(2-pyrrolidin-1-ylethoxy)pyrrolidin-1-yl]propan-1-one —— C19H28N2O2S
3-phenylsulfanyl-1-[(3S)-3-(2-pyrrolidin-1-ylethoxy)pyrrolidin-1-yl]propan-1-one
—— 3-phenylsulfanyl-1-[(3R)-3-(2-pyrrolidin-1-ylethoxy)pyrrolidin-1-yl]propan-1-one —— C19H28N2O2S
3-phenylsulfanyl-1-[(3R)-3-(2-pyrrolidin-1-ylethoxy)pyrrolidin-1-yl]propan-1-one
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-(2-methylpropoxy)propyl]benzamide —— C21H24N2O3S
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-(2-methylpropoxy)propyl]benzamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide —— C16H24ClNO3S
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide —— C16H24ClNO3S
(2S)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(2-methylpropoxy)propyl]benzamide —— C21H24N2O3S
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(2-methylpropoxy)propyl]benzamide
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide —— C16H24ClNO3S
(2S)-2-(2-chlorophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide —— C16H24ClNO3S
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-(2-methylpropoxy)propyl]propanamide
—— (3S)-N-[5-bromo-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-methylpropyl)-5-oxopyrrolidine-3-carboxamide —— C17H21BrN6O2S
(3S)-N-[5-bromo-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-methylpropyl)-5-oxopyrrolidine-3-carboxamide
—— (3R)-N-[5-bromo-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-methylpropyl)-5-oxopyrrolidine-3-carboxamide —— C17H21BrN6O2S
(3R)-N-[5-bromo-2-(1-methyltetrazol-5-yl)sulfanylphenyl]-1-(2-methylpropyl)-5-oxopyrrolidine-3-carboxamide
—— [Amino-[2-[amino(azaniumylidene)methyl]-4-phenylsulfanylphenyl]methylidene]azanium —— C14H16N4S+2
[Amino-[2-[amino(azaniumylidene)methyl]-4-phenylsulfanylphenyl]methylidene]azanium
—— 2-[(2,5-dimethylbenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C15H19N3OS
2-[(2,5-dimethylbenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— 2-[(4-methylbenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C14H17N3OS
2-[(4-methylbenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— 2-(benzylsulfanyl)-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C13H15N3OS
2-(benzylsulfanyl)-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— 5-(6-Methylsulfanylpyridin-3-yl)-3-pyrazin-2-yl-1,2,4-oxadiazole —— C12H9N5OS
5-(6-Methylsulfanylpyridin-3-yl)-3-pyrazin-2-yl-1,2,4-oxadiazole
—— (2S)-N-(4-methylpentyl)-2-propan-2-ylsulfonylpropanamide —— C12H25NO3S
(2S)-N-(4-methylpentyl)-2-propan-2-ylsulfonylpropanamide