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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
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C19H17Cl2N3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— (2R)-N-[(1R)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C20H20ClNOS
(2R)-N-[(1R)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-[(1S)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C20H20ClNOS
(2S)-N-[(1S)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-[(1S)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C20H20ClNOS
(2R)-N-[(1S)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-[(5-bromo-2-fluorophenyl)methyl]-N-ethyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H17BrFNOS
(2R)-N-[(5-bromo-2-fluorophenyl)methyl]-N-ethyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-[(5-bromo-2-fluorophenyl)methyl]-N-ethyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H17BrFNOS
(2S)-N-[(5-bromo-2-fluorophenyl)methyl]-N-ethyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C21H26ClN3OS
N-[(1S)-1-(4-chlorophenyl)ethyl]-N-cyclopropyl-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— (2R)-4-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C22H18N2O3S2
(2R)-4-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (2S)-4-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile —— C22H18N2O3S2
(2S)-4-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-3-oxo-2-(4-phenyl-1,3-thiazol-2-yl)butanenitrile
—— (E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methanimine —— C20H24ClN5S
(E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methanimine
—— 1-[(2S)-4-methyl-2-morpholin-4-ylpentyl]-3-(3-phenylsulfanylpropyl)urea —— C20H33N3O2S
1-[(2S)-4-methyl-2-morpholin-4-ylpentyl]-3-(3-phenylsulfanylpropyl)urea
—— 1-[(2R)-4-methyl-2-morpholin-4-ylpentyl]-3-(3-phenylsulfanylpropyl)urea —— C20H33N3O2S
1-[(2R)-4-methyl-2-morpholin-4-ylpentyl]-3-(3-phenylsulfanylpropyl)urea
—— 2-(4-Propan-2-ylsulfanylphenyl)ethanesulfonyl chloride —— C11H15ClO2S2
2-(4-Propan-2-ylsulfanylphenyl)ethanesulfonyl chloride
—— 5-[(1S)-1-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C15H13N5O2S2
5-[(1S)-1-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— N-cyclopropyl-N-[5-[(1R)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide —— C15H15N5O2S3
N-cyclopropyl-N-[5-[(1R)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-butan-2-yl]-N-methylacetamide —— C20H24N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-butan-2-yl]-N-methylacetamide
—— 5-[(1S)-1-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C22H26N6O2S2
5-[(1S)-1-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 5-[(1S)-1-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C22H26N6O2S2
5-[(1S)-1-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-butan-2-yl]-N-methylacetamide —— C20H24N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-butan-2-yl]-N-methylacetamide
—— 4-[4-benzyl-5-[(1R)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C21H22N6O2S2
4-[4-benzyl-5-[(1R)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 5-[(1S)-1-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C22H26N6O2S2
5-[(1S)-1-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 4-[4-benzyl-5-[(1S)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C21H22N6O2S2
4-[4-benzyl-5-[(1S)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— N-cyclopropyl-N-[5-[(1S)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide —— C15H15N5O2S3
N-cyclopropyl-N-[5-[(1S)-1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide
—— 5-[(1R)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C21H24N6O2S2
5-[(1R)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 5-[(1S)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C21H24N6O2S2
5-[(1S)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 2-(4-Ethylsulfanylphenyl)ethanesulfonyl chloride —— C10H13ClO2S2
2-(4-Ethylsulfanylphenyl)ethanesulfonyl chloride
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-(dimethylamino)-2-thiophen-3-ylethyl]acetamide —— C23H25N5O2S2
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-(dimethylamino)-2-thiophen-3-ylethyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-(dimethylamino)-2-thiophen-3-ylethyl]acetamide —— C23H25N5O2S2
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-(dimethylamino)-2-thiophen-3-ylethyl]acetamide
—— N-[(E)-(2-chlorophenyl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide —— C15H12ClFN2OS
N-[(E)-(2-chlorophenyl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(E)-pyridin-3-ylmethylideneamino]acetamide —— C14H12FN3OS
2-(2-fluorophenyl)sulfanyl-N-[(E)-pyridin-3-ylmethylideneamino]acetamide
—— (NE)-N-[(2R)-2-cyclohexylsulfonylcyclooctylidene]hydroxylamine —— C14H25NO3S
(NE)-N-[(2R)-2-cyclohexylsulfonylcyclooctylidene]hydroxylamine
—— 2-[[5-(2-methylpropyl)-1,2,4-oxadiazol-3-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H22N4O2S
2-[[5-(2-methylpropyl)-1,2,4-oxadiazol-3-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[5-(2-methylpropyl)-1,2,4-oxadiazol-3-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H22N4O2S
2-[[5-(2-methylpropyl)-1,2,4-oxadiazol-3-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 1-[5-[(1-benzylimidazol-2-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine —— C24H32N6OS
1-[5-[(1-benzylimidazol-2-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine
—— 1-[5-[(1-benzylimidazol-2-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine —— C24H32N6OS
1-[5-[(1-benzylimidazol-2-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine
—— 3-[(4-fluorophenyl)methylsulfanyl]-N-[(E)-furan-2-ylmethylideneamino]-1H-1,2,4-triazol-5-amine —— C14H12FN5OS
3-[(4-fluorophenyl)methylsulfanyl]-N-[(E)-furan-2-ylmethylideneamino]-1H-1,2,4-triazol-5-amine
—— N,N-diethyl-4-[(E)-(2-{5-[(pyridin-2-ylmethyl)sulfanyl]-4H-1,2,4-triazol-3-yl}hydrazinylidene)methyl]aniline —— C19H23N7S
N,N-diethyl-4-[(E)-(2-{5-[(pyridin-2-ylmethyl)sulfanyl]-4H-1,2,4-triazol-3-yl}hydrazinylidene)methyl]aniline
—— N-[(E)-furan-2-ylmethylideneamino]-3-[(2,4,6-trimethylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C17H19N5OS
N-[(E)-furan-2-ylmethylideneamino]-3-[(2,4,6-trimethylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 3-[(2E)-2-(3-bromobenzylidene)hydrazinyl]-5-(prop-2-en-1-ylsulfanyl)-4H-1,2,4-triazole —— C12H12BrN5S
3-[(2E)-2-(3-bromobenzylidene)hydrazinyl]-5-(prop-2-en-1-ylsulfanyl)-4H-1,2,4-triazole
—— N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine —— C15H22N6S
N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine
—— (E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(3-methylphenyl)methanimine —— C18H18N4S
(E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(3-methylphenyl)methanimine
—— (E)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-phenylmethanimine —— C16H14N4S
(E)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-phenylmethanimine
—— (E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-thiophen-2-ylmethanimine —— C15H14N4S2
(E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-thiophen-2-ylmethanimine
—— (E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(3-chlorophenyl)methanimine —— C17H15ClN4S
(E)-N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-1-(3-chlorophenyl)methanimine
—— (E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-4-ylmethanimine —— C15H12ClN5S
(E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-pyridin-4-ylmethanimine
—— 4-[(2E)-2-{1-[(4-chlorophenyl)sulfanyl]propan-2-ylidene}hydrazinyl]pyrimidin-2(1H)-one —— C13H13ClN4OS
4-[(2E)-2-{1-[(4-chlorophenyl)sulfanyl]propan-2-ylidene}hydrazinyl]pyrimidin-2(1H)-one
—— (E)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine —— C14H11ClN4S2
(E)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine
—— (E,Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-2-methyl-3-phenylprop-2-en-1-imine —— C19H17ClN4S
(E,Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-2-methyl-3-phenylprop-2-en-1-imine
—— (E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(furan-2-yl)methanimine —— C14H11ClN4OS
(E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(furan-2-yl)methanimine
—— (E)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(furan-2-yl)methanimine —— C14H11ClN4OS
(E)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(furan-2-yl)methanimine