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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-benzylsulfanyl-N-[(E)-butylideneamino]pyrimidin-4-amine —— C15H18N4S
2-benzylsulfanyl-N-[(E)-butylideneamino]pyrimidin-4-amine
—— N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C19H22F3N3O3S
N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]acetamide —— C24H31N5O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]acetamide
—— 6-[(4-Methoxyphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde oxime —— C13H11N3O2S2
6-[(4-Methoxyphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde oxime
—— 3-[(E)-hydroxyiminomethyl]-2-phenylsulfanylpyrido[1,2-a]pyrimidin-4-one —— C15H11N3O2S
3-[(E)-hydroxyiminomethyl]-2-phenylsulfanylpyrido[1,2-a]pyrimidin-4-one
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]acetamide —— C24H31N5O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]acetamide
—— methyl 2-{[4-[(hydroxyimino)methyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate —— C14H12F3N3O3S
methyl 2-{[4-[(hydroxyimino)methyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate
—— 5-[(4-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde oxime —— C13H11ClF3N3OS
5-[(4-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde oxime
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-cyanoacetohydrazide —— C14H9BrClN3O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-cyanoacetohydrazide
—— 3-[5-[2-[2-(4-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C20H26ClN5O3S
3-[5-[2-[2-(4-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[2-(4-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C20H26ClN5O3S
3-[5-[2-[2-(4-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— (3R)-4-hydroxy-2-imino-3H-thiophene-3-carbonitrile —— C5H4N2OS
(3R)-4-hydroxy-2-imino-3H-thiophene-3-carbonitrile
—— 3-[5-[2-[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C20H29N5O3S
3-[5-[2-[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— (3S)-4-hydroxy-2-imino-3H-thiophene-3-carbonitrile —— C5H4N2OS
(3S)-4-hydroxy-2-imino-3H-thiophene-3-carbonitrile
—— 3-[3-[(2R)-1-(1-adamantyl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide —— C22H28N4O2S2
3-[3-[(2R)-1-(1-adamantyl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide
—— 3-[5-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[5-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[3-[(2S)-1-(1-adamantyl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide —— C22H28N4O2S2
3-[3-[(2S)-1-(1-adamantyl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide
—— 3-[3-[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide —— C18H25N5O2S2
3-[3-[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide
—— 3-[3-[2-[[(2R)-1-methoxypropan-2-yl]amino]-2-oxoethyl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide —— C15H21N5O3S2
3-[3-[2-[[(2R)-1-methoxypropan-2-yl]amino]-2-oxoethyl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide
—— (E)-1-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}-N-hydroxymethanimine —— C12H10BrNO2S
(E)-1-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}-N-hydroxymethanimine
—— 3-[3-[2-[[(2S)-1-methoxypropan-2-yl]amino]-2-oxoethyl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide —— C15H21N5O3S2
3-[3-[2-[[(2S)-1-methoxypropan-2-yl]amino]-2-oxoethyl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide
—— 3-[5-[2-[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C20H29N5O3S
3-[5-[2-[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C21H25N5O2S2
3-[5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C20H29N5O3S
3-[5-[2-[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide —— C18H24N6O2S2
(2R)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide
—— 3-[5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C21H25N5O2S2
3-[5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[3-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide —— C18H25N5O2S2
3-[3-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-5-thiophen-2-yl-1,2,4-triazol-4-yl]propanamide
—— 3-[5-[2-[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C20H29N5O3S
3-[5-[2-[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]propanamide —— C18H24N6O2S2
(2R)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]propanamide
—— (2S)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]propanamide —— C18H24N6O2S2
(2S)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]propanamide
—— 3-[4-[[(2R)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[4-[[(2R)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide —— C18H24N6O2S2
(2S)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide
—— 3-[4-[[(2S)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[4-[[(2S)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[5-[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[4-[[(2R)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[4-[[(2R)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[5-[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C23H22FN5O3S2
3-[5-[2-[[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C23H22FN5O3S2
3-[5-[2-[[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]amino]-2-oxoethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C19H31N5O3S
3-[5-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[4-[[(2S)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C22H31N5O3S
3-[4-[[(2S)-oxolan-2-yl]methyl]-5-[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C19H31N5O3S
3-[5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— 6-Chloro-4-(dimethylaminomethyleneamino)-2-(methylsulfanyl)pyrimidine —— C8H11ClN4S
6-Chloro-4-(dimethylaminomethyleneamino)-2-(methylsulfanyl)pyrimidine
—— 3-[5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide —— C19H31N5O3S
3-[5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]propanamide
—— (1S,2S)-2-(4-methylsulfanylphenyl)cyclopropane-1-sulfonyl chloride —— C10H11ClO2S2
(1S,2S)-2-(4-methylsulfanylphenyl)cyclopropane-1-sulfonyl chloride
—— (1R,2R)-2-(4-methylsulfanylphenyl)cyclopropane-1-sulfonyl chloride —— C10H11ClO2S2
(1R,2R)-2-(4-methylsulfanylphenyl)cyclopropane-1-sulfonyl chloride
—— (1S,2R)-2-(4-methylsulfanylphenyl)cyclopropane-1-sulfonyl chloride —— C10H11ClO2S2
(1S,2R)-2-(4-methylsulfanylphenyl)cyclopropane-1-sulfonyl chloride
—— 2-[(4-methylphenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole;chloride —— C14H18ClN3OS
2-[(4-methylphenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole;chloride
—— Propionic acid 2-[[7-(1,3-benzothiazol-2-ylthio)-4-nitro-benzofurazan-5-yl]amino]ethyl ester —— C18H15N5O5S2
Propionic acid 2-[[7-(1,3-benzothiazol-2-ylthio)-4-nitro-benzofurazan-5-yl]amino]ethyl ester
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(propylcarbamoyl)acetamide —— C9H16N6O2S
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(propylcarbamoyl)acetamide
—— (2R)-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[1-(furan-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide —— C17H25N5O2S
(2R)-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-[1-(furan-2-ylmethyl)tetrazol-5-yl]sulfanylpropanamide