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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-amino-4-(2-fluorophenyl)sulfanylbutanenitrile —— C10H11FN2S
(2S)-2-amino-4-(2-fluorophenyl)sulfanylbutanenitrile
—— (2R)-2-amino-4-(1-methylimidazol-2-yl)sulfanylbutanenitrile —— C8H12N4S
(2R)-2-amino-4-(1-methylimidazol-2-yl)sulfanylbutanenitrile
—— (2S)-2-amino-4-(4-chlorophenyl)sulfanylbutanenitrile —— C10H11ClN2S
(2S)-2-amino-4-(4-chlorophenyl)sulfanylbutanenitrile
—— (2R)-2-(cyclopropylamino)-4-(3,4-difluorophenyl)sulfanylbutanenitrile —— C13H14F2N2S
(2R)-2-(cyclopropylamino)-4-(3,4-difluorophenyl)sulfanylbutanenitrile
—— (2R)-4-(4-methylphenyl)sulfanyl-2-(propylamino)butanenitrile —— C14H20N2S
(2R)-4-(4-methylphenyl)sulfanyl-2-(propylamino)butanenitrile
—— (2S)-2-(cyclopropylamino)-4-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanenitrile —— C11H14N4OS
(2S)-2-(cyclopropylamino)-4-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanenitrile
—— (2S)-2-amino-4-(1-methylimidazol-2-yl)sulfanylbutanenitrile —— C8H12N4S
(2S)-2-amino-4-(1-methylimidazol-2-yl)sulfanylbutanenitrile
—— (2R)-2-amino-4-(2,4-difluorophenyl)sulfanylbutanenitrile —— C10H10F2N2S
(2R)-2-amino-4-(2,4-difluorophenyl)sulfanylbutanenitrile
—— (2S)-2-(cyclopropylamino)-4-(3,4-difluorophenyl)sulfanylbutanenitrile —— C13H14F2N2S
(2S)-2-(cyclopropylamino)-4-(3,4-difluorophenyl)sulfanylbutanenitrile
—— N-[(Z)-[5-[(4,5-diphenyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methylideneamino]furan-2-carboxamide —— C24H17N5O3S
N-[(Z)-[5-[(4,5-diphenyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methylideneamino]furan-2-carboxamide
—— N-[(Z)-[3-(2-chlorophenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C24H17ClN6OS3
N-[(Z)-[3-(2-chlorophenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(Z)-[3-(2-bromophenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C24H17BrN6OS3
N-[(Z)-[3-(2-bromophenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(Z)-[3-(4-methylphenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C25H20N6OS3
N-[(Z)-[3-(4-methylphenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(Z)-[3-(2-methylphenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C25H20N6OS3
N-[(Z)-[3-(2-methylphenyl)-4-phenyl-1,3-thiazol-2-ylidene]amino]-2-[(5-pyridin-2-yl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 3-(Propylthio)[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C13H12N4OS
3-(Propylthio)[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 3-(Ethylthio)[1,2,4]triazino[5,6-d][3,1]benzoxazepine —— C12H10N4OS
3-(Ethylthio)[1,2,4]triazino[5,6-d][3,1]benzoxazepine
—— 1-[(Z)-1-(1-adamantyl)ethylideneamino]-3-aminothiourea —— C13H22N4S
1-[(Z)-1-(1-adamantyl)ethylideneamino]-3-aminothiourea
—— [(E)-(3-methylsulfanyl-6,7-dihydro-5H-2-benzothiophen-4-ylidene)amino]urea —— C10H13N3OS2
[(E)-(3-methylsulfanyl-6,7-dihydro-5H-2-benzothiophen-4-ylidene)amino]urea
—— 1-[(3-Methylsulfanylpyridin-1-ium-1-yl)methoxymethyl]-4-(nitrosomethylidene)pyridine —— C14H16N3O2S+
1-[(3-Methylsulfanylpyridin-1-ium-1-yl)methoxymethyl]-4-(nitrosomethylidene)pyridine
—— methyl (1E)-N-carbamoyloxyethanimidothioate —— C4H8N2O2S
methyl (1E)-N-carbamoyloxyethanimidothioate
—— [(E)-1-methylsulfinylethylideneamino] N-methylcarbamate —— C5H10N2O3S
[(E)-1-methylsulfinylethylideneamino] N-methylcarbamate
—— 4-[(2R)-butan-2-yl]sulfanyl-6-chloropyrimidin-5-amine —— C8H12ClN3S
4-[(2R)-butan-2-yl]sulfanyl-6-chloropyrimidin-5-amine
—— 4-[(2S)-butan-2-yl]sulfanyl-6-chloropyrimidin-5-amine —— C8H12ClN3S
4-[(2S)-butan-2-yl]sulfanyl-6-chloropyrimidin-5-amine
—— disodium;(3E)-3-[[4-[4-[(2Z)-2-(3-carboxylato-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylate —— C26H16N4Na2O6S
disodium;(3E)-3-[[4-[4-[(2Z)-2-(3-carboxylato-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylate
—— (2Z)-2-(hydroxymethylidene)-1-benzothiophen-3-one —— C9H6O2S
(2Z)-2-(hydroxymethylidene)-1-benzothiophen-3-one
—— (3E)-3-[[4-[4-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid —— C26H18N4O6S
(3E)-3-[[4-[4-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
—— [(Z)-[(5Z)-5-(carbamothioylhydrazinylidene)-3,3-dimethylcyclohexylidene]amino]thiourea —— C10H18N6S2
[(Z)-[(5Z)-5-(carbamothioylhydrazinylidene)-3,3-dimethylcyclohexylidene]amino]thiourea
—— N-(N-ME-Ethoxycarbamylthio)methomyl 64028-99-5 C9H17N3O4S2
N-(N-ME-Ethoxycarbamylthio)methomyl
—— methyl (1Z)-N-[[methoxycarbonyl(methyl)amino]sulfanyl-methylcarbamoyl]oxyethanimidothioate 64055-10-3 C8H15N3O4S2
methyl (1Z)-N-[[methoxycarbonyl(methyl)amino]sulfanyl-methylcarbamoyl]oxyethanimidothioate
—— (3Z)-3-[[4-[4-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid —— C26H18N4O6S
(3Z)-3-[[4-[4-[(2Z)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
—— 1,3-dimethyl-5-(6-phenylsulfanyl-1H-benzo[cd]indol-2-ylidene)-1,3-diazinane-2,4,6-trione —— C23H17N3O3S
1,3-dimethyl-5-(6-phenylsulfanyl-1H-benzo[cd]indol-2-ylidene)-1,3-diazinane-2,4,6-trione
—— disodium;(3Z)-3-[[4-[4-[(2Z)-2-(3-carboxylato-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylate —— C26H16N4Na2O6S
disodium;(3Z)-3-[[4-[4-[(2Z)-2-(3-carboxylato-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylate
—— (2Z)-4-(3,5-dimethylphenyl)sulfanyl-3-methyl-2-(nitrosomethylidene)-5-propan-2-yl-1H-imidazole —— C16H21N3OS
(2Z)-4-(3,5-dimethylphenyl)sulfanyl-3-methyl-2-(nitrosomethylidene)-5-propan-2-yl-1H-imidazole
—— (E)-but-2-ene-2-thiol —— C4H8S
(E)-but-2-ene-2-thiol
—— 2-[(Z)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]guanidine —— C9H14N6S
2-[(Z)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]guanidine
—— (E)-1-methylsulfonyl-3,3-dinitroprop-1-ene —— C4H6N2O6S
(E)-1-methylsulfonyl-3,3-dinitroprop-1-ene
—— (3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N-methylpropan-1-amine —— C19H21NS
(3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N-methylpropan-1-amine
—— (3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N,N-dimethylpropan-1-amine —— C20H23NS
(3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N,N-dimethylpropan-1-amine
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-phenylcyclopropyl]acetamide —— C21H22N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-phenylcyclopropyl]acetamide
—— [(E)-3-carbamimidoylsulfanylprop-2-enyl] carbamimidothioate —— C5H10N4S2
[(E)-3-carbamimidoylsulfanylprop-2-enyl] carbamimidothioate
—— 1,4-bis-carbamimidoylmercapto-2-methyl-but-2<i>t</i>-ene —— C7H14N4S2
1,4-bis-carbamimidoylmercapto-2-methyl-but-2<i>t</i>-ene
—— 2-hydroxy-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C18H15N5O4S
2-hydroxy-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— 2-cyano-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide —— C14H12N6O3S
2-cyano-N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide
—— 3-fluoro-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide —— C18H14FN5O3S
3-fluoro-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]benzamide
—— (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one —— C31H23N3O3S
(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one
—— (5Z)-5-(furan-2-ylmethylidene)-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one —— C28H19N3O2S
(5Z)-5-(furan-2-ylmethylidene)-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-nitrobenzamide —— C18H14N6O5S
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-nitrobenzamide
—— (5Z)-5-benzylidene-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one —— C30H21N3OS
(5Z)-5-benzylidene-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one
—— (5Z)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one —— C31H23N3OS2
(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenyl-3-(5-phenylsulfanyl-1H-indol-2-yl)imidazol-4-one
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-3-nitrobenzamide —— C18H14N6O5S
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-3-nitrobenzamide