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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
—— ethane;4-(2-phenylethynyl)-2-phenylsulfanyl-1H-pyrrole —— C20H19NS
ethane;4-(2-phenylethynyl)-2-phenylsulfanyl-1H-pyrrole
—— 7-[6-oxo-3-(6-oxo-5H-pyridazino[3,4-b][1,4]thiazin-4-yl)pyridazino[3,4-b][1,4]thiazin-5-yl]-1H-pyrido[3,4-b][1,4]oxazin-2-one —— C19H12N8O4S2
7-[6-oxo-3-(6-oxo-5H-pyridazino[3,4-b][1,4]thiazin-4-yl)pyridazino[3,4-b][1,4]thiazin-5-yl]-1H-pyrido[3,4-b][1,4]oxazin-2-one
—— 4-[[6-(2,4-Difluorophenyl)sulfanyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl]methyl]benzamide —— C20H14F2N4OS
4-[[6-(2,4-Difluorophenyl)sulfanyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl]methyl]benzamide
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C27H22FN3O4S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
—— 6-Methyl-1-propylsulfanylhept-2-ene —— C11H22S
6-Methyl-1-propylsulfanylhept-2-ene
—— N-methyl-2-sulfanylpropanethioamide —— C4H9NS2
N-methyl-2-sulfanylpropanethioamide
—— (3-But-1-ynylphenyl)sulfanylmethylcycloheptane —— C18H24S
(3-But-1-ynylphenyl)sulfanylmethylcycloheptane
—— 1,1,1-Trifluoro-2-(2-fluoroethenylsulfinyl)ethane —— C4H4F4OS
1,1,1-Trifluoro-2-(2-fluoroethenylsulfinyl)ethane
—— 1-Cyclopentyl-1-ethyl-3-propan-2-ylthiourea —— C11H22N2S
1-Cyclopentyl-1-ethyl-3-propan-2-ylthiourea
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1Z)-1-(pyridin-4-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H16ClN9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1Z)-1-(pyridin-4-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— Ethyl-(3-ethylhexan-2-yl)-methyl-propan-2-yl-lambda4-sulfane —— C14H32S
Ethyl-(3-ethylhexan-2-yl)-methyl-propan-2-yl-lambda4-sulfane
—— 2,2-Dimethyl-6-(methylsulfanylmethylidene)oct-4-ene —— C12H22S
2,2-Dimethyl-6-(methylsulfanylmethylidene)oct-4-ene
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-methoxybenzamide —— C20H16N4O3S
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-methoxybenzamide
—— 4-[6-Imino-1-[3-(2-morpholin-4-ylethoxy)benzenecarboximidoyl]pyridin-3-yl]sulfanylaniline —— C24H27N5O2S
4-[6-Imino-1-[3-(2-morpholin-4-ylethoxy)benzenecarboximidoyl]pyridin-3-yl]sulfanylaniline
—— 3-Cyclohexyl-1-methyl-1-[2-[[5-(3-phenylpropanoyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]urea —— C21H28N4O3S
3-Cyclohexyl-1-methyl-1-[2-[[5-(3-phenylpropanoyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]urea
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(2,5-dimethylthiophen-3-yl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide —— C20H20N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-1-(2,5-dimethylthiophen-3-yl)ethylideneamino]-5-(phenylsulfanylmethyl)triazole-4-carboxamide
—— 5-[2-(4-Chloro-phenylsulfanyl)-5-nitro-benzylidene]-2-thioxo-thiazolidin-4-one —— C16H9ClN2O3S3
5-[2-(4-Chloro-phenylsulfanyl)-5-nitro-benzylidene]-2-thioxo-thiazolidin-4-one
—— 1-[(2R)-1-(4-fluorophenyl)sulfanyl-2-(phenylsulfanylmethyl)butan-2-yl]-2-(3-morpholin-4-ylpropyl)hydrazine —— C24H34FN3OS2
1-[(2R)-1-(4-fluorophenyl)sulfanyl-2-(phenylsulfanylmethyl)butan-2-yl]-2-(3-morpholin-4-ylpropyl)hydrazine
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C27H21FN4O3S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-pyridin-4-ylpyrrolidine-2,3-dione
—— (6-Methylsulfanylpyridin-3-yl) 2-oxobutanoate —— C10H11NO3S
(6-Methylsulfanylpyridin-3-yl) 2-oxobutanoate
—— 1-Benzyl-3-[(4-pyridin-2-ylpyrimidin-2-yl)sulfanylmethyl]pyrrole-2,5-diol —— C21H18N4O2S
1-Benzyl-3-[(4-pyridin-2-ylpyrimidin-2-yl)sulfanylmethyl]pyrrole-2,5-diol
—— Ethane;ethenylsulfanylbenzene —— C12H20S
Ethane;ethenylsulfanylbenzene
—— S-[2-[[[di(propan-2-yl)amino]-[5-[[[di(propan-2-yl)amino]-[2-[3-(3-ethylpentan-3-ylamino)propanoylsulfanylmethoxy]ethoxy]phosphanyl]-propan-2-ylamino]hexan-2-yl-propan-2-ylamino]phosphanyl]oxymethoxy]ethyl] 3-(3-ethylpentan-3-ylamino)propanethioate —— C50H106N6O6P2S2
S-[2-[[[di(propan-2-yl)amino]-[5-[[[di(propan-2-yl)amino]-[2-[3-(3-ethylpentan-3-ylamino)propanoylsulfanylmethoxy]ethoxy]phosphanyl]-propan-2-ylamino]hexan-2-yl-propan-2-ylamino]phosphanyl]oxymethoxy]ethyl] 3-(3-ethylpentan-3-ylamino)propanethioate
—— (Cyclobutylamino)methanedithiol —— C5H11NS2
(Cyclobutylamino)methanedithiol
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C26H20FN3O3S3
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-thiophen-2-ylpyrrolidine-2,3-dione
—— N-[(Z)-[4-(4-chlorophenyl)sulfanylphenyl]methylideneamino]benzamide —— C20H15ClN2OS
N-[(Z)-[4-(4-chlorophenyl)sulfanylphenyl]methylideneamino]benzamide
—— (NZ)-N-[2-(1-methyltetrazol-5-yl)sulfanylcyclododecylidene]hydroxylamine —— C14H25N5OS
(NZ)-N-[2-(1-methyltetrazol-5-yl)sulfanylcyclododecylidene]hydroxylamine
—— 2-[5-[2-Cyano-2-(2,3,4,5-tetrahydropyridin-6-yl)acetyl]pyridin-2-yl]sulfanylacetic acid —— C15H15N3O3S
2-[5-[2-Cyano-2-(2,3,4,5-tetrahydropyridin-6-yl)acetyl]pyridin-2-yl]sulfanylacetic acid
—— 2-Hydroxy-2-iodoethanethial —— C2H3IOS
2-Hydroxy-2-iodoethanethial
—— [(E)-[2,2,2-trifluoro-1-[4-[2-[4-[(E)-N-methoxy-C-(trifluoromethyl)carbonimidoyl]phenyl]sulfanylethylsulfanyl]phenyl]ethylidene]amino] propane-1-sulfonate —— C22H22F6N2O4S3
[(E)-[2,2,2-trifluoro-1-[4-[2-[4-[(E)-N-methoxy-C-(trifluoromethyl)carbonimidoyl]phenyl]sulfanylethylsulfanyl]phenyl]ethylidene]amino] propane-1-sulfonate
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C27H22FN3O4S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
—— (E)-7-(4-chlorophenyl)sulfanyl-6-methyliminohept-2-en-4-one —— C14H16ClNOS
(E)-7-(4-chlorophenyl)sulfanyl-6-methyliminohept-2-en-4-one
—— 4-Ethenyl-6-(2-propylpentylsulfonyl)octa-2,4,6-trien-1-amine —— C18H31NO2S
4-Ethenyl-6-(2-propylpentylsulfonyl)octa-2,4,6-trien-1-amine
—— 6-(3-ethylsulfanyl-2,5-dihydroxypyrrol-1-yl)-N-pentylhexanamide —— C17H30N2O3S
6-(3-ethylsulfanyl-2,5-dihydroxypyrrol-1-yl)-N-pentylhexanamide
—— (2E)-2-[4-(4-bromophenyl)-1,3-thiazol-2-yl]-3-({2-[(trifluoromethyl)sulfanyl]phenyl}amino)prop-2-enenitrile —— C19H11BrF3N3S2
(2E)-2-[4-(4-bromophenyl)-1,3-thiazol-2-yl]-3-({2-[(trifluoromethyl)sulfanyl]phenyl}amino)prop-2-enenitrile
—— 1-(4-Chlorophenyl)-5-[[2-(4-methylphenyl)sulfanyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione —— C26H17ClN4O3S2
1-(4-Chlorophenyl)-5-[[2-(4-methylphenyl)sulfanyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
—— [2-[2-[(Carbamothioylamino)methyl]-4-(trifluoromethyl)phenyl]sulfanyl-5-fluorophenyl]methyl carbamimidothioate —— C17H16F4N4S3
[2-[2-[(Carbamothioylamino)methyl]-4-(trifluoromethyl)phenyl]sulfanyl-5-fluorophenyl]methyl carbamimidothioate
—— [Dimethylamino-(1-methoxypyridin-1-ium-2-yl)sulfanylmethylidene]-dimethylazanium —— C11H19N3OS+2
[Dimethylamino-(1-methoxypyridin-1-ium-2-yl)sulfanylmethylidene]-dimethylazanium
—— 3-[1-[(3,5-Dimethyl-1,2-oxazol-4-yl)methyl]pyrazol-4-yl]-4-hydroxy-1-[(2-methylsulfanylphenyl)methyl]imidazol-2-one —— C20H21N5O3S
3-[1-[(3,5-Dimethyl-1,2-oxazol-4-yl)methyl]pyrazol-4-yl]-4-hydroxy-1-[(2-methylsulfanylphenyl)methyl]imidazol-2-one
—— N-[4-[4-[(1,3-diamino-3-cyclopropylidenepropylidene)amino]-6-(3-fluoropyrrolidin-1-yl)pyrimidin-2-yl]sulfanylphenyl]propanamide —— C23H28FN7OS
N-[4-[4-[(1,3-diamino-3-cyclopropylidenepropylidene)amino]-6-(3-fluoropyrrolidin-1-yl)pyrimidin-2-yl]sulfanylphenyl]propanamide
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C27H21FN4O3S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-pyridin-4-ylpyrrolidine-2,3-dione
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(furan-2-yl)pyrrolidine-2,3-dione —— C26H20FN3O4S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(furan-2-yl)pyrrolidine-2,3-dione
—— N-[2-(2,5-dihydroxy-1-nonylpyrrol-3-yl)sulfanylethyl]cyclohexanecarboxamide —— C22H38N2O3S
N-[2-(2,5-dihydroxy-1-nonylpyrrol-3-yl)sulfanylethyl]cyclohexanecarboxamide
—— 4-[4-oxo-5-[[4-oxo-2-[(5-phenyl-2H-triazol-4-yl)sulfanyl]pyrido[1,2-a]pyrimidin-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C24H18N6O4S3
4-[4-oxo-5-[[4-oxo-2-[(5-phenyl-2H-triazol-4-yl)sulfanyl]pyrido[1,2-a]pyrimidin-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
—— 4-Hydroxy-5-[3-[4-[(2-methylquinolin-4-yl)methoxy]phenyl]sulfanylfuran-2-yl]-1,3-dihydroimidazol-2-one —— C24H19N3O4S
4-Hydroxy-5-[3-[4-[(2-methylquinolin-4-yl)methoxy]phenyl]sulfanylfuran-2-yl]-1,3-dihydroimidazol-2-one
—— 2-(Thiiran-2-ylsulfonyl)thiirane —— C4H6O2S3
2-(Thiiran-2-ylsulfonyl)thiirane
—— 1-[[(2S,3R)-3-(2-chlorothiophen-3-yl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl]-5-methylsulfanyl-1,2,4-triazole —— C16H12ClF2N3OS2
1-[[(2S,3R)-3-(2-chlorothiophen-3-yl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl]-5-methylsulfanyl-1,2,4-triazole
—— N-[1-(2-chlorophenyl)-3-(4-methylphenylthio)-2-propenylidene]-4-methylaniline 1140914-97-1 C23H20ClNS
N-[1-(2-chlorophenyl)-3-(4-methylphenylthio)-2-propenylidene]-4-methylaniline
—— 2-[[4-(Trifluoromethylsulfanyl)phenyl]methylideneamino]ethanethial —— C10H8F3NS2
2-[[4-(Trifluoromethylsulfanyl)phenyl]methylideneamino]ethanethial
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C26H20FN3O3S3
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-thiophen-2-ylpyrrolidine-2,3-dione