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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-(1-adamantyl)-3-tert-butylthiirene 1-oxide 355119-23-2 C16H24OS
2-(1-adamantyl)-3-tert-butylthiirene 1-oxide
—— 3-fluoro-4-(phenylthio)aniline 159065-15-3 C12H10FNS
3-fluoro-4-(phenylthio)aniline
—— 4-[(2-bromo-4-ethylanilino)methyl]-7-methyl-2H-thiopyrano[3,2-c]pyran-5-one 1205745-51-2 C18H18BrNO2S
4-[(2-bromo-4-ethylanilino)methyl]-7-methyl-2H-thiopyrano[3,2-c]pyran-5-one
—— 3-(Imidazol-2-ylthio)-5-(3-methoxyphenylthio)phthalodinitrile 159189-37-4 C18H12N4OS2
3-(Imidazol-2-ylthio)-5-(3-methoxyphenylthio)phthalodinitrile
—— 3-(imidazol-2-ylthio)-5-nitrophthalodinitrile 159189-33-0 C11H5N5O2S
3-(imidazol-2-ylthio)-5-nitrophthalodinitrile
—— 3-(imidazol-2-ylthio)-5-phenylthiophthalodinitrile 159189-36-3 C17H10N4S2
3-(imidazol-2-ylthio)-5-phenylthiophthalodinitrile
—— 9,10-Dithiabicyclo[4.4.1]undeca-1,3,5-triene 90970-13-1 C9H10S2
9,10-Dithiabicyclo[4.4.1]undeca-1,3,5-triene
—— 6-morpholino-4-phenylthio-2,1,3-benzoxadiazole 1427070-57-2 C16H15N3O2S
6-morpholino-4-phenylthio-2,1,3-benzoxadiazole
—— 6-pyrrolidino-4-phenylthio-2,1,3-benzoxadiazole 1427067-83-1 C16H15N3OS
6-pyrrolidino-4-phenylthio-2,1,3-benzoxadiazole
—— 2-(2H-1,3-Benzodithiol-2-ylidene)cyclohexane-1,3-dione 62576-06-1 C13H10O2S2
2-(2H-1,3-Benzodithiol-2-ylidene)cyclohexane-1,3-dione
—— 3-(p-chlorothiophenoxy)-1-methylpiperidine-4-carbonitrile 94008-31-8 C13H15ClN2S
3-(p-chlorothiophenoxy)-1-methylpiperidine-4-carbonitrile
—— 6-bromo-4-phenylthio-2,1,3-benzoxadiazole 1240119-51-0 C12H7BrN2OS
6-bromo-4-phenylthio-2,1,3-benzoxadiazole
—— 6-bromo-4-(4-methylphenylthio)-2,1,3-benzoxadiazole 1240180-68-0 C13H9BrN2OS
6-bromo-4-(4-methylphenylthio)-2,1,3-benzoxadiazole
—— 4-[(2-fluoro-4-nitrophenyl)sulfanyl]pyridine 569658-01-1 C11H7FN2O2S
4-[(2-fluoro-4-nitrophenyl)sulfanyl]pyridine
—— 4-{[(3-pyridazinyl)methyl]sulfanyl}aniline 497853-55-1 C11H11N3S
4-{[(3-pyridazinyl)methyl]sulfanyl}aniline
—— N-[5-fluoro-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide 1451261-74-7 C20H14FNO3S2
N-[5-fluoro-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide
—— 1-[2-(4-fluoro-2-nitrophenyl)sulfanylphenyl]-N-methylmethanamine 627488-29-3 C14H13FN2O2S
1-[2-(4-fluoro-2-nitrophenyl)sulfanylphenyl]-N-methylmethanamine
—— 5-Fluoro-2-(phenylthio)aniline 329217-09-6 C12H10FNS
5-Fluoro-2-(phenylthio)aniline
—— 2-(4-fluoro-2-nitrophenyl)sulfanyl-N-methylbenzamide 627487-74-5 C14H11FN2O3S
2-(4-fluoro-2-nitrophenyl)sulfanyl-N-methylbenzamide
—— 1-(pyridin-2-ylthiopropyl)-1,2,2-tribromo-cyclopropane 455272-20-5 C11H12Br3NS
1-(pyridin-2-ylthiopropyl)-1,2,2-tribromo-cyclopropane
—— 1,2-bis(propylthio)benzene 87453-67-6 C12H18S2
1,2-bis(propylthio)benzene
—— (6-Methoxy-5-nitropyrimidin-4-yl) pyrrolidine-1-carbodithioate 527740-55-2 C10H12N4O3S2
(6-Methoxy-5-nitropyrimidin-4-yl) pyrrolidine-1-carbodithioate
—— 4,4',6,6'-tetra(diethoxyphosphorylmethyl)-2-(thieno[3,4-d]-1,3-dithiol-2-ylidene)thieno[3,4-d]-1,3-dithiole 1173657-66-3 C30H48O12P4S6
4,4',6,6'-tetra(diethoxyphosphorylmethyl)-2-(thieno[3,4-d]-1,3-dithiol-2-ylidene)thieno[3,4-d]-1,3-dithiole
—— 1-Methyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54456-69-8 C14H13N3O3S
1-Methyl-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— [2-(2,5-difluorobenzylthio)phenyl]acetic acid 135938-79-3 C15H12F2O2S
[2-(2,5-difluorobenzylthio)phenyl]acetic acid
—— methyl [2-(2,5-difluorobenzylthio)phenyl]acetate 135938-75-9 C16H14F2O2S
methyl [2-(2,5-difluorobenzylthio)phenyl]acetate
—— 4-(phenylthioethynyl)-3-pyridinol 142503-09-1 C13H9NOS
4-(phenylthioethynyl)-3-pyridinol
—— 2-phenylthio-3-bromofuro<2,3-c>pyridine 142503-00-2 C13H8BrNOS
2-phenylthio-3-bromofuro<2,3-c>pyridine
—— 2-phenylthiofuro<2,3-c>pyridine 142502-97-4 C13H9NOS
2-phenylthiofuro<2,3-c>pyridine
—— <(phenylthio)methyl>cyclopentane 100258-36-4 C12H16S
<(phenylthio)methyl>cyclopentane
—— 3-Chloro-2-[(4-chlorophenyl)sulfanyl]propan-1-ol 61062-70-2 C9H10Cl2OS
3-Chloro-2-[(4-chlorophenyl)sulfanyl]propan-1-ol
—— 2-methylbenzo<b>thiophen-3(2H)-one 53614-67-8 C9H8OS
2-methylbenzo<b>thiophen-3(2H)-one
—— 4,4'-dibenzyl-5,5'-bis-propylsulfanyl-4<i>H</i>,4'<i>H</i>-3,3'-methanediyl-bis-[1,2,4]triazole 62575-60-4 C25H30N6S2
4,4'-dibenzyl-5,5'-bis-propylsulfanyl-4<i>H</i>,4'<i>H</i>-3,3'-methanediyl-bis-[1,2,4]triazole
—— 4,4'-dibenzyl-5,5'-bis-butylsulfanyl-4<i>H</i>,4'<i>H</i>-3,3'-methanediyl-bis-[1,2,4]triazole 62662-60-6 C27H34N6S2
4,4'-dibenzyl-5,5'-bis-butylsulfanyl-4<i>H</i>,4'<i>H</i>-3,3'-methanediyl-bis-[1,2,4]triazole
—— 2-Methoxy-3-oxo-2-methyl-2.3-dihydrobenzo<b>thiophen 62925-29-5 C10H10O2S
2-Methoxy-3-oxo-2-methyl-2.3-dihydrobenzo<b>thiophen
—— 1-Chloro-4-[(1,3-dichloropropan-2-yl)sulfanyl]benzene 61062-73-5 C9H9Cl3S
1-Chloro-4-[(1,3-dichloropropan-2-yl)sulfanyl]benzene
—— phenyl (2,6-dimethylphenyl)imidothioformate 924622-04-8 C15H15NS
phenyl (2,6-dimethylphenyl)imidothioformate
—— (4-fluorophenyl)(4-methylsulfanylbenzylidene)amine 197905-68-3 C14H12FNS
(4-fluorophenyl)(4-methylsulfanylbenzylidene)amine
—— bis(4,5-pyridazino) tetrathiafulvalene 87258-19-3 C10H4N4S4
bis(4,5-pyridazino) tetrathiafulvalene
—— 2-(2H-[1,3]Dithiolo[4,5-c]furan-2-ylidene)-2H-[1,3]dithiolo[4,5-c]furan 125113-41-9 C10H4O2S4
2-(2H-[1,3]Dithiolo[4,5-c]furan-2-ylidene)-2H-[1,3]dithiolo[4,5-c]furan
—— 3-(4-Methylsulfanylfuran-3-yl)sulfanylpropanenitrile 437981-63-0 C8H9NOS2
3-(4-Methylsulfanylfuran-3-yl)sulfanylpropanenitrile
—— 2-Butyl-2H-1,3-benzodithiole 63212-19-1 C11H14S2
2-Butyl-2H-1,3-benzodithiole
—— N-(4-methylphenyl)-1-(4-methylsulfanylphenyl)methanimine 22116-68-3 C15H15NS
N-(4-methylphenyl)-1-(4-methylsulfanylphenyl)methanimine
—— 2-phenyl-3-(2-<i>p</i>-tolylsulfanyl-ethyl)-thiazolidin-4-one 66860-00-2 C18H19NOS2
2-phenyl-3-(2-<i>p</i>-tolylsulfanyl-ethyl)-thiazolidin-4-one
—— 4,5-bis(benzylthio)-1,3-dithiole-2-one 153170-01-5 C17H14OS4
4,5-bis(benzylthio)-1,3-dithiole-2-one
—— 1-Butyl-2-butylthio-imidazol 63348-56-1 C11H20N2S
1-Butyl-2-butylthio-imidazol
—— 4-Phenylsulfanyl-cyclopent-1-enecarbonitrile 62723-84-6 C12H11NS
4-Phenylsulfanyl-cyclopent-1-enecarbonitrile
—— 3,3'-Bithietanyliden-1,1,1',1'-tetroxid 62947-29-9 C6H8O4S2
3,3'-Bithietanyliden-1,1,1',1'-tetroxid
—— 1-Methyl-2-isopropylthio-imidazol 63348-50-5 C7H12N2S
1-Methyl-2-isopropylthio-imidazol
—— 5-<(2'-Methylaminophenyl)-thio>-4-brom-2-phenyl-3-pyridazinon 62898-20-8 C17H14BrN3OS
5-<(2'-Methylaminophenyl)-thio>-4-brom-2-phenyl-3-pyridazinon