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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-[2-(ethylthio)phenyl]-5-(4-pentylphenyl)-1,3,4-oxadiazole —— C21H24N2OS
2-[2-(ethylthio)phenyl]-5-(4-pentylphenyl)-1,3,4-oxadiazole
—— 4-Dimethylamino-2,5-diphenyl-[1,3]dithiole-2-carbothioic acid dimethylamide —— C20H22N2S3
4-Dimethylamino-2,5-diphenyl-[1,3]dithiole-2-carbothioic acid dimethylamide
—— hexadecyl-dimethyl-(2-phenylsulfanyl-ethyl)-ammonium; chloride —— C26H48NS*Cl
hexadecyl-dimethyl-(2-phenylsulfanyl-ethyl)-ammonium; chloride
—— 3-(methylthio)-3′-(2,2,2-trifluoroethoxy)-5,5′-bi(1,2,4-triazine) —— C9H7F3N6OS
3-(methylthio)-3′-(2,2,2-trifluoroethoxy)-5,5′-bi(1,2,4-triazine)
—— 2-(3-fluoro-4-methylsulfanylphenyl)-3-(tetrahydropyran-4-yl)propionic acid —— C15H19FO3S
2-(3-fluoro-4-methylsulfanylphenyl)-3-(tetrahydropyran-4-yl)propionic acid
—— 2-(3-Phenylfuroxan-4-ylthio)acetic acid —— C10H8N2O4S
2-(3-Phenylfuroxan-4-ylthio)acetic acid
—— 1,4-dichloro-1-thiophenyl-1-butene —— C10H10Cl2S
1,4-dichloro-1-thiophenyl-1-butene
—— 3-(2-Diethylaminophenylthiomethyl)-1,2,4-oxadiazole —— C13H17N3OS
3-(2-Diethylaminophenylthiomethyl)-1,2,4-oxadiazole
—— (-)-N-sec.Butylthioacetamid —— C6H13NS
(-)-N-sec.Butylthioacetamid
—— N-methyl-2-ethylsulfanyl-1-methylsulfanyl-2-propen-1-imine —— C7H13NS2
N-methyl-2-ethylsulfanyl-1-methylsulfanyl-2-propen-1-imine
—— 3,3'-bis(p-tolylthio)-1,1'-bi(bicyclo[1.1.1]pentane) —— C24H26S2
3,3'-bis(p-tolylthio)-1,1'-bi(bicyclo[1.1.1]pentane)
—— 5-(3-methylsulfanyl-1,2,4-triazinyl)(2-pyridinyl)amine —— C9H9N5S
5-(3-methylsulfanyl-1,2,4-triazinyl)(2-pyridinyl)amine
—— ethyl 4-(mercaptomethyl)-2-methyl-1,3-oxathiolane-2-propanoate —— C10H18O3S2
ethyl 4-(mercaptomethyl)-2-methyl-1,3-oxathiolane-2-propanoate
—— 4-amino-5-bromo-6-chloro-2-(2-pyridylmethylthio)-pyrimidine —— C10H8BrClN4S
4-amino-5-bromo-6-chloro-2-(2-pyridylmethylthio)-pyrimidine
—— 3-((4-tolyl)thio)dihydrofuran-2(3H)-one —— C11H12O2S
3-((4-tolyl)thio)dihydrofuran-2(3H)-one
—— 1-cyclopropyl-4-phenyl-4-(phenylthio)-1-butene —— C19H20S
1-cyclopropyl-4-phenyl-4-(phenylthio)-1-butene
—— (+/-)-2-(methylsulfonyl)propanenitrile 1249519-31-0 C4H7NO2S
(+/-)-2-(methylsulfonyl)propanenitrile
—— 4-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-N-(3-(methylthio)phenyl)thiazol-2-amine —— C19H18N2O2S2
4-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-N-(3-(methylthio)phenyl)thiazol-2-amine
—— 4-(p-tolylthio)butanenitrile —— C11H13NS
4-(p-tolylthio)butanenitrile
—— 2-(thiopivaloylsulfanyl)ethanol —— C7H14OS2
2-(thiopivaloylsulfanyl)ethanol
—— 2-methyl-(2'-pyridylsulfide)-1,1-dioxythiacyclopentane —— C10H13NO2S2
2-methyl-(2'-pyridylsulfide)-1,1-dioxythiacyclopentane
—— 4-(di-tert-butoxycarbonyl)amino-6-(6-chloropyridin-3-yl)-2-(methylthio)-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one —— C23H28ClN5O6S
4-(di-tert-butoxycarbonyl)amino-6-(6-chloropyridin-3-yl)-2-(methylthio)-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one
—— 3-butyl-9-methyl-2,3,4,5-tetrahydro-1,3-benzothiazepine —— C14H21NS
3-butyl-9-methyl-2,3,4,5-tetrahydro-1,3-benzothiazepine
—— Ethyl 2,2-dichlorovinyl sulfoxide —— C4H6Cl2OS
Ethyl 2,2-dichlorovinyl sulfoxide
—— 4-(1,2:3,4-di-O-isopropylidene-D-arabino-tetritol-1-yl)-2-(methylsulfanyl)pyrimidine —— C15H22N2O4S
4-(1,2:3,4-di-O-isopropylidene-D-arabino-tetritol-1-yl)-2-(methylsulfanyl)pyrimidine
—— 3-[(2-hydroxyethyl)sulfanyl]-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one —— C15H18N2O2S2
3-[(2-hydroxyethyl)sulfanyl]-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-2-benzothiophen-4(5H)-one
—— 1-isopropyl-2-(methylsulfanyl)-3-(1-ethoxyethoxy)pyrrole —— C12H21NO2S
1-isopropyl-2-(methylsulfanyl)-3-(1-ethoxyethoxy)pyrrole
—— 4,6-dimethoxy-7-(p-tolylthio)hept-1-ene —— C16H24O2S
4,6-dimethoxy-7-(p-tolylthio)hept-1-ene
—— 4,6-dimethoxy-7-(p-tolylthio)hept-1-ene —— C16H24O2S
4,6-dimethoxy-7-(p-tolylthio)hept-1-ene
—— 2,5,6,7-Tetrahydro-2-phenyl-7,7-di(phenylthio)-3H-pyrrolo[1,2-a]imidazole —— C24H22N2S2
2,5,6,7-Tetrahydro-2-phenyl-7,7-di(phenylthio)-3H-pyrrolo[1,2-a]imidazole
—— 1-chloro-2-(2,2,2-trifluoro-ethylthio)ethane —— C4H6ClF3S
1-chloro-2-(2,2,2-trifluoro-ethylthio)ethane
—— 2-(7-Phenyl-11-thia-5,10-diaza-benzo[b]fluoren-1-ylsulfanyl)-benzonitrile —— C27H15N3S2
2-(7-Phenyl-11-thia-5,10-diaza-benzo[b]fluoren-1-ylsulfanyl)-benzonitrile
—— 5-(5-(benzylsulfanyl)-1-methyl-1H-pyrazol-4-yl)-2-methyl-2H-tetrazole —— C13H14N6S
5-(5-(benzylsulfanyl)-1-methyl-1H-pyrazol-4-yl)-2-methyl-2H-tetrazole
—— tert-butyl(dimethyl)((2-(tributylstannyl)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl)oxy)silane —— C25H48OS2SiSn
tert-butyl(dimethyl)((2-(tributylstannyl)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl)oxy)silane
—— 6-{4-[3-(4-fluoro-3-trifluoromethylphenyl)thioureido]phenylsulfanyl}-N-methylnicotinamide —— C21H16F4N4OS2
6-{4-[3-(4-fluoro-3-trifluoromethylphenyl)thioureido]phenylsulfanyl}-N-methylnicotinamide
—— 5-(thiophen-2-yl)-3-((3,4,5-trimethoxyphenyl)thio)-1H-indole —— C21H19NO3S2
5-(thiophen-2-yl)-3-((3,4,5-trimethoxyphenyl)thio)-1H-indole
—— 4-((4,6-dimethoxypyrimidin-2-yl)thio)-2-(trifluoromethyl)benzonitrile —— C14H10F3N3O2S
4-((4,6-dimethoxypyrimidin-2-yl)thio)-2-(trifluoromethyl)benzonitrile
—— methyl 2-(2,3-dihydrobenzo[b]thiophen-5-yl)acetate —— C11H12O2S
methyl 2-(2,3-dihydrobenzo[b]thiophen-5-yl)acetate
—— diethyl 2-hydroxy-2-(1-methyl-4-phenylthio-1H-indol-3-ylmethyl)propanedioate —— C23H25NO5S
diethyl 2-hydroxy-2-(1-methyl-4-phenylthio-1H-indol-3-ylmethyl)propanedioate
—— 1-(bromomethyl)-6-heptenyl disulfide —— C16H28Br2S2
1-(bromomethyl)-6-heptenyl disulfide
—— 4-[(1-pentyl-1H-benzo[d]imidazol-2-yl)sulfanyl]benzoic acid —— C19H20N2O2S
4-[(1-pentyl-1H-benzo[d]imidazol-2-yl)sulfanyl]benzoic acid
—— 2-(4-Chlorophenylthio)pyrrole —— C10H8ClNS
2-(4-Chlorophenylthio)pyrrole
—— 1-(dodecyloxy)-1-(phenylsulfanylethynyl)cyclohexane —— C26H40OS
1-(dodecyloxy)-1-(phenylsulfanylethynyl)cyclohexane
—— 3-Ethyl-5-(5-chloro-6-methylthio-pyridin-3-yl)-isoxazole —— C11H11ClN2OS
3-Ethyl-5-(5-chloro-6-methylthio-pyridin-3-yl)-isoxazole
—— (R)-N-[2-chloro-4-(2-thiazolylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide —— C13H10ClF3N2O2S2
(R)-N-[2-chloro-4-(2-thiazolylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 3-chloro-butane-1-thiol —— C4H9ClS
3-chloro-butane-1-thiol
—— trifluoromethanesulfonic acid anhydride —— C3F6O5S2
trifluoromethanesulfonic acid anhydride
—— (1S,2R,5S)-1-hydroxymethyl-2-methyl-7-phenylsulfanylbicyclo[3.2.0]hept-6-ene —— C15H18OS
(1S,2R,5S)-1-hydroxymethyl-2-methyl-7-phenylsulfanylbicyclo[3.2.0]hept-6-ene
—— 7-(2-methyl-1,3-dithiolan-2-yl)heptyl pivalate —— C16H30O2S2
7-(2-methyl-1,3-dithiolan-2-yl)heptyl pivalate
—— 6-((2,4-difluorobenzyl)oxy)-3-methyl-2-(methythio)pyrimidin-4(3H)one —— C13H12F2N2O2S
6-((2,4-difluorobenzyl)oxy)-3-methyl-2-(methythio)pyrimidin-4(3H)one