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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
—— 1-(phenylthio)-3-(p-tolylthio)bicyclo[1.1.1]pentane —— C18H18S2
1-(phenylthio)-3-(p-tolylthio)bicyclo[1.1.1]pentane
—— 9-(but-3-yn-1-yl)-8-((3,5-dichlorophenyl)thio)-9H-purin-6-amine —— C15H11Cl2N5S
9-(but-3-yn-1-yl)-8-((3,5-dichlorophenyl)thio)-9H-purin-6-amine
—— 2-hydroxy-5-((trifluoromethyl)thio)phenylboronic acid —— C7H6BF3O3S
2-hydroxy-5-((trifluoromethyl)thio)phenylboronic acid
—— 6-chloro-3-ethylsulfanyl-pyridine-2-carbonitrile —— C8H7ClN2S
6-chloro-3-ethylsulfanyl-pyridine-2-carbonitrile
—— [4-(thiophen-2-yl)-3-cyano-5-oxo-5H-indeno[1,2-b]pyridin-2-ylthio]acetic acid —— C19H10N2O3S2
[4-(thiophen-2-yl)-3-cyano-5-oxo-5H-indeno[1,2-b]pyridin-2-ylthio]acetic acid
—— 2-(butylthio)-1-octene —— C12H24S
2-(butylthio)-1-octene
—— Ethyl 5-methyl-2-phenylsulfanylthiazole-4-carboxylate —— C13H13NO2S2
Ethyl 5-methyl-2-phenylsulfanylthiazole-4-carboxylate
—— 5-Bromo-4-methyl-2-phenylsulfanyl-6H-1,3-oxazin-6-one —— C11H8BrNO2S
5-Bromo-4-methyl-2-phenylsulfanyl-6H-1,3-oxazin-6-one
—— 5-Bromo-4-methyl-2-phenylsulfanyl-1,3-thiazole —— C10H8BrNS2
5-Bromo-4-methyl-2-phenylsulfanyl-1,3-thiazole
—— 4-Methyl-2-phenylsulfanyl-6H-1,3-oxazin-6-one —— C11H9NO2S
4-Methyl-2-phenylsulfanyl-6H-1,3-oxazin-6-one
—— Ethyl 4-methyl-5-phenylsulfanylthiocarbonyloxyisoxazole-3-carboxylate —— C14H13NO4S2
Ethyl 4-methyl-5-phenylsulfanylthiocarbonyloxyisoxazole-3-carboxylate
—— 5-Bromo-4-phenyl-2-phenylsulfanyl-6H-1,3-oxazin-6-one —— C16H10BrNO2S
5-Bromo-4-phenyl-2-phenylsulfanyl-6H-1,3-oxazin-6-one
—— 5-Bromo-4-phenyl-2-phenylsulfanyl-1,3-thiazole —— C15H10BrNS2
5-Bromo-4-phenyl-2-phenylsulfanyl-1,3-thiazole
—— Ethyl 5-methyl-6-oxo-2-phenylsulfanyl-6H-1,3-oxazine-4-carboxylate —— C14H13NO4S
Ethyl 5-methyl-6-oxo-2-phenylsulfanyl-6H-1,3-oxazine-4-carboxylate
—— O-1-benzylbutyl S-phenyl dithiocarbonate —— C18H20OS2
O-1-benzylbutyl S-phenyl dithiocarbonate
—— N',N'-bis-(phenyl-1-methylhydrazinecarbodithioate)malonate —— C19H20N4O2S4
N',N'-bis-(phenyl-1-methylhydrazinecarbodithioate)malonate
—— 2-fluorophenyl pentafluorobenzyl sulfide —— C13H6F6S
2-fluorophenyl pentafluorobenzyl sulfide
—— 2-(6-bromopyridin-2-ylthio)-N,N-dimethylethanamine —— C9H13BrN2S
2-(6-bromopyridin-2-ylthio)-N,N-dimethylethanamine
—— 5-(2-dimethylaminoethylthio)-2-furancarboxaldehyde —— C9H13NO2S
5-(2-dimethylaminoethylthio)-2-furancarboxaldehyde
—— 1,1-dicyclohexyl-3-[5-(2-dimethylamino-ethylsulfanyl)-thiazol-2-yl]-urea —— C20H34N4OS2
1,1-dicyclohexyl-3-[5-(2-dimethylamino-ethylsulfanyl)-thiazol-2-yl]-urea
—— 3-Butyloxy-4-(2-(dimethylamino)ethylthio)-1,2,5-thiadiazole —— C10H19N3OS2
3-Butyloxy-4-(2-(dimethylamino)ethylthio)-1,2,5-thiadiazole
—— 2-cyano-6-[2-(dimethylamino)ethylthio]pyrazine —— C9H12N4S
2-cyano-6-[2-(dimethylamino)ethylthio]pyrazine
—— 1-[2,3-di(tert-butoxycarbonyl)guanidino]-4-(methylthio)benzene —— C18H27N3O4S
1-[2,3-di(tert-butoxycarbonyl)guanidino]-4-(methylthio)benzene
—— 1-[2,3-di(tert-butoxycarbonyl)guanidino]-(4-phenylthio)benzene —— C23H29N3O4S
1-[2,3-di(tert-butoxycarbonyl)guanidino]-(4-phenylthio)benzene
—— heptane-2,2-diylbis(p-tolylsulfane) —— C21H28S2
heptane-2,2-diylbis(p-tolylsulfane)
—— 3-t-Butyloxycarbonylamino-4-cyclohexyl-1-cyclohexylsulfonyl-2-hydroxybutane —— C21H39NO5S
3-t-Butyloxycarbonylamino-4-cyclohexyl-1-cyclohexylsulfonyl-2-hydroxybutane
—— 5-((4,6-dimethylpyrimidin-2-yl)thiomethyl)-1,3,4-oxadiazole-2-thiol —— C9H10N4OS2
5-((4,6-dimethylpyrimidin-2-yl)thiomethyl)-1,3,4-oxadiazole-2-thiol
—— 2-[5-(4,6-dimethylpyrimidin-2-ylsulfanylmethyl)-4-furan-2-ylmethyl-4H-[1,2,4]triazol-3-ylsulfanyl]acetamide —— C16H18N6O2S2
2-[5-(4,6-dimethylpyrimidin-2-ylsulfanylmethyl)-4-furan-2-ylmethyl-4H-[1,2,4]triazol-3-ylsulfanyl]acetamide
—— 4-amino-3-(4-methylthiobenzyl)-5-mercapto-1,2,4-triazole —— C10H12N4S2
4-amino-3-(4-methylthiobenzyl)-5-mercapto-1,2,4-triazole
—— 4,6-dimethyl-5-trifluoromethyl-2-trifluoromethylthiopyrimidine —— C8H6F6N2S
4,6-dimethyl-5-trifluoromethyl-2-trifluoromethylthiopyrimidine
—— diethyl 2-methyl-6-(4,6-dimethylpyrimidin-2-ylthio)-4-thioxo-5,6-dihydro-4H-1,3-oxazine-5,6-dicarboxylate —— C17H21N3O5S2
diethyl 2-methyl-6-(4,6-dimethylpyrimidin-2-ylthio)-4-thioxo-5,6-dihydro-4H-1,3-oxazine-5,6-dicarboxylate
—— diethyl 2-phenyl-6-(4,6-dimethylpyrimidin-2-ylthio)-4-thioxo-5,6-dihydro-4H-1,3-oxazine-5,6-dicarboxylate —— C22H23N3O5S2
diethyl 2-phenyl-6-(4,6-dimethylpyrimidin-2-ylthio)-4-thioxo-5,6-dihydro-4H-1,3-oxazine-5,6-dicarboxylate
—— 4-methyl-6-(2',2',2'-trifluoroethyl)-2-trifluoromethylthiopyrimidine —— C8H6F6N2S
4-methyl-6-(2',2',2'-trifluoroethyl)-2-trifluoromethylthiopyrimidine
—— dimethyl 2-methyl-6-(4,6-dimethylpyrimidin-2-ylthio)-4-thioxo-5,6-dihydro-4H-1,3-oxazine-5,6-dicarboxylate —— C15H17N3O5S2
dimethyl 2-methyl-6-(4,6-dimethylpyrimidin-2-ylthio)-4-thioxo-5,6-dihydro-4H-1,3-oxazine-5,6-dicarboxylate
—— 2-(adamantan-1-ylmethylsulfanyl)-4,6-dimethylpyrimidine —— C17H24N2S
2-(adamantan-1-ylmethylsulfanyl)-4,6-dimethylpyrimidine
—— 2-((4,6-dimethylpyrimidin-2-yl)thio)-N-(4-(phenylthio)phenyl)acetamide —— C20H19N3OS2
2-((4,6-dimethylpyrimidin-2-yl)thio)-N-(4-(phenylthio)phenyl)acetamide
—— S-(2-amino-5-carbethoxyphenyl)-4,6-dimethyl-2-thiopyrimidine —— C15H17N3O2S
S-(2-amino-5-carbethoxyphenyl)-4,6-dimethyl-2-thiopyrimidine
—— 2-(2-adamantan-1-yl-ethylsulfanyl)-4,6-dimethylpyrimidine —— C18H26N2S
2-(2-adamantan-1-yl-ethylsulfanyl)-4,6-dimethylpyrimidine
—— ethyl 4-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C12H16N2O3S
ethyl 4-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-3-oxobutanoate
—— 4-methylsulfanyl-2,5,5-trioxo-2,5-dihydro-1H-5λ<sup>6</sup>-benzo[4,5]thieno[3,2-b]pyridine-3-carbonitrile —— C13H8N2O3S2
4-methylsulfanyl-2,5,5-trioxo-2,5-dihydro-1H-5λ<sup>6</sup>-benzo[4,5]thieno[3,2-b]pyridine-3-carbonitrile
—— ((3-chlorophenyl)methylene)bis(phenylsulfane) —— C19H15ClS2
((3-chlorophenyl)methylene)bis(phenylsulfane)
—— 4-butyl-1-(p-tolylsulfanyl)-2-oxaspiro[4.14]nonadecan-3-one —— C29H46O2S
4-butyl-1-(p-tolylsulfanyl)-2-oxaspiro[4.14]nonadecan-3-one
—— 6-{4-[3-(4-fluoro-3-trifluoromethylphenyl)ureido]phenylsulfanyl}-N-methylnicotinamide —— C21H16F4N4O2S
6-{4-[3-(4-fluoro-3-trifluoromethylphenyl)ureido]phenylsulfanyl}-N-methylnicotinamide
—— 6-[3-[3-(4-fluoro-3-trifluoromethylphenyl)thioureido]phenylthio]-N-methylpyridine-3-formamide —— C21H16F4N4OS2
6-[3-[3-(4-fluoro-3-trifluoromethylphenyl)thioureido]phenylthio]-N-methylpyridine-3-formamide
—— 2-amino-5-(2-fluoroethyl)mercapto-1,3,4-thiadiazole —— C4H6FN3S2
2-amino-5-(2-fluoroethyl)mercapto-1,3,4-thiadiazole
—— (S)-tert-butyl (tert-butylsulfinyl)acetate —— C10H20O3S
(S)-tert-butyl (tert-butylsulfinyl)acetate
—— thiocarbamic acid <i>O</i>-(2-hydroxy-ethyl ester) —— C3H7NO2S
thiocarbamic acid <i>O</i>-(2-hydroxy-ethyl ester)
—— 2-amino-5-(2-fluorobenzyl)mercapto-1,3,4-thiadiazole —— C9H8FN3OS
2-amino-5-(2-fluorobenzyl)mercapto-1,3,4-thiadiazole
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)thio]acetonitrile —— C4H4N4S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)thio]acetonitrile
—— 2-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)thio)-5-amino-1,3,4-thiadiazole —— C8H4ClF3N4S2
2-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)thio)-5-amino-1,3,4-thiadiazole