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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-phenylsulfonylindol-3-ylthio)benzothiazole —— C21H14N2O2S3
2-(1-phenylsulfonylindol-3-ylthio)benzothiazole
—— 8-(7-chlorobenzothiazol-2-ylsulfanyl)-9-[2-(2,2-dimethylpropylamino)-ethyl]-9H-purin-6-ylamine —— C19H22ClN7S2
8-(7-chlorobenzothiazol-2-ylsulfanyl)-9-[2-(2,2-dimethylpropylamino)-ethyl]-9H-purin-6-ylamine
—— (E)-2-methyl-3-chloro-2-propenyl isothiocyanates —— C5H6ClNS
(E)-2-methyl-3-chloro-2-propenyl isothiocyanates
—— 2-(2-Chlorophenylthio)thiophene —— C10H7ClS2
2-(2-Chlorophenylthio)thiophene
—— 2,2,4,7,7-pentamethyl-3,6-dithiaoctane —— C11H24S2
2,2,4,7,7-pentamethyl-3,6-dithiaoctane
—— 6-cyano-3-methyl-7-(4-pyridyl)-2,3-dihydrothiazolo[3,2-a]pyrimidin-5(H)-one —— C13H10N4OS
6-cyano-3-methyl-7-(4-pyridyl)-2,3-dihydrothiazolo[3,2-a]pyrimidin-5(H)-one
—— 1<sup>4</sup>,3<sup>4</sup>-diamino-2(1,3)-benzena-4,7-dithia-1,3(3,5)-di(1,2,4-triazola)cycloheptaphane —— C12H12N8S2
1<sup>4</sup>,3<sup>4</sup>-diamino-2(1,3)-benzena-4,7-dithia-1,3(3,5)-di(1,2,4-triazola)cycloheptaphane
—— 1<sup>4</sup>,6<sup>4</sup>-diamino-7,10-dithia-1,6(3,5)-di(1,2,4-triazola)cyclodecaphane —— C10H16N8S2
1<sup>4</sup>,6<sup>4</sup>-diamino-7,10-dithia-1,6(3,5)-di(1,2,4-triazola)cyclodecaphane
—— N-methyl-N'-[3-(2-oxazolylthio)propyl]thiourea —— C8H13N3O2S2
N-methyl-N'-[3-(2-oxazolylthio)propyl]thiourea
—— N-methyl-N'-[3-(4-methyl-2-oxazolyl)thiopropyl]thiourea —— C9H15N3O2S2
N-methyl-N'-[3-(4-methyl-2-oxazolyl)thiopropyl]thiourea
—— n-C5H11NHC(S)SSC(S)NHC4H9 —— C12H24N2S4
n-C5H11NHC(S)SSC(S)NHC4H9
—— 2-((4-fluorophenyl)thio)phenol —— C12H9FOS
2-((4-fluorophenyl)thio)phenol
—— 1,4-bis((4-(tert-butyl)phenyl)thio)benzene —— C26H30S2
1,4-bis((4-(tert-butyl)phenyl)thio)benzene
—— 3-methylbut-2-enyl-4'-bromophenyl sulphide —— C22H24Br2S
3-methylbut-2-enyl-4'-bromophenyl sulphide
—— 7,16-bis(4-hydroxyphenylthiomethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane —— C26H38N2O6S2
7,16-bis(4-hydroxyphenylthiomethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
—— 5-(4-hydroxyphenylthio)-3,6-diphenyl-1,2,4-triazine —— C21H15N3OS
5-(4-hydroxyphenylthio)-3,6-diphenyl-1,2,4-triazine
—— 5,6-bis((4-hydroxyphenyl)thio)-2,3-dimethoxy-1,4-benzoquinone —— C20H16O6S2
5,6-bis((4-hydroxyphenyl)thio)-2,3-dimethoxy-1,4-benzoquinone
—— benzyl 4-hydroxyphenyltrithiocarbonate —— C14H12OS3
benzyl 4-hydroxyphenyltrithiocarbonate
—— estere etilico dell'acido 3,3-bis-(4-idrossifenilmercapto)butirrico —— C18H20O4S2
estere etilico dell'acido 3,3-bis-(4-idrossifenilmercapto)butirrico
—— S-(4-hydroxyphenyl) methylthiolcarbamate —— C8H9NO2S
S-(4-hydroxyphenyl) methylthiolcarbamate
—— 4-hydroxyphenyl S-(hydroxymethyl) sulfide —— C7H8O2S
4-hydroxyphenyl S-(hydroxymethyl) sulfide
—— 4-((2-methylphenyl)thio)phenol —— C13H12OS
4-((2-methylphenyl)thio)phenol
—— 4-((2-hydroxy-2-phenylethyl)thio)phenol —— C14H14O2S
4-((2-hydroxy-2-phenylethyl)thio)phenol
—— 4-(5-(4-hydroxyphenylthio)pentyl)morpholine —— C15H23NO2S
4-(5-(4-hydroxyphenylthio)pentyl)morpholine
—— (2RS,3RS)-1-diphenylphosphinoyl-4-(4-hydroxyphenylsulfanyl)-2-methylbutane-2,3-diol —— C23H25O4PS
(2RS,3RS)-1-diphenylphosphinoyl-4-(4-hydroxyphenylsulfanyl)-2-methylbutane-2,3-diol
—— 3-Chloro-6-(4-hydroxyphenylthio)pyridazine —— C10H7ClN2OS
3-Chloro-6-(4-hydroxyphenylthio)pyridazine
—— 3-(4-hydroxyphenylthio)phenol —— C12H10O2S
3-(4-hydroxyphenylthio)phenol
—— 2-isopropyl-3-(4-hydroxy-phenylthio)indole —— C17H17NOS
2-isopropyl-3-(4-hydroxy-phenylthio)indole
—— 2-(4-hydroxyphenylthio)-1-methyl-3-isopropylindole —— C18H19NOS
2-(4-hydroxyphenylthio)-1-methyl-3-isopropylindole
—— 4-((2,2-dimethoxyethyl)thio)phenol —— C10H14O3S
4-((2,2-dimethoxyethyl)thio)phenol
—— 1,8-bis(4-hydroxyphenylthio)-3,6-dioxaoctane —— C18H22O4S2
1,8-bis(4-hydroxyphenylthio)-3,6-dioxaoctane
—— 4-(4-hydroxy-phenylsulfanyl)-3-nitro-phenol —— C12H9NO4S
4-(4-hydroxy-phenylsulfanyl)-3-nitro-phenol
—— 4-((2-fluoroethyl)thio)phenol —— C8H9FOS
4-((2-fluoroethyl)thio)phenol
—— 4-((difluoromethyl)thio)phenol —— C7H6F2OS
4-((difluoromethyl)thio)phenol
—— (3-bromophenyl)(3-methylbut-2-en-1-yl)sulfane —— C11H13BrS
(3-bromophenyl)(3-methylbut-2-en-1-yl)sulfane
—— 4-(3,5-dimethylphenyl)sulfanylphenol —— C14H14OS
4-(3,5-dimethylphenyl)sulfanylphenol
—— methyl 3-[2-(4-hydroxyphenylthio)-4-phenyl-5-thiazolyl]propionate —— C19H17NO3S2
methyl 3-[2-(4-hydroxyphenylthio)-4-phenyl-5-thiazolyl]propionate
—— 4-(5-bromothiazol-2-ylsulfanyl)phenol —— C9H6BrNOS2
4-(5-bromothiazol-2-ylsulfanyl)phenol
—— exo-norborn-5-ene-2-yl isothiocyanate —— C8H9NS
exo-norborn-5-ene-2-yl isothiocyanate
—— 2-Exo-isothiocyanatobicyclo[2,2,1]hept-5-ene —— C8H9NS
2-Exo-isothiocyanatobicyclo[2,2,1]hept-5-ene
—— 1,9-bis-carbamimidoylmercapto-nonane —— C11H24N4S2
1,9-bis-carbamimidoylmercapto-nonane
—— 4-ethylthio-4'-methylthio-3,3'-diquinolinyl sulfide —— C21H18N2S3
4-ethylthio-4'-methylthio-3,3'-diquinolinyl sulfide
—— 4,4'-diethylthio-3,3'-diquinolinyl sulfide —— C22H20N2S3
4,4'-diethylthio-3,3'-diquinolinyl sulfide
—— 7-chloro-5-ethylthio-3-isopropylimidazo[1,5-c]pyrimidine dihydrogen sulfate —— C11H14ClN3S*H2O4S
7-chloro-5-ethylthio-3-isopropylimidazo[1,5-c]pyrimidine dihydrogen sulfate
—— 7-chloro-3-isopropyl-5-isopropylthioimidazo[1,5-c]pyrimidine dihydrogen sulfate —— C12H16ClN3S*H2O4S
7-chloro-3-isopropyl-5-isopropylthioimidazo[1,5-c]pyrimidine dihydrogen sulfate
—— 1-(3'-deoxy-2'-S-ethyl-5'-S-phenyl-2',5'-dithio-β-D-erythro-pentofuranosyl)thymine —— C18H22N2O3S2
1-(3'-deoxy-2'-S-ethyl-5'-S-phenyl-2',5'-dithio-β-D-erythro-pentofuranosyl)thymine
—— 2-<<2-(ethylthio)ethyl>thio>pyridine —— C9H13NS2
2-<<2-(ethylthio)ethyl>thio>pyridine
—— (+)-2-cyano-1-{[cis-(1R,3S)-3-(1H-imidazol-4-yl)cyclopentyl]methyl}-3-[2-(phenylsulfanyl)ethyl]guanidine —— C19H24N6S
(+)-2-cyano-1-{[cis-(1R,3S)-3-(1H-imidazol-4-yl)cyclopentyl]methyl}-3-[2-(phenylsulfanyl)ethyl]guanidine
—— (-)-2-cyano-1-{[trans-(1R,3R)-3-(1H-imidazol-4-yl)cyclopentyl]methyl}-3-[2-(phenylsulfanyl)ethyl]guanidine —— C19H24N6S
(-)-2-cyano-1-{[trans-(1R,3R)-3-(1H-imidazol-4-yl)cyclopentyl]methyl}-3-[2-(phenylsulfanyl)ethyl]guanidine
—— (R,R)-(+)-bis[2-(ethylsulfanyl)propyl]sulfide —— C10H22S3
(R,R)-(+)-bis[2-(ethylsulfanyl)propyl]sulfide