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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
—— 4-[(m-methoxy)phenylthio]-1,2-phenylenediamine 439591-29-4 C13H14N2OS
4-[(m-methoxy)phenylthio]-1,2-phenylenediamine
—— Octa-(thioharnstoff)-tetraphosphonitril 93114-51-3 C8H24N20P4S8
Octa-(thioharnstoff)-tetraphosphonitril
—— (E)-2-(4-Hydroxy-phenylsulfanyl)-but-2-enedioic acid 30269-90-0 C10H8O5S
(E)-2-(4-Hydroxy-phenylsulfanyl)-but-2-enedioic acid
—— (4S,6S)-4-ethyl-6-(phenylthio)tetrahydro-2H-pyran-2-one 1610597-40-4 C13H16O2S
(4S,6S)-4-ethyl-6-(phenylthio)tetrahydro-2H-pyran-2-one
—— 4-[5-[[5-Bromo-2-(2,4-dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile 1424375-39-2 C24H13BrN6O5S
4-[5-[[5-Bromo-2-(2,4-dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-1,2-oxazol-3-yl]benzonitrile
—— 2-bromo-N-[2-(4-chloro-2-nitrophenyl)sulfanylphenyl]acetamide 648409-32-9 C14H10BrClN2O3S
2-bromo-N-[2-(4-chloro-2-nitrophenyl)sulfanylphenyl]acetamide
—— furan-2-yl-(2-prop-2-enyl-1,3-dithian-2-yl)methanol 82193-97-3 C12H16O2S2
furan-2-yl-(2-prop-2-enyl-1,3-dithian-2-yl)methanol
—— 5-[[5-Bromo-2-(2,4-dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole 1424375-36-9 C23H13BrFN5O5S
5-[[5-Bromo-2-(2,4-dinitrophenyl)sulfanylbenzimidazol-1-yl]methyl]-3-(4-fluorophenyl)-1,2-oxazole
—— 4-(4-Bromophenyl)sulfanylbenzene-1,2-diamine 708257-45-8 C12H11BrN2S
4-(4-Bromophenyl)sulfanylbenzene-1,2-diamine
—— 2-amino-4-(4-bromophenylthio)-nitrobenzene 242139-96-4 C12H9BrN2O2S
2-amino-4-(4-bromophenylthio)-nitrobenzene
—— bis-(2-nitro-ethyl)-sulfone 136399-22-9 C4H8N2O6S
bis-(2-nitro-ethyl)-sulfone
—— 3,3-dimethylcyclohexylthiourea 141951-38-4 C9H18N2S
3,3-dimethylcyclohexylthiourea
—— 4-(1H-tetrazol-5-ylsulfanyl)phenol 1619907-69-5 C7H6N4OS
4-(1H-tetrazol-5-ylsulfanyl)phenol
—— 3-methylthio-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one 87451-89-6 C12H14OS
3-methylthio-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one
—— 2-{[(2,5-Dichloro-3-thienyl)methyl]thio}pyridinium-1-olate 648408-56-4 C10H7Cl2NOS2
2-{[(2,5-Dichloro-3-thienyl)methyl]thio}pyridinium-1-olate
—— (3R/S,6S)-2,6-dimethyl-3-nitro-8-phenylthioocta-1,7Z-diene 221632-70-8 C16H21NO2S
(3R/S,6S)-2,6-dimethyl-3-nitro-8-phenylthioocta-1,7Z-diene
—— (3R/S,6S)-2,6-dimethyl-3-nitro-8-phenylthioocta-1,7E-diene 221632-59-3 C16H21NO2S
(3R/S,6S)-2,6-dimethyl-3-nitro-8-phenylthioocta-1,7E-diene
—— 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid 338982-07-3 C10H5F3N2O2S2
5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid
—— 1,1'-(Ethyne-1,2-diyl)bis[4-(phenylsulfanyl)benzene] 83759-10-8 C26H18S2
1,1'-(Ethyne-1,2-diyl)bis[4-(phenylsulfanyl)benzene]
—— 4-{[3-(Trifluoromethyl)phenyl]sulfanyl}aniline 339104-66-4 C13H10F3NS
4-{[3-(Trifluoromethyl)phenyl]sulfanyl}aniline
—— methyl 3-(phenylthio)indolizine-1-carboxylate 1331782-09-2 C16H13NO2S
methyl 3-(phenylthio)indolizine-1-carboxylate
—— 2-(tert-Butylsulfonyl)-3-ethoxyacrylonitrile —— C9H15NO3S
2-(tert-Butylsulfonyl)-3-ethoxyacrylonitrile
—— methyl (6S,7S)-7-(2-ethoxy-2-oxoethyl)-6-methyl-1,4-dithiaspiro[4.5]dec-8-ene-6-carboxylate 885324-68-5 C15H22O4S2
methyl (6S,7S)-7-(2-ethoxy-2-oxoethyl)-6-methyl-1,4-dithiaspiro[4.5]dec-8-ene-6-carboxylate
—— 2-<<(p-bromophenyl)thio>methyl>-4-chloropyridine 83782-49-4 C12H9BrClNS
2-<<(p-bromophenyl)thio>methyl>-4-chloropyridine
—— 4-amino-5-N-tert-butyliminomethyl-2-methylthio-6-phenylethynylpyrimidine 867193-36-0 C18H20N4S
4-amino-5-N-tert-butyliminomethyl-2-methylthio-6-phenylethynylpyrimidine
—— 2,5-bis-(2-hydroxy-ethylmercapto)-pyrrole-3,4-dicarbonitrile 102495-34-1 C10H11N3O2S2
2,5-bis-(2-hydroxy-ethylmercapto)-pyrrole-3,4-dicarbonitrile
—— (4-(methylthio)pyridin-2-yl)methanol 206990-46-7 C7H9NOS
(4-(methylthio)pyridin-2-yl)methanol
—— 1,1-Bis-methylmercapto-2-phenyl-cyclopropan 18523-33-6 C11H14S2
1,1-Bis-methylmercapto-2-phenyl-cyclopropan
—— 3-Ethoxy-2-(isopropylsulfonyl)acrylonitrile 175201-71-5 C8H13NO3S
3-Ethoxy-2-(isopropylsulfonyl)acrylonitrile
—— methyl 3-(4-fluorophenylthio)indolizine-1-carboxylate 1331782-04-7 C16H12FNO2S
methyl 3-(4-fluorophenylthio)indolizine-1-carboxylate
—— (E)-1-Methoxy-2-phenyl-1-(phenylthio)ethene 88738-26-5 C15H14OS
(E)-1-Methoxy-2-phenyl-1-(phenylthio)ethene
—— p,p'-Bis-glyoxyloyl-diphenylsulfid 13107-63-6 C16H10O4S
p,p'-Bis-glyoxyloyl-diphenylsulfid
—— 5-fluoro-2-propylsulfanylaniline 1019539-43-5 C9H12FNS
5-fluoro-2-propylsulfanylaniline
—— 3-allyl-2-(phenylthio)furan 790715-13-8 C13H12OS
3-allyl-2-(phenylthio)furan
—— 4-{[(1-propyl-1H-imidazol-5-yl)methyl]thio}phenylamine 597583-17-0 C13H17N3S
4-{[(1-propyl-1H-imidazol-5-yl)methyl]thio}phenylamine
—— 8-fluoro-5-(4-methyl-1-piperazinyl)imidazo<2,1-b><1,3,5>benzothiadiazepine 81382-73-2 C15H16FN5S
8-fluoro-5-(4-methyl-1-piperazinyl)imidazo<2,1-b><1,3,5>benzothiadiazepine
—— 8-fluoroimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-thione 88251-75-6 C10H6FN3S2
8-fluoroimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-thione
—— 2-(4-fluoro-2-nitrophenylthio)imidazole 88251-65-4 C9H6FN3O2S
2-(4-fluoro-2-nitrophenylthio)imidazole
—— 5-[4-[4-(5-Carboxythiophen-2-yl)phenyl]sulfanylphenyl]thiophene-2-carboxylic acid 372111-18-7 C22H14O4S3
5-[4-[4-(5-Carboxythiophen-2-yl)phenyl]sulfanylphenyl]thiophene-2-carboxylic acid
—— 4,4'-Bis(5-Carbomethoxy-2-thienyl)phenyl sulfide 361391-40-4 C24H18O4S3
4,4'-Bis(5-Carbomethoxy-2-thienyl)phenyl sulfide
—— 8-fluoro-5-methylthioimidazo<2,1-b><1,3,5>benzothiadiazepine 81382-58-3 C11H8FN3S2
8-fluoro-5-methylthioimidazo<2,1-b><1,3,5>benzothiadiazepine
—— 6-chloro-2-(methylthio)pyridin-3-amine 98198-73-3 C6H7ClN2S
6-chloro-2-(methylthio)pyridin-3-amine
—— 2-(2-amino-4-fluorophenylthio)imidazole 88251-70-1 C9H8FN3S
2-(2-amino-4-fluorophenylthio)imidazole
—— 5-Phenyl-3-[4-[4-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)phenyl]sulfanylphenyl]-4,5-dihydro-1,2-oxazole 154599-76-5 C30H24N2O2S
5-Phenyl-3-[4-[4-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)phenyl]sulfanylphenyl]-4,5-dihydro-1,2-oxazole
—— Ethyl 4-(2-{[(4-fluorophenyl)thio]methyl}-1,3-thiazolan-3-yl)-4-oxobutanoate 648858-94-0 C16H20FNO3S2
Ethyl 4-(2-{[(4-fluorophenyl)thio]methyl}-1,3-thiazolan-3-yl)-4-oxobutanoate
—— Methyl 2-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}benzenecarboxylate 385383-52-8 C14H9ClF3NO2S
Methyl 2-{[3-chloro-5-(trifluoromethyl)-2-pyridinyl]sulfanyl}benzenecarboxylate
—— N-6'-chloro-2'<1H>-thioxo-3'-pyridyl-4-amino-2-methylthio-6-pyrimidinylamine 81587-41-9 C10H10ClN5S2
N-6'-chloro-2'<1H>-thioxo-3'-pyridyl-4-amino-2-methylthio-6-pyrimidinylamine
—— Ethyl 3-[(4-fluorophenyl)thio]propanoate 57247-34-4 C11H13FO2S
Ethyl 3-[(4-fluorophenyl)thio]propanoate
—— 2-(2-Carbamoyloxypropyl)-2-methyl-1,3-oxathiolan 79130-31-7 C8H15NO3S
2-(2-Carbamoyloxypropyl)-2-methyl-1,3-oxathiolan
—— 1-(2,6-dichloropyridin-4-yl)-3-(3-methylsulfanyl-1H-1,2,4-triazol-5-yl)urea 287174-87-2 C9H8Cl2N6OS
1-(2,6-dichloropyridin-4-yl)-3-(3-methylsulfanyl-1H-1,2,4-triazol-5-yl)urea