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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-Bromo-2'-hydrazinodiphenylsulfid 68614-74-4 C12H11BrN2S
2-Bromo-2'-hydrazinodiphenylsulfid
—— N-[[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]methanesulfonamide 478620-57-4 C20H22Cl2N4O2S2
N-[[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]methanesulfonamide
—— methyl [[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]carbamate 478620-58-5 C21H22Cl2N4O2S
methyl [[5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl]carbamate
—— 4-[3-Azidomethyl-5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-1H-pyrazol-4-ylmethyl]-pyridine 1422714-80-4 C19H18Cl2N6S
4-[3-Azidomethyl-5-(3,5-dichloro-phenylsulfanyl)-1-isopropyl-1H-pyrazol-4-ylmethyl]-pyridine
—— 2-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-sulfanyl}acetic acid 338422-73-4 C8H5ClF3NO2S
2-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-sulfanyl}acetic acid
—— 2-(butylthio)-4,6-dichloro-5-nitropyrimidine 39067-32-8 C8H9Cl2N3O2S
2-(butylthio)-4,6-dichloro-5-nitropyrimidine
—— 2-phenylthiocyclopentadecanone 104281-52-9 C21H32OS
2-phenylthiocyclopentadecanone
—— 2-Methyl-2-phenylthiocyclopentadecanone 104281-56-3 C22H34OS
2-Methyl-2-phenylthiocyclopentadecanone
—— 1-(Phenylthiomethyl)cyclopentadecene 101704-25-0 C22H34S
1-(Phenylthiomethyl)cyclopentadecene
—— bis(2,5-dimethyltetrahydrofuryl-2)sulfide 62308-50-3 C12H22O2S
bis(2,5-dimethyltetrahydrofuryl-2)sulfide
—— 2-{[5-Cyano-3-(ethoxycarbonyl)-6-methylpyridin-2-yl]thio}pyridinium-1-olate 646455-58-5 C15H13N3O3S
2-{[5-Cyano-3-(ethoxycarbonyl)-6-methylpyridin-2-yl]thio}pyridinium-1-olate
—— 1,5-Dithiaspiro[5.6]dodecan-7-ol 70068-13-2 C10H18OS2
1,5-Dithiaspiro[5.6]dodecan-7-ol
—— 2-trichloromethyl-3,1-benzoxathian-4-one 77586-83-5 C9H5Cl3O2S
2-trichloromethyl-3,1-benzoxathian-4-one
—— 3-ethyl-6-phenyl-7-phenylsulfanyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 153235-55-3 C18H16N4S2
3-ethyl-6-phenyl-7-phenylsulfanyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-(benzylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 1220432-97-2 C25H22O3S2
3-(benzylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 5,6-dihydro-4-hydroxy-6-phenyl-3-(phenylthio)-6-((phenylthio)methyl)pyran-2-one 959425-39-9 C24H20O3S2
5,6-dihydro-4-hydroxy-6-phenyl-3-(phenylthio)-6-((phenylthio)methyl)pyran-2-one
—— 3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 959425-47-9 C26H24O3S2
3-(2,5-dimethylphenylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 2-[(4,5-Dichloro-2-nitrophenyl)thio]-5-methyl-1,3,4-thiadiazole 218156-17-3 C9H5Cl2N3O2S2
2-[(4,5-Dichloro-2-nitrophenyl)thio]-5-methyl-1,3,4-thiadiazole
—— 3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one 959425-41-3 C25H22O3S2
3-(o-tolylthio)-5,6-dihydro-4-hydroxy-6-phenyl-6-((phenylthio)methyl)pyran-2-one
—— 2-[(3-Nitro-2-pyridyl)thio]pyridinium-1-olate 219618-92-5 C10H7N3O3S
2-[(3-Nitro-2-pyridyl)thio]pyridinium-1-olate
—— bis-(1-bromo-3,3-dimethyl-2-oxo-butyl)-sulfone 855235-66-4 C12H20Br2O4S
bis-(1-bromo-3,3-dimethyl-2-oxo-butyl)-sulfone
—— but-2-ynyl 4-methylphenyl sulfide 34070-22-9 C11H12S
but-2-ynyl 4-methylphenyl sulfide
—— [(E)-4-ethyloct-5-en-2-yl]sulfanylbenzene 287173-06-2 C16H24S
[(E)-4-ethyloct-5-en-2-yl]sulfanylbenzene
—— 3-{4-[(m-methoxy)phenylthio]-1,2-phenylenediamine}-5,5-dimethyl-2-cyclohexenone 1026722-96-2 C21H24N2O2S
3-{4-[(m-methoxy)phenylthio]-1,2-phenylenediamine}-5,5-dimethyl-2-cyclohexenone
—— 5-((3-Methoxyphenyl)thio)-2-nitroaniline 378236-77-2 C13H12N2O3S
5-((3-Methoxyphenyl)thio)-2-nitroaniline
—— E-3,E-5-(S)-2,7-dimethyl-octa-3,5-dienethioic acid amide 153934-04-4 C10H17NS
E-3,E-5-(S)-2,7-dimethyl-octa-3,5-dienethioic acid amide
—— 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