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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-(diethylamino)ethyl 1-phenylsulfanylcyclopentane-1-carboxylate;hydron;chloride —— C18H28ClNO2S
2-(diethylamino)ethyl 1-phenylsulfanylcyclopentane-1-carboxylate;hydron;chloride
—— 1-(Phenylthio)cyclohexanecarboxylic acid 2-(diethylamino)ethyl ester oxalate 101329-94-6 C21H31NO6S
1-(Phenylthio)cyclohexanecarboxylic acid 2-(diethylamino)ethyl ester oxalate
—— 1-(Phenylthio)cyclohexanecarboxylic acid 3-(diethylamino)propyl ester oxalate 101329-96-8 C22H33NO6S
1-(Phenylthio)cyclohexanecarboxylic acid 3-(diethylamino)propyl ester oxalate
—— 4-Isopropylthiopicolinium iodide 101976-25-4 C9H14INS
4-Isopropylthiopicolinium iodide
—— 5,6-Di-pyridin-2-yl-imidazo[2,1-b]thiazol-3-one 754198-13-5 C15H10N4OS
5,6-Di-pyridin-2-yl-imidazo[2,1-b]thiazol-3-one
—— 3-benzylthio-1-dimethylcarbamoyl-1H-1,2,4-triazole 475588-40-0 C12H14N4OS
3-benzylthio-1-dimethylcarbamoyl-1H-1,2,4-triazole
—— 9-[3-[1-[2-[2-[2-[2-[2-[2-[2-[2-[4-[3-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]propyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]propyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine 1243536-47-1 C50H60Br2N16O11S2
9-[3-[1-[2-[2-[2-[2-[2-[2-[2-[2-[4-[3-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]propyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]propyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine
—— 4-Ethylthiopicolinium iodide 101976-23-2 C8H12INS
4-Ethylthiopicolinium iodide
—— 9-[4-[1-[2-[2-[2-[2-[2-[2-[2-[2-[4-[4-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]butyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]butyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine 1243536-48-2 C52H64Br2N16O11S2
9-[4-[1-[2-[2-[2-[2-[2-[2-[2-[2-[4-[4-[6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]butyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]butyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine
—— 5-chloro-6-methyl-3-(methylthio)-1,2,4-triazine 109307-02-0 C5H6ClN3S
5-chloro-6-methyl-3-(methylthio)-1,2,4-triazine
—— 5-chloro-2-(4-chlorophenyl)sulfanyl-N-(3-piperidin-1-ylpropyl)aniline;hydron;chloride —— C20H25Cl3N2S
5-chloro-2-(4-chlorophenyl)sulfanyl-N-(3-piperidin-1-ylpropyl)aniline;hydron;chloride
—— 4-tosyl-5-phenylthio-1,3-thiazole-2-carbonitrile 1221497-51-3 C17H12N2O2S3
4-tosyl-5-phenylthio-1,3-thiazole-2-carbonitrile
—— p-(PhS(=NH))(PhS)C6H4 498534-08-0 C18H15NS2
p-(PhS(=NH))(PhS)C6H4
—— 2-(2-aminobenzylthio)imidazole 128936-10-7 C10H11N3S
2-(2-aminobenzylthio)imidazole
—— (N,N-diethylcarbamimidoyl)sulfanylmethyl N,N-diethylcarbamimidothioate;hydron;dichloride —— C11H26Cl2N4S2
(N,N-diethylcarbamimidoyl)sulfanylmethyl N,N-diethylcarbamimidothioate;hydron;dichloride
—— N,N'-bis-pivaloyl-2-methyl-2-thiopseudourea 318972-68-8 C12H22N2O2S
N,N'-bis-pivaloyl-2-methyl-2-thiopseudourea
—— 6-fluoro-5-nitro-2,3-dihydrobenzo[b]thiophene 212208-83-8 C8H6FNO2S
6-fluoro-5-nitro-2,3-dihydrobenzo[b]thiophene
—— 2-(2,4-difluorophenyl)-1,1-difluoro-1-[(4-methylphenyl)thio]-3-(1H-1,2,4-triazol-1-yl)-2-propanol 333744-58-4 C18H15F4N3OS
2-(2,4-difluorophenyl)-1,1-difluoro-1-[(4-methylphenyl)thio]-3-(1H-1,2,4-triazol-1-yl)-2-propanol
—— 2-[difluoro[(4-methylphenyl)thio]methyl]-2-(2,4-difluorophenyl)oxirane 333744-50-6 C16H12F4OS
2-[difluoro[(4-methylphenyl)thio]methyl]-2-(2,4-difluorophenyl)oxirane
—— 1,1-dioxo-N-phenyl-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-amine 1429321-53-8 C14H9F3N2O2S2
1,1-dioxo-N-phenyl-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-amine
—— 5-chloro-4-methyl-2-(methylsulfanyl)-6-[(methylsulfonyl)methyl]pyrimidine 1374134-65-2 C8H11ClN2O2S2
5-chloro-4-methyl-2-(methylsulfanyl)-6-[(methylsulfonyl)methyl]pyrimidine
—— 2-(naphthalen-2-yl)-3-(phenylthio)-1H-indole 1448801-45-3 C24H17NS
2-(naphthalen-2-yl)-3-(phenylthio)-1H-indole
—— 5-bromo-2-(methylsulfanyl)-4-[(methylsulfonyl)methyl]pyrimidine 1374134-68-5 C7H9BrN2O2S2
5-bromo-2-(methylsulfanyl)-4-[(methylsulfonyl)methyl]pyrimidine
—— (Z)-5-Phenylsulfanyl-hept-5-en-3-one 109245-06-9 C13H16OS
(Z)-5-Phenylsulfanyl-hept-5-en-3-one
—— (Z)-5-(phenylthio)-4-hepten-3-one 109244-75-9 C13H16OS
(Z)-5-(phenylthio)-4-hepten-3-one
—— N-cyclopentyl-1,1-dioxo-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine 1429321-52-7 C13H13F3N2O2S2
N-cyclopentyl-1,1-dioxo-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine
—— 1,1-dioxo-N-(1-phenylethyl)-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine 1429321-54-9 C16H13F3N2O2S2
1,1-dioxo-N-(1-phenylethyl)-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine
—— N-butan-2-yl-1,1-dioxo-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine 1429321-51-6 C12H13F3N2O2S2
N-butan-2-yl-1,1-dioxo-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine
—— 3-(methylthio)-5-phenylisoxazole 73112-00-2 C10H9NOS
3-(methylthio)-5-phenylisoxazole
—— 4,6-bis[2-(diisopropoxyphosphorylmethoxy)ethoxy]-2-(methylsulfanyl)pyrimidine 1160513-01-8 C23H44N2O10P2S
4,6-bis[2-(diisopropoxyphosphorylmethoxy)ethoxy]-2-(methylsulfanyl)pyrimidine
—— tert-butyl-2-[(4-{[(2-chloropyrimidin-4-yl)(2-methoxyethyl)amino]methyl}phenyl)thio]-2-methyl-propanoate 881687-37-2 C22H30ClN3O3S
tert-butyl-2-[(4-{[(2-chloropyrimidin-4-yl)(2-methoxyethyl)amino]methyl}phenyl)thio]-2-methyl-propanoate
—— tert-butyl-2-({4-[((2-methoxyethyl){2-[3-chlorophenyl]pyrimidin-4-yl}amino)methyl]phenyl}-thio)-2-methylpropanoate 881687-40-7 C28H34ClN3O3S
tert-butyl-2-({4-[((2-methoxyethyl){2-[3-chlorophenyl]pyrimidin-4-yl}amino)methyl]phenyl}-thio)-2-methylpropanoate
—— 2-[2-(3-methoxypropylamino)benzylthio]imidazole 134017-61-1 C14H19N3OS
2-[2-(3-methoxypropylamino)benzylthio]imidazole
—— (<i>E</i>)-4,4'-dichloro-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione 62025-39-2 C16H6Cl2O2S2
(<i>E</i>)-4,4'-dichloro-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione
—— hydron;phenylsulfanylmethyl carbamimidothioate;iodide —— C8H11IN2S2
hydron;phenylsulfanylmethyl carbamimidothioate;iodide
—— 1,5-Bis(phenylthio)-2,2,3,3,4,4-hexamethyl-2,3,4-trisilapentane 253589-52-5 C20H32S2Si3
1,5-Bis(phenylthio)-2,2,3,3,4,4-hexamethyl-2,3,4-trisilapentane
—— 3-(1-methyl-1H-tetrazol-5-ylthio)propionyl chloride 93211-21-3 C5H7ClN4OS
3-(1-methyl-1H-tetrazol-5-ylthio)propionyl chloride
—— O-t-Butyl-t-butylsulfonat 30223-18-8 C8H18OS
O-t-Butyl-t-butylsulfonat
—— Methyl-thiocarbamic acid O-tert-butyl ester 14128-39-3 C6H13NOS
Methyl-thiocarbamic acid O-tert-butyl ester
—— 2-(2-Methyl-1,3-dithian-2-yl)propanal 1130279-42-3 C8H14OS2
2-(2-Methyl-1,3-dithian-2-yl)propanal
—— 4-methylthiobenzaldehyde ethylene acetal 180143-69-5 C10H12O2S
4-methylthiobenzaldehyde ethylene acetal
—— 5-[[(2,3-Difluorophenyl)methyl]thio]-N7-(2-fluoroethyl)thiazolo[4,5-d]pyrimidine-2,7-diamine 259101-58-1 C14H12F3N5S2
5-[[(2,3-Difluorophenyl)methyl]thio]-N7-(2-fluoroethyl)thiazolo[4,5-d]pyrimidine-2,7-diamine
—— 5-fluoro-2-(2-nitro-phenylsulfanyl)-benzoic acid ethyl ester 1201672-74-3 C15H12FNO4S
5-fluoro-2-(2-nitro-phenylsulfanyl)-benzoic acid ethyl ester
—— 6-Piperidomethyl-4-dimethylaminopyrimido<4,5-b>(1,4)thiazine 80949-15-1 C14H21N5S
6-Piperidomethyl-4-dimethylaminopyrimido<4,5-b>(1,4)thiazine
—— 1-(4-<i>tert</i>-butyl-phenylsulfanyl)-2-nitro-benzene 3169-88-8 C16H17NO2S
1-(4-<i>tert</i>-butyl-phenylsulfanyl)-2-nitro-benzene
—— 5-(3,5-dichlorophenylthio)-1,2-dimethyl-4-isopropyl-1H-imidazole 178978-90-0 C14H16Cl2N2S
5-(3,5-dichlorophenylthio)-1,2-dimethyl-4-isopropyl-1H-imidazole
—— hydron;4-N,7,7-trimethyl-6,8-dihydropyrimido[4,5-b][1,4]benzothiazine-4,9-diamine;bromide —— C13H18BrN5S
hydron;4-N,7,7-trimethyl-6,8-dihydropyrimido[4,5-b][1,4]benzothiazine-4,9-diamine;bromide
—— (4-methoxymethylsulfanyl-phenyl)-acetic acid methyl ester 588939-32-6 C11H14O3S
(4-methoxymethylsulfanyl-phenyl)-acetic acid methyl ester
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine, 7,8-dihydro-9-amino-7,7-dimethyl-4-(dimethylamino)-, hydrobromide 80761-73-5 C14H20BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine, 7,8-dihydro-9-amino-7,7-dimethyl-4-(dimethylamino)-, hydrobromide
—— (+-)-N,N-Dimethyl-11H-dibenzo(b,e)(1,4)oxathiepin-11-ethanamine hydrochloride 81320-47-0 C17H20ClNOS
(+-)-N,N-Dimethyl-11H-dibenzo(b,e)(1,4)oxathiepin-11-ethanamine hydrochloride