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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
—— 5-(pentylthio)pentan-1-ol 1962-43-2 C10H22OS
5-(pentylthio)pentan-1-ol
—— 5-(pentylthio)-1-(8-(pentylthio)octyl)-1H-tetrazole 1426822-62-9 C19H38N4S2
5-(pentylthio)-1-(8-(pentylthio)octyl)-1H-tetrazole
—— pentane-1-thiol-d 1122530-51-1 C5H12S
pentane-1-thiol-d
—— 1-(1-methyl-1H-tetrazol-5-yl)-N-{[6-(pentylsulfanyl)pyridin-2-yl]methoxy}-1-phenylmethanimine 1187834-45-2 C20H24N6OS
1-(1-methyl-1H-tetrazol-5-yl)-N-{[6-(pentylsulfanyl)pyridin-2-yl]methoxy}-1-phenylmethanimine
—— dimethyl 2-methyl-1,3-oxathiolan-2-ylsuccinate 88418-65-9 C10H16O5S
dimethyl 2-methyl-1,3-oxathiolan-2-ylsuccinate
—— trithiocarbonic acid dioctadecyl ester 88240-45-3 C37H74S3
trithiocarbonic acid dioctadecyl ester
—— 2-chloro-N-isopropyl-5-(5-(methylthio)-1,3,4-oxadiazol-2-yl)pyridin-4-amine 1447226-91-6 C11H13ClN4OS
2-chloro-N-isopropyl-5-(5-(methylthio)-1,3,4-oxadiazol-2-yl)pyridin-4-amine
—— Bis[2-(perfluorohexyl)ethyl] disulfide 42977-22-0 C16H8F26S2
Bis[2-(perfluorohexyl)ethyl] disulfide
—— <2-(4-chlorophenylthio)-4-fluorophenyl>acetic acid 56096-99-2 C14H10ClFO2S
<2-(4-chlorophenylthio)-4-fluorophenyl>acetic acid
—— 5-bromo-4-(2-methoxy-phenylsulfanyl)-thiophene-2-carboxylic acid methyl ester 631909-54-1 C13H11BrO3S2
5-bromo-4-(2-methoxy-phenylsulfanyl)-thiophene-2-carboxylic acid methyl ester
—— 5-amino-4-(2-methoxy-phenylsulfanyl)-thiophene-2-carboxylic acid methyl ester 631909-53-0 C13H13NO3S2
5-amino-4-(2-methoxy-phenylsulfanyl)-thiophene-2-carboxylic acid methyl ester
—— p-fluorophenyl 2,2,2-trifluoroethyl sulfide 62158-91-2 C8H6F4S
p-fluorophenyl 2,2,2-trifluoroethyl sulfide
—— 1-Allylsulfanyl-3-fluorobenzene 477983-32-7 C9H9FS
1-Allylsulfanyl-3-fluorobenzene
—— 2-(4,4,5,5,5-pentafluoropentylthio)ethan-1-ol 252949-38-5 C7H11F5OS
2-(4,4,5,5,5-pentafluoropentylthio)ethan-1-ol
—— 5-bromo-2-(4,4-difluorobut-3-enylthio)thiazole 172933-12-9 C7H6BrF2NS2
5-bromo-2-(4,4-difluorobut-3-enylthio)thiazole
—— 1-Hydroxy-4-methyl-2-(phenylthio)cyclohexane 72011-57-5 C13H18OS
1-Hydroxy-4-methyl-2-(phenylthio)cyclohexane
—— o-chlorophenylallyl sulfide 457077-10-0 C9H9ClS
o-chlorophenylallyl sulfide
—— allyl cyclohexyl sulfide 53439-63-7 C9H16S
allyl cyclohexyl sulfide
—— <4-fluoro-2-(4-isopropylphenylthio)phenyl>acetic acid 68600-06-6 C17H17FO2S
<4-fluoro-2-(4-isopropylphenylthio)phenyl>acetic acid
—— methyl α-tributylstannylbenzyl sulfide 731857-70-8 C20H36SSn
methyl α-tributylstannylbenzyl sulfide
—— 3-amino-2-isopropylthiopyridine 256473-08-2 C8H12N2S
3-amino-2-isopropylthiopyridine
—— (2,2,2-trifluoroethyl) (4-hydroxylphenyl) sulfide 90314-92-4 C8H7F3OS
(2,2,2-trifluoroethyl) (4-hydroxylphenyl) sulfide
—— (3-fluorophenyl)(2,2,2-trifluoroethyl)sulfane 62158-90-1 C8H6F4S
(3-fluorophenyl)(2,2,2-trifluoroethyl)sulfane
—— 1-(Phenylthio)-2-decanone 121033-28-1 C16H24OS
1-(Phenylthio)-2-decanone
—— 2-(2-Sulfanyladamantan-2-yl)ethan-1-ol 260268-03-9 C12H20OS
2-(2-Sulfanyladamantan-2-yl)ethan-1-ol
—— 3-((4-fluorophenyl)thio)quinoline 1299398-32-5 C15H10FNS
3-((4-fluorophenyl)thio)quinoline
—— 3-(o-tolylthio)quinoline 1299398-40-5 C16H13NS
3-(o-tolylthio)quinoline
—— 2-(6-methoxybenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-38-4 C21H27N5O3S
2-(6-methoxybenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1-(4-Ethylsulfanyl-2-furan-2-yl-6-methyl-pyrimidin-5-yl)-ethanone 120996-86-3 C13H14N2O2S
1-(4-Ethylsulfanyl-2-furan-2-yl-6-methyl-pyrimidin-5-yl)-ethanone
—— 2-(6-methylbenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-22-6 C21H27N5O2S
2-(6-methylbenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— (3-chloro-4-cyclopropylsulfanyl-phenyl)-acetic acid 936362-88-8 C11H11ClO2S
(3-chloro-4-cyclopropylsulfanyl-phenyl)-acetic acid
—— 3-Methyl-5,6-dihydrothiazolo<2,3-b>thiazolium 17385-73-8 Br*C6H8NS2
3-Methyl-5,6-dihydrothiazolo<2,3-b>thiazolium
—— (3-methyl-4-methylsulfanyl-phenyl)-acetic acid 710322-93-3 C10H12O2S
(3-methyl-4-methylsulfanyl-phenyl)-acetic acid
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-18-7 C20H24BrN5O2S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1-(2-Aminoethyl)-2-(6-methylbenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-27-1 C16H17N5O2S
1-(2-Aminoethyl)-2-(6-methylbenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1-(2-aminoethyl)-2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-20-1 C15H14BrN5O2S
1-(2-aminoethyl)-2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 3-Phenyl-5,6-dihydrothiazolo<2,3-b>thiazolium 6094-68-4 Br*C11H10NS2
3-Phenyl-5,6-dihydrothiazolo<2,3-b>thiazolium
—— 5,6-Dihydro-thiazolo<2.3-b>thiazolium-bromid 17822-11-6 Br*C5H6NS2
5,6-Dihydro-thiazolo<2.3-b>thiazolium-bromid
—— 3,3'-diquinolinyl sulfide 74575-21-6 C18H12N2S
3,3'-diquinolinyl sulfide
—— 2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-18-0 C20H24ClN5O2S
2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1-(2-Aminoethyl)-2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-21-5 C15H14ClN5O2S
1-(2-Aminoethyl)-2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-methyl-2-(methylsulfonyl)propionaldehyde O-(methylcarbamoyl)oxime 1646-88-4 C7H14N2O4S
2-methyl-2-(methylsulfonyl)propionaldehyde O-(methylcarbamoyl)oxime
—— 4-Diamantanethiol 131376-34-6 C14H20S
4-Diamantanethiol
—— amino-dimethylthiocarbamoyl-sulfane 54564-21-5 C3H8N2S2
amino-dimethylthiocarbamoyl-sulfane
—— 2-(6-(methylthio)benzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061318-29-3 C21H27N5O2S2
2-(6-(methylthio)benzo[d][1,3]dioxol-5-ylthio)-1-(2-(neopentylamino)ethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 5-(N,N-Dimethylthiocarbamoyl)thio-4-methyl-2-phenyl-4-isothiazolin-3-one 79660-27-8 C13H14N2OS3
5-(N,N-Dimethylthiocarbamoyl)thio-4-methyl-2-phenyl-4-isothiazolin-3-one
—— 2-(Acetonylmercapto)-thiazol 13056-52-5 C6H7NOS2
2-(Acetonylmercapto)-thiazol
—— (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-(2-thiazolylthio)ethyl>oxazolidine 143122-27-4 C22H36N2O3S2
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-(2-thiazolylthio)ethyl>oxazolidine
—— S-(2,2-Dimethylpropyl) 2,2-dimethylpropanesulfonothioate 75142-07-3 C10H22O2S2
S-(2,2-Dimethylpropyl) 2,2-dimethylpropanesulfonothioate
—— (5-Acetyl-2-furan-2-yl-6-methyl-pyrimidin-4-ylsulfanyl)-acetic acid 120996-88-5 C13H12N2O4S
(5-Acetyl-2-furan-2-yl-6-methyl-pyrimidin-4-ylsulfanyl)-acetic acid