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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
—— n-hexyl 1,2-diethylcyclohexyl sulphoxide 52636-43-8 C16H32OS
n-hexyl 1,2-diethylcyclohexyl sulphoxide
—— n-hexyl 1,2-diethylcyclohexyl sulphide 52636-55-2 C16H32S
n-hexyl 1,2-diethylcyclohexyl sulphide
—— 4-(4-phenylthio)benzyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine 189018-63-1 C19H15N3OS
4-(4-phenylthio)benzyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine
—— N'-[2,3,4,5-tetrafluoro-6-(propylthio)phenyl]benzamidine 685872-06-4 C16H14F4N2S
N'-[2,3,4,5-tetrafluoro-6-(propylthio)phenyl]benzamidine
—— 3,4,5,6-tetrafluoro-2-(propylthio)aniline 685872-15-5 C9H9F4NS
3,4,5,6-tetrafluoro-2-(propylthio)aniline
—— (E)-4-hydroxy-3-(phenylthio)pent-3-en-2-one 28195-10-0 C11H12O2S
(E)-4-hydroxy-3-(phenylthio)pent-3-en-2-one
—— 2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine 851855-84-0 C15H13NS
2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine
—— N-(1,1-Dimethyl-3-oxobutyl)-2-oxocyclopentan-1-carbothioamid 62242-25-5 C12H19NO2S
N-(1,1-Dimethyl-3-oxobutyl)-2-oxocyclopentan-1-carbothioamid
—— tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}-1-cyclopropylpropyl)carbamate 958023-87-5 C23H27BrN6O4S
tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}-1-cyclopropylpropyl)carbamate
—— 2-(6-methyl-4-pyrimidinylthio)-cyclohexanone 89991-27-5 C11H14N2OS
2-(6-methyl-4-pyrimidinylthio)-cyclohexanone
—— 5-methyl-2-methylthio-6-(2'-pyrazinyl)-4H-1,3-thiazin-4-one 119707-33-4 C10H9N3OS2
5-methyl-2-methylthio-6-(2'-pyrazinyl)-4H-1,3-thiazin-4-one
—— (3-cyano-5-nitro-2-pyridyl) N,N-diethylcarbamodithioate 909256-21-9 C11H12N4O2S2
(3-cyano-5-nitro-2-pyridyl) N,N-diethylcarbamodithioate
—— 1,1,1-trifluoro-2-[2-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-thiazol-5-yl]-butan-2-ol 944924-38-3 C23H17F3N4OS2
1,1,1-trifluoro-2-[2-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-thiazol-5-yl]-butan-2-ol
—— (S)-(2,3-dihydroxypropyl) phenyl sulfide 97798-48-6 C9H12O2S
(S)-(2,3-dihydroxypropyl) phenyl sulfide
—— tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}-1-cyclopropylpropyl)carbamate 958023-88-6 C23H27BrN6O4S
tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}-1-cyclopropylpropyl)carbamate
—— N-{3-[6-amino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide 1156466-69-1 C20H21BrN6O3S
N-{3-[6-amino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide
—— 5-cyano-4-(N,N-dimethylaminomethyleneamino)-2-methylthiopyrimidine 103970-37-2 C9H11N5S
5-cyano-4-(N,N-dimethylaminomethyleneamino)-2-methylthiopyrimidine
—— 4-amino-2-methylthiopyrimidine-5-carboxamide oxime 82302-14-5 C6H9N5OS
4-amino-2-methylthiopyrimidine-5-carboxamide oxime
—— N-{3-[6-acetylamino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide 1156466-70-4 C22H23BrN6O4S
N-{3-[6-acetylamino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide
—— (1S,2S)-Propylenepisulfoxid 21386-27-6 C3H6OS
(1S,2S)-Propylenepisulfoxid
—— Acetic acid, 2,2'-[(1-methylethylidene)bis(sulfonyl)]bis-, dimethyl ester 61713-33-5 C9H16O8S2
Acetic acid, 2,2'-[(1-methylethylidene)bis(sulfonyl)]bis-, dimethyl ester
—— 2-<2-(phenylthio)ethyl>-1,3-dioxolane 56161-48-9 C11H14O2S
2-<2-(phenylthio)ethyl>-1,3-dioxolane
—— 4-[(4-Hydroxyphenyl)sulfanyl-phenylmethyl]sulfanylphenol 216497-94-8 C19H16O2S2
4-[(4-Hydroxyphenyl)sulfanyl-phenylmethyl]sulfanylphenol
—— N,N-diethyl-S-isopropyloxycarbonyl dithiocarbamate 38235-21-1 C9H17NO2S2
N,N-diethyl-S-isopropyloxycarbonyl dithiocarbamate
—— (E)-2-<2-(phenylthio)ethenyl>-1,3-dioxolane 105621-12-3 C11H12O2S
(E)-2-<2-(phenylthio)ethenyl>-1,3-dioxolane
—— 1,2,2,5,5-pentamethyl-4-(methylthio)-3-imidazoline 23758-02-3 C9H18N2S
1,2,2,5,5-pentamethyl-4-(methylthio)-3-imidazoline
—— gallium(III) diethyldithiocarbamate 16037-72-2 C15H30GaN3S6
gallium(III) diethyldithiocarbamate
—— 2-(5-Phenylthiocyclopent-1-enyl)but-2-en 64894-33-3 C15H18S
2-(5-Phenylthiocyclopent-1-enyl)but-2-en
—— 6,6-Dimethyl-3-methylthio-1-(pyrid-2-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207306-63-6 C16H17NOS2
6,6-Dimethyl-3-methylthio-1-(pyrid-2-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— N-(1,1-Dimethyl-3-oxobutyl)-2-oxocyclohexan-1-carbothioamid 62242-24-4 C13H21NO2S
N-(1,1-Dimethyl-3-oxobutyl)-2-oxocyclohexan-1-carbothioamid
—— 1-bromo-6,6-dimethyl-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207307-46-8 C11H13BrOS2
1-bromo-6,6-dimethyl-3-methylthio-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— trimethyl-[(E)-1-phenylsulfanyloct-2-enyl]silane 88410-24-6 C17H28SSi
trimethyl-[(E)-1-phenylsulfanyloct-2-enyl]silane
—— 5-(3-bromo-4-fluorophenyl)-3-methylsulfanyl-[1,2,4]triazine 765916-95-8 C10H7BrFN3S
5-(3-bromo-4-fluorophenyl)-3-methylsulfanyl-[1,2,4]triazine
—— ethyl 2-[(6-chloro-5-nitropyridin-2-yl)sulfanyl]acetate 1379575-25-3 C9H9ClN2O4S
ethyl 2-[(6-chloro-5-nitropyridin-2-yl)sulfanyl]acetate
—— 4-(3-cyanopropylthio)pyridine-3-carbonitrile 346717-58-6 C10H9N3S
4-(3-cyanopropylthio)pyridine-3-carbonitrile
—— 2,6-Dimethylphenylmercaptoessigsaeure 32133-94-1 C10H12O2S
2,6-Dimethylphenylmercaptoessigsaeure
—— 2-methylamino-3-nitro-6-phenylsulfanylpyridine 172648-61-2 C12H11N3O2S
2-methylamino-3-nitro-6-phenylsulfanylpyridine
—— (E)-3-diphenylphosphinoyl-1-phenylthiobut-2-ene 113108-15-9 C22H21OPS
(E)-3-diphenylphosphinoyl-1-phenylthiobut-2-ene
—— ethyl 2-[(6-chloro-3-nitropyridin-2-yl)sulfanyl]acetate 100638-01-5 C9H9ClN2O4S
ethyl 2-[(6-chloro-3-nitropyridin-2-yl)sulfanyl]acetate
—— 2-(4-methylsulfanylphenylamino)-6-chloro-3-nitropyridine 1094399-95-7 C12H10ClN3O2S
2-(4-methylsulfanylphenylamino)-6-chloro-3-nitropyridine
—— 9-[3-[1-[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]ethyl]triazol-4-yl]propyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine 1243536-43-7 C46H52Br2N16O9S2
9-[3-[1-[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]ethyl]triazol-4-yl]propyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine
—— 9-[4-[1-[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]ethyl]triazol-4-yl]butyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine 1243536-44-8 C48H56Br2N16O9S2
9-[4-[1-[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]ethyl]triazol-4-yl]butyl]-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]purin-6-amine
—— ethyl 2-[({[2-(methylsulfanyl)anilino]carbothioyl}amino) oxy]acetate 548797-01-9 C12H16N2O3S2
ethyl 2-[({[2-(methylsulfanyl)anilino]carbothioyl}amino) oxy]acetate
—— S-ethyl N-(chloromethyl)-N-methylcarbamothioate 39073-81-9 C5H10ClNOS
S-ethyl N-(chloromethyl)-N-methylcarbamothioate
—— S-Ethyl-N-hydroxymethyl-N-methylthiocarbamat 64332-59-8 C5H11NO2S
S-Ethyl-N-hydroxymethyl-N-methylthiocarbamat
—— 4-fluoro-2-(4-isopropylphenylthio)benzyl chloride 88848-16-2 C16H16ClFS
4-fluoro-2-(4-isopropylphenylthio)benzyl chloride
—— dimercaptoethyl ether 58458-71-2 C2H6OS2
dimercaptoethyl ether
—— 2-(1-hydroxyethyl)-2-butyl-1,3-dithiane 68578-40-5 C10H20OS2
2-(1-hydroxyethyl)-2-butyl-1,3-dithiane
—— ethyl 2-(1,3-dimethyl-5-benzylthiopyrazol-4-yl)carbonylaminooxypropanoate 868681-21-4 C18H23N3O4S
ethyl 2-(1,3-dimethyl-5-benzylthiopyrazol-4-yl)carbonylaminooxypropanoate
—— 2-p-Tolylsulfanylmethyl-thiophene 69639-49-2 C12H12S2
2-p-Tolylsulfanylmethyl-thiophene