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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-<Bis(methylthio)methyl>cyclohept-1-one 128307-48-2 C10H18OS2
2-<Bis(methylthio)methyl>cyclohept-1-one
—— 4-chloro-2-fluoro-5-(2-tetrahydropyranyl)thiophenylisothiocyanate 121028-25-9 C12H11ClFNOS2
4-chloro-2-fluoro-5-(2-tetrahydropyranyl)thiophenylisothiocyanate
—— ethyl (nonafluorobutanesulfonyl)acetate 161123-65-5 C8H7F9O4S
ethyl (nonafluorobutanesulfonyl)acetate
—— 3-bromo-1-(methylthio)-5,6,7,8-tetrahydroisoquinoline 128736-36-7 C10H12BrNS
3-bromo-1-(methylthio)-5,6,7,8-tetrahydroisoquinoline
—— 2-(4-methoxyphenylthio)-6-methylbenzo[d]thiazole 1189350-88-6 C15H13NOS2
2-(4-methoxyphenylthio)-6-methylbenzo[d]thiazole
—— 2-(7-Acetyl-4-cyano-6-hydroxy-1,6-dimethyl-8-phenyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetamide 180985-11-9 C22H23N3O3S
2-(7-Acetyl-4-cyano-6-hydroxy-1,6-dimethyl-8-phenyl-5,6,7,8-tetrahydro-isoquinolin-3-ylsulfanyl)-acetamide
—— methyl (Z)-7-[(1R,2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-(methoxy-phenylsulfanyl-trimethylsilylmethyl)-5-oxocyclopentyl]hept-5-enoate 143261-28-3 C30H50O5SSi2
methyl (Z)-7-[(1R,2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-2-(methoxy-phenylsulfanyl-trimethylsilylmethyl)-5-oxocyclopentyl]hept-5-enoate
—— 2-(2-nitrophenylthio)-6-methylbenzo[d]thiazole 1189350-89-7 C14H10N2O2S2
2-(2-nitrophenylthio)-6-methylbenzo[d]thiazole
—— Diethylcarbamoyl-isothiocyanat 16011-85-1 C6H10N2OS
Diethylcarbamoyl-isothiocyanat
—— 4-methylcyclohexanethiol 60260-87-9 C7H14S
4-methylcyclohexanethiol
—— 2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethyl methanesulfonate 1012059-32-3 C15H14BrN5O5S2
2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethyl methanesulfonate
—— dimethyl 2,3-dihydro-5-phenylthio-1H-pyrrolizine-6,7-dicarboxylate 129503-31-7 C17H17NO4S
dimethyl 2,3-dihydro-5-phenylthio-1H-pyrrolizine-6,7-dicarboxylate
—— 2-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylthio]acetamide 84544-67-2 C12H17F3N6OS2
2-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimid-2-ylthio)propylthio]acetamide
—— 6-(2-aminophenyl-1-thio)-9H-(2-tetrahydropyranyl)purine 128033-41-0 C16H17N5OS
6-(2-aminophenyl-1-thio)-9H-(2-tetrahydropyranyl)purine
—— 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]propanethiol hydrogen maleate 84544-66-1 C4H4O4*C10H14F3N5S2
3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]propanethiol hydrogen maleate
—— 3-(4-Methylphenylthio)furan 128348-24-3 C11H10OS
3-(4-Methylphenylthio)furan
—— (+)-2-<(phenylthio)methyl>-(2R,3R)-3-propyloxirane 169738-71-0 C12H16OS
(+)-2-<(phenylthio)methyl>-(2R,3R)-3-propyloxirane
—— O-[17,20-bis(methylsulfanylcarbothioyloxy)-14-tetracyclo[11.5.2.01,12.012,16]icosanyl] methylsulfanylmethanethioate 130136-71-9 C26H40O3S6
O-[17,20-bis(methylsulfanylcarbothioyloxy)-14-tetracyclo[11.5.2.01,12.012,16]icosanyl] methylsulfanylmethanethioate
—— Ethyl 2-[4-(2-ethoxy-2-oxoethyl)sulfanylphenyl]sulfanylacetate 143526-80-1 C14H18O4S2
Ethyl 2-[4-(2-ethoxy-2-oxoethyl)sulfanylphenyl]sulfanylacetate
—— dodecylmethyl sulfide 126841-38-1 C26H54S
dodecylmethyl sulfide
—— 2,2-Dibenzylsulfonpropan 38377-25-2 C17H20O4S2
2,2-Dibenzylsulfonpropan
—— 2-p-tolylsulfanylbenzenesulfonamide 249555-70-2 C13H13NO2S2
2-p-tolylsulfanylbenzenesulfonamide
—— bis(methylsulfonyldichloromethyl) disulfide 74963-69-2 C4H6Cl4O4S4
bis(methylsulfonyldichloromethyl) disulfide
—— bis(n-octyl)pentasulfane 4089-80-9 C16H34S5
bis(n-octyl)pentasulfane
—— 2,6-dideoxy-D-ribo-hexose diethyl dithioacetal 13051-82-6 C10H22O3S2
2,6-dideoxy-D-ribo-hexose diethyl dithioacetal
—— Disulfide, bis(3,3-diethylthiocarbazoyl) 19396-59-9 C10H22N4S4
Disulfide, bis(3,3-diethylthiocarbazoyl)
—— 4-[(2-amino-5-bromopyridin-3-yl)thio]-2-methylbutan-2-ol 1256957-92-2 C10H15BrN2OS
4-[(2-amino-5-bromopyridin-3-yl)thio]-2-methylbutan-2-ol
—— diethyl-N'-sulphinylhydrazine 81114-16-1 C4H10N2OS
diethyl-N'-sulphinylhydrazine
—— Bis-β-cyanoethylsulfoxid 7726-22-9 C6H8N2OS
Bis-β-cyanoethylsulfoxid
—— bis(3-chloropropyl)sulfoxide 114106-25-1 C6H12Cl2OS
bis(3-chloropropyl)sulfoxide
—— (E)-N,N-Diaethyl-thioform-hydrazid 4772-46-7 C5H12N2S
(E)-N,N-Diaethyl-thioform-hydrazid
—— 3-(4-Bromo-phenylsulfanyl)-3-methyl-butyric acid 204449-17-2 C11H13BrO2S
3-(4-Bromo-phenylsulfanyl)-3-methyl-butyric acid
—— 2-((Z)-Hex-3-enyl)-2-phenyl-[1,3]dithiane 112776-63-3 C16H22S2
2-((Z)-Hex-3-enyl)-2-phenyl-[1,3]dithiane
—— 3-Methyl-3-p-tolylsulfanyl-butyric acid 111424-47-6 C12H16O2S
3-Methyl-3-p-tolylsulfanyl-butyric acid
—— 3-methyl-(3-phenylthio)butanoic acid 64793-86-8 C11H14O2S
3-methyl-(3-phenylthio)butanoic acid
—— N-(1-cyclopropyl-1-phenylmethyl)-N-(2-phenylsulfanylethyl)formamide 886759-21-3 C19H21NOS
N-(1-cyclopropyl-1-phenylmethyl)-N-(2-phenylsulfanylethyl)formamide
—— 1-cyclopropyl-1-phenylmethyl-(2-phenylsulfanyl)ethylamine 886759-15-5 C18H21NS
1-cyclopropyl-1-phenylmethyl-(2-phenylsulfanyl)ethylamine
—— 2-((E)-Hex-3-enyl)-2-phenyl-[1,3]dithiane 112776-64-4 C16H22S2
2-((E)-Hex-3-enyl)-2-phenyl-[1,3]dithiane
—— 2-(4-Methyl-pent-3-enyl)-2-phenyl-[1,3]dithiane 112776-70-2 C16H22S2
2-(4-Methyl-pent-3-enyl)-2-phenyl-[1,3]dithiane
—— 5-(p-tolylthio)-1H-indole 1147125-33-4 C15H13NS
5-(p-tolylthio)-1H-indole
—— 3-bromopropyl 1,1-dimethylethyl sulfide 119549-23-4 C7H15BrS
3-bromopropyl 1,1-dimethylethyl sulfide
—— 1,4-dithiaspiro<4.5>decan-7-ol 128441-13-4 C8H14OS2
1,4-dithiaspiro<4.5>decan-7-ol
—— Dinonyltetrasulfane 116214-15-4 C18H38S4
Dinonyltetrasulfane
—— 2-(3-nitrophenylthio)benzothiazole 482308-36-1 C13H8N2O2S2
2-(3-nitrophenylthio)benzothiazole
—— 1,1-bis(mercaptomethyl)cyclopropane 110206-38-7 C5H10S2
1,1-bis(mercaptomethyl)cyclopropane
—— N-ethenylsulfanylheptan-4-imine 132065-73-7 C9H17NS
N-ethenylsulfanylheptan-4-imine
—— ((4-chlorophenyl)ethynyl)(p-tolyl)sulfane 39654-03-0 C15H11ClS
((4-chlorophenyl)ethynyl)(p-tolyl)sulfane
—— 4,4-dimethyl-1-(methylsulfinyl)-2-pentanone 123005-08-3 C8H16O2S
4,4-dimethyl-1-(methylsulfinyl)-2-pentanone
—— 7-(pyridin-2-yl)methylthioimidazo[5,1-b]thiazole 352305-68-1 C11H9N3S2
7-(pyridin-2-yl)methylthioimidazo[5,1-b]thiazole
—— <i>O</i><sup>3</sup>-methyl-D-fucose-diethyldithioacetal 114554-98-2 C11H24O4S2
<i>O</i><sup>3</sup>-methyl-D-fucose-diethyldithioacetal