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【结 构 式】 
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【药物名称】JWS-USC-75IX 【化学名称】N-[2-[5-(Dimethylaminomethyl)-2-furylmethylsulfanyl]ethyl]-4-nitropyridazin-3-amine 【CA登记号】142744-34-1 【 分 子 式 】C14H19N5O3S 【 分 子 量 】337.40323 |
【开发单位】University of Georgia (Originator), University of South Carolina (Originator) 【药理作用】Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Acetylcholinesterase Inhibitors, Muscarinic M2 Antagonists |
合成路线1
Condensation of primary amine (I) with 1,1-bis(methylthio)-2-nitroethene (II) in refluxing acetonitrile afforded adduct (III). Displacement of the methylthio group of (III) by hydrazine yielded compound (IV), which was finally condensed with glyoxal (V) in the presence of Triton B to produce the target pyridazine.
| 【1】 Chapman, J.M. Jr.; Sowell, W.; Tang, Y.; Kosh, J.W.; Valli, M.J.; Synthesis and cholinergic properties of N-aryl-2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethylamino analogs of ranitidine. J Med Chem 1992, 35, 17, 3141. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 13851 | 2-[([5-[(Dimethylamino)methyl]-2-furyl]methyl)sulfanyl]-1-ethanamine; N-[(5-[[(2-Aminoethyl)sulfanyl]methyl]-2-furyl)methyl]-N,N-dimethylamine | C10H18N2OS | 详情 | 详情 | |
| (II) | 13853 | Methyl 1-(methylsulfanyl)-2-nitrovinyl sulfide; 1,1-Bis(methylthio)-2-nitroethylene; 1,1-Bis(methylsulfanyl)-2-nitroethylene | 13623-94-4 | C4H7NO2S2 | 详情 | 详情 |
| (III) | 32555 | (E)-N-[2-[([5-[(dimethylamino)methyl]-2-furyl]methyl)sulfanyl]ethyl]-1-(methylsulfanyl)-2-nitro-1-ethenamine; N-[2-[([5-[(dimethylamino)methyl]-2-furyl]methyl)sulfanyl]ethyl]-N-[(E)-1-(methylsulfanyl)-2-nitroethenyl]amine | C13H21N3O3S2 | 详情 | 详情 | |
| (IV) | 32556 | N-[2-[([5-[(dimethylamino)methyl]-2-furyl]methyl)sulfanyl]ethyl]-N-[(E)-1-hydrazino-2-nitroethenyl]amine; (E)-N-[2-[([5-[(dimethylamino)methyl]-2-furyl]methyl)sulfanyl]ethyl]-1-hydrazino-2-nitro-1-ethenamine | C12H21N5O3S | 详情 | 详情 | |
| (V) | 32557 | glyoxal; 2-oxoacetaldehyde | 107-22-2 | C2H2O2 | 详情 | 详情 |
Extended Information