DDE-236, D-PBT, HI-236, -Drug Synthesis Database

【结构式】

【药物名称】DDE-236, D-PBT, HI-236

【化学名称】N-[2-[2,5-Bis(methoxy)phenyl]ethyl]-N'-(5-bromo-2-pyridinyl)thiourea

【CA登记号】

【分子式】C₁₆H₁₈BrN₃O₂S

【分子量】396.30876

【开发单位】Parker Hughes Institute (Originator)

【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, Contraceptives, Disorders of Sexual Function and Reproduction, Treatment of, ENDOCRINE DRUGS, Female Contraceptives, Vaginal Spermicides, Reverse Transcriptase Inhibitors

合成路线1

The reaction of 5-bromopyridin-2-amine (I) with thiocarbonyldiimidazole (II) in acetonitrile gives the thioamide (III), which is finally condensed with 2-(2,5-dimethoxyphenyl)ethylamine (IV) in DMF at 100 C.

参考文献中间体

【1】 Vig, R.; Mao, C.; Venkatachalam, T.K.; Tuel-Ahlgren, L.; Sudbeck, E.A.; Uckun, F.M.; Rational design and synthesis of phenethyl-5-bromopyridyl thiourea derivatives as potent non-nucleoside inhibitors of HIV reverse transcriptase. Bioorg Med Chem 1998, 6, 10, 1789.
【2】 Uckun, F.M. (Parker Hughes Institute); NNI for treatment of multi-drug resistant HIV. WO 0056736 .

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)	12123	5-Bromo-2-pyridinylamine; 5-Bromo-2-pyridinamine; 2-Amino-5-bromopyridine	1072-97-5	C₅H₅BrN₂	详情	详情
(II)	11990	Di(1H-imidazol-1-yl)methanethione; 1,1'-Thiocarbonyldiimidazole	6160-65-2	C₇H₆N₄S	详情	详情
(III)	24645	N-(5-bromo-2-pyridinyl)-1H-imidazole-1-carbothioamide		C₉H₇BrN₄S	详情	详情
(IV)	36889	2,5-dimethoxyphenethylamine; 2-(2,5-dimethoxyphenyl)-1-ethanamine	3600-86-0	C₁₀H₁₅NO₂	详情	详情

Extended Information