• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【药物名称】CFM-1571

【化学名称】1-Benzyl-3-[3-(dimethylamino)propoxy]-N-(4-methoxyphenyl)-1H-pyrazole-5-carboxamide

【CA登记号】268725-86-6

【 分 子 式 】C23H28N4O3

【 分 子 量 】408.50461

【开发单位】Tripos (Originator), University College London (Originator)

【药理作用】Antiplatelet Therapy, Coagulation Disorders Therapy, HEMATOLOGIC DRUGS, PHARMACOLOGICAL TOOLS, Guanylate Cyclase Activators

合成路线1

Condensation of 1-benzyl-3-hydroxy-1H-pyrazole-5-carboxylic acid methyl ester (I) with 3-(dimethylamino)-1-propanol (II) by means of 1,1'-(azodicarbonyl)dipiperidine and tributylphosphine under Mitsunobu conditions afforded the dimethylaminopropyl ether (III). After basic hydrolysis of the methyl ester group of (III), the resultant carboxylic acid (IV) was coupled with 4-methoxyaniline (V) using HATU to furnish the title amide.

1 Brummel, D.G.; Budworth, J.; Selwood, D.L.; et al.; Synthesis and biological evaluation of novel pyrazoles and indazoles as activators of the nitric oxide receptor, soluble guanylate cyclase. J Med Chem 2001, 44, 1, 78.
2 Glen, R.; Liu, Q.; Powell, K.; Reynolds, K.; Madge, D.; Kling, M.; Selwood, D.; Wishart, G. (University College London); Activators of soluble guanylate cyclase. WO 0027394 .
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) 47332 methyl 1-benzyl-3-hydroxy-1H-pyrazole-5-carboxylate C12H12N2O3 详情 详情
(II) 37173 3-(dimethylamino)-1-propanol 3179-63-3 C5H13NO 详情 详情
(III) 47333 methyl 1-benzyl-3-[3-(dimethylamino)propoxy]-1H-pyrazole-5-carboxylate C17H23N3O3 详情 详情
(IV) 47334 1-benzyl-3-[3-(dimethylamino)propoxy]-1H-pyrazole-5-carboxylic acid C16H21N3O3 详情 详情
(V) 10478 p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine 104-94-9 C7H9NO 详情 详情
Extended Information