D14, -Drug Synthesis Database

【结构式】

【药物名称】D14

【化学名称】8-Chloro-5-oxidopyrazolo[5,1-c][1,2,4]benzotriazine-3-carboxylic acid thien-2-ylmethyl ester
　　　　　　8-Chloro-3-(thien-2-ylmethoxycarbonyl)pyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide

【CA登记号】

【分子式】C₁₅H₉ClN₄O₃S

【分子量】360.78098

【开发单位】Sanofi-synthélabo (Originator), Università degli Studi di Firenze (Originator), Università degli Studi di Pisa (Originator)

【药理作用】Anxiolytics, PSYCHOPHARMACOLOGIC DRUGS, Drugs Acting on GABA(A) Receptors

合成路线1

The known 3-carboxy-8-chloropyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide (I) is converted into the corresponding acid chloride (II) upon treatment with SOCl2. Subsequent condensation of acid chloride (II) with 2-thienylmethanol (III) in CHCl3 in the presence of pyridine leads to the title thienylmethyl ester.

参考文献中间体

【1】 Costanzo, A.; Guerrini, G.; Ciciani, G.; Bruni, F.; Costagli, C.; Selleri, S.; Besnard, F.; Costa, B.; Martini, C.; Malmberg Aiello, P.; Benzodiazepine receptor ligands. 7. Synthesis and pharmacological evaluation of new 3-esters of the 8-chloropyrazolo[5,1-c][1,2,4]benzotriazine 5-oxide. 3-(2-Thienylmethoxycarbonyl) derivative: An anxioselective agent in rodents. J Med Chem 2002, 45, 26, 5710.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	43043	3-carboxy-8-chloropyrazolo[5,1-c][1,2,4]benzotriazin-5-ium-5-olate	C₁₀H₅ClN₄O₃	详情	详情
(II)	63292	8-chloro-3-(chlorocarbonyl)pyrazolo[5,1-c][1,2,4]benzotriazin-5-ium-5-olate	C₁₀H₄Cl₂N₄O₂	详情	详情
(III)	63293	2-thienylmethanol	C₅H₆OS	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1) FDA Approved Drug Products(2)