ALX-2226, -Drug Synthesis Database

【结构式】

【药物名称】ALX-2226

【化学名称】2-(8-Chloro-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzothiazin-6-yl)-1-ethanamine

【CA登记号】

【分子式】C₁₂H₁₃ClN₂S

【分子量】252.76781

【开发单位】NPS Allelix (Originator)

【药理作用】Antiepileptic Drugs, Antiobesity Drugs, METABOLIC DRUGS, NEUROLOGIC DRUGS, Treatment of Nutritional Disorders, 5-HT2C (5-HT1C) Agonists

合成路线1

Nitrosation of 7-chloro-3,4-dihydro-2H-1,4-benzothiazine (I) by means of NaNO2 and H2SO4, followed by reduction with LiAlH4, affords amino derivative (II). Finally, Fischer indole cyclization of (II) with 4-chlorobutanal (III) in refluxing aqueous methanol yields the desired product.

参考文献中间体

【1】 Slassi, A.; Isaac, M.; O'Brien, A.; et al.; Pyrrolo[3,2,1-ij]quinoline derivatives, a 5-HT2c receptor agonist with selectivity over the 5-HT2a receptor: Potential therapeutic applications for epilepsy and obesity. Bioorg Med Chem Lett 2000, 10, 9, 919.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	45612	7-chloro-3,4-dihydro-2H-1,4-benzothiazine	C₈H₈ClNS	详情	详情
(II)	45613	7-chloro-2,3-dihydro-4H-1,4-benzothiazin-4-ylamine; 7-chloro-2,3-dihydro-4H-1,4-benzothiazin-4-amine	C₈H₉ClN₂S	详情	详情
(III)	23428	4-Chlorobutanal	C₄H₇ClO	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)