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Alogliptin benzoate

Alogliptin benzoate 구조식 이미지
카스 번호:
850649-62-6
상품명:
Alogliptin benzoate
동의어(영문):
Nesina;CS-247;SYR 322;Aglitin API;Alogliptin API;NESINA; SYR 322;benjisuanageliedin;Alogiptin Benzoate;ALOGLIPTIN BENZOATE;Benzoic acid, Glenn
CBNumber:
CB61011067
분자식:
C25H27N5O4
포뮬러 무게:
461.52
MOL 파일:
850649-62-6.mol

Alogliptin benzoate 속성

안전

Alogliptin benzoate C화학적 특성, 용도, 생산

용도

Treatment of type 2 diabetes.

정의

ChEBI: A benzoate salt obtained by combining equimolar amounts of alogliptin and benzoic acid. Used for treatment of type 2 diabetes.

Clinical Use

Alogliptin benzoate is a dipeptidyl peptidase IV (DPPIV) inhibitor discovered by Takeda Pharmaceuticals and approved in Japan in 2010 for the treatment of type II diabetes mellitus. Alogliptin is an oral drug for once a day dosing to complement diet and exercise. Alogliptin is the most selective marketed DPPIV inhibition and has similar PK and PD properties compared to previous entries. The discovery, structure-activity relationship of related analogs, and synthesis of this compound have been recently published.

Chemical Synthesis

The most convenient synthesis for scale-up will be highlighted from several published routes. Commercially available 2-cycanobenzyl amine 1 was reacted with methylisocyanate in DCM at ambient temperature to provide N-methyl urea 2 in 85% yield. Reaction of the urea 2 with dimethyl malonate in refluxing ethanol with sodium ethoxide as base gave the cyclized trione 3 in 78-85% yield. The trione 3 was then refluxed in neat POCl3 to provide the penultimate chloride crude 4 in 95% yield which was reacted with Boc-protected diamine 5 in the presense of potassium carbonate in DMF to furnish alogliptin I in 93-96% yield. Treatment of alogliptin with benzoic acid in ethanol at 60-70 °C followed by crystallization delivered the desired alogliptin benzoate (I).

Alogliptin benzoate 준비 용품 및 원자재

원자재

준비 용품


Alogliptin benzoate 공급 업체

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