Vilazodone Hydrochloride

한글명:Vilazodone Hydrochloride

카스 번호163521-08-2

상품명:Vilazodone Hydrochloride

CBNumberCB72521214

분자식C26H28ClN5O2

포뮬러 무게477.98582

MOL 파일163521-08-2.mol

화학적 성질

녹는점	279°C(lit.)
인화점	9℃
저장 조건	Inert atmosphere,Store in freezer, under -20°C
용해도	DMSO: 용해성20mg/mL, 투명
물리적 상태	가루
색상	흰색에서 베이지색
안정성	흡습성

위험 및 안전 성명

위험품 표기

F,T

위험 카페고리 넘버

11-23/24/25-39/23/24/25

안전지침서

7-16-36/37-45

유엔번호(UN No.)

UN1230 - class 3 - PG 2 - Methanol, solution

WGK 독일

HS 번호

29329990

NFPA 704:

	0
3		0

그림문자(GHS)

Vilazodone Hydrochloride 화학적 특성, 용도, 생산

개요
Vilazodone is a selective serotonin reuptake inhibitor (SSRI) and a partial agonist of the serotonin (5-HT) receptor subtype 5-HT_1A (IC₅₀s = 0.2 and 0.5 nM, respectively). It increases extracellular 5-HT in the rat ventral hippocampus and frontal cortex when administered intraperitoneally at doses of 1 and 3 mg/kg. Vilazodone (1 mg/kg, i.p.) decreases immobility in the forced swim test in both rats and mice. Formulations containing vilazodone have been used in the treatment of depression.
용도
Vilazodone Hydrochloride, is the salt form of Vilazodone (V265000), which is a combined serotonin specific reuptake inhibitor (SSRI) and 5-HT1A receptor partial agonist currently under clinical evaluation for the treatment of major depression. Antidepressant.
정의
ChEBI: A hydrochloride obtained by reaction of vilazodone with one equivalent of hydrochloric acid. Used for the treatment of major depressive disorder.
Clinical Use
Althoughseveral synthetic approaches have beenreported,a process-scale synthesis of vilazodone consists of the union of an indole-containing butyl tosylate 284 with a benzofuranyl piperazine whose synthesis is described in the scheme below. Piperazine 280 arises from a Buchwald coupling of commercially available benzofuranyl bromide 279 with piperazine through the use of a unique catalyst system employing the DavePhos ligand. This single coupling step, which has been executed on multigram scale in 70% yield,210 circumvented the need for any protecting group chemistry for either the primary amide within 279 or the piperazine amine functionality. For the preparation of the key indole subunit, Friedel-Crafts acylation of commercially available 5-cyanoindole (281) proceeded in good yield at the 3-position of the indole with 4-chlorobutanoyl chloride in 82% yield. Treatment of the resulting chloroketone with sodium borohydride in refluxing isopropanol converted 282 to the corresponding terminal alcohol 283. Tosylation of this alcohol was followed by displacement with piperazine 280 to give vilazodone hydrochloride (XXV) after acidification.

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