Chemistry:Gallopamil
From HandWiki
Gallopamil (INN) is an L-type calcium channel blocker that is an analog of verapamil. It is used in the treatment of abnormal heart rhythms.[1]
Synthesis
The alkylation reaction of 3,4,5-trimethoxyphenylacetonitrile (1) and isopropyl chloride (2), using sodium amide as base gives the intermediate nitrile (3). A second alkylation with a specific alkyl chloride (4) yields gallopamil.[2][3][4]
References
- ↑ "Calcium channel antagonists verapamil and gallopamil are powerful inhibitors of acid secretion in isolated and enriched guinea pig parietal cells". Pharmacology 27 (1): 9–14. 1983. doi:10.1159/000137824. PMID 6310646. http://content.karger.com/ProdukteDB/produkte.asp?Aktion=ShowAbstractBuch&ArtikelNr=137824&ProduktNr=236614).
- ↑ Dengel, Ferdinand, "Method for making basically-substituted phenylacetonitriles", US patent 4115432, issued 1978-09-19, assigned to Knoll GmbH
- ↑ "Stereospecific synthesis of the enantiomers of verapamil and gallopamil". The Journal of Organic Chemistry 52 (7): 1309–1315. 1987. doi:10.1021/jo00383a026.
- ↑ "Gallopamil". Thieme. https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-07-0006.
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