Gallopamil
Appearance
(Redirected from C28H40N2O5)
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Clinical data | |
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Other names | Methoxyverapamil |
AHFS/Drugs.com | International Drug Names |
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Chemical and physical data | |
Formula | C28H40N2O5 |
Molar mass | 484.637 g·mol−1 |
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Chirality | Racemic mixture |
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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
[edit]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
[edit]- ^ Sewing KF, Hannemann H (1983). "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. doi:10.1159/000137824. PMID 6310646.
- ^ US patent 4115432, Dengel, Ferdinand, "Method for making basically-substituted phenylacetonitriles", issued 1978-09-19, assigned to Knoll GmbH
- ^ Theodore LJ, Nelson WL (1987). "Stereospecific synthesis of the enantiomers of verapamil and gallopamil". The Journal of Organic Chemistry. 52 (7): 1309–1315. doi:10.1021/jo00383a026.
- ^ "Gallopamil". Thieme. Retrieved 2024-07-02.