Chemistry:Naftopidil
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Naftopidil (INN, marketed under the brand name Flivas) is a drug used in benign prostatic hyperplasia which acts as a selective α1-adrenergic receptor antagonist or alpha-1 blocker.[1]
Synthesis
- upright=2
The reaction of 1-naphthol (1) with epichlorohydrin (2) in the presence of alkali gives the epoxide (3). Alkylation of the piperazine derivative (4) yields naftopidil.[2][3][4]
See also
References
- ↑ "[Efficacy of naftopidil in patients with overactive bladder associated with benign prostatic hyperplasia: prospective randomized controlled study to compare differences in efficacy between morning and evening medication]". Hinyokika Kiyo. Acta Urologica Japonica 57 (1): 7–13. January 2011. PMID 21304253.
- ↑ Witte EC, Stach K, Thiel M, Sponer G, Roesch E, "1-[3-(Naphth-1-yloxy)-2-hydroxypropvl]-piperazine compounds and therapeutic compositions", US patent 3997666, issued 1976-12-14
- ↑ "Zinc(II) perchlorate hexahydrate catalyzed opening of epoxide ring by amines: applications to synthesis of (RS)/(R)-propranolols and (RS)/(R)/(S)-naftopidils". The Journal of Organic Chemistry 72 (10): 3713–3722. May 2007. doi:10.1021/jo062674j. PMID 17411096.
- ↑ "Naftopidil". Pharmaceutical Substances. Thieme. https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-14-0010.
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