Naphthyloxy benzedrine derivatives and preparation method thereof

Abstract

The invention provides naphthyloxy benzedrine derivatives, which are prepared by subsequently reacting naphthyloxy benzedrine with acid and alkali metals or ammonium (including ammonia) compounds or amino acid or alkamine or directly reacting with acid salt; when the acid or acid salt is a sulfate radical, a naphthyloxy benzedrine sulfate complex salt is obtained; and when the acid or the acid salt is a phosphate radical, a naphthyloxy benzedrine phosphate complex salt is obtained. The method has the advantages of rational design, stable process and high production feasibility. The naphthyloxy benzedrine derivatives provided by the method have the remarkable advantages of high bioavailability, high purity, small side effect and the like. The naphthyloxy benzedrine derivatives can be prepared into a preparation, and has rapid absorption and quick response after oral administration by feeding the naphthyloxy benzedrine into blood, so that the curative effect of treating premature ejaculation and erectile dysfunction of men is better achieved. The naphthyloxy benzedrine derivatives have the structural formula shown in the description.

Description

technical field

[0001] The invention belongs to compound preparation, and relates to a naphthyloxyamphetamine derivative and a preparation method. Background technique

[0002] The clinical application of naphthyloxyamphetamine is its hydrochloride, and its chemical name is (S)-N,N-dimethyl-3-(naphthyl-1-oxyl)-1-amphetamine, also known as dapoxi Dapoxetine (trade name: Priligy), a drug for the treatment of premature ejaculation (PE) in men, has been approved for marketing in Finland and Norway, and is expected to be followed by five other EU countries, including Austria, Germany , Spain, Italy and Portugal.

[0003] Dapoxetine is a new type of rapid selective serotonin reuptake inhibitor (SSRI) with a short half-life, which is widely used in the treatment of premature ejaculation and erectile dysfunction in men.

[0004] After the drug is absorbed by the stomach, it takes about 20-30 minutes to take effect after oral administration; the action time lasts for dozens of days...

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