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Methoxamine
Chemical compound
Chemical compound
| Drugs.com =
| elimination_half-life = 3 hours
Methoxamine, sold under the brand names Vasoxine, Vasoxyl, and Vasylox among others, is a sympathomimetic medication used as an antihypotensive agent. It has mostly or entirely been discontinued.
The drug is an α1-adrenergic receptor agonist.
Medical uses
The long duration of action of methoxamine has been said to have rendered it obsolete in modern clinical practice.
Pharmacology
Methoxamine is an α1-adrenergic receptor agonist. It is described as a long-acting α1-adrenergic receptor agonist and this is contrasted with phenylephrine which is said to be short-acting. Phenylephrine is 5 to 10times more potent than methoxamine and has a 3-fold higher maximal effect.
Chemistry
Methoxamine, also known as 2,5-dimethoxy-β-hydroxy-α-methylphenethylamine or as 2,5-dimethoxy-β-hydroxyamphetamine, is a substituted phenethylamine and amphetamine derivative.
It is somewhat similar in chemical structure to those of desglymidodrine (3,6-dimethoxy-β-hydroxyphenethylamine), dimetofrine (3,5-dimethoxy-4,β-dihydroxy-N-methylphenethylamine), 2,5-dimethoxyamphetamine (2,5-DMA), and butaxamine ((1S,2S)-3,6-dimethoxy-β-hydroxy-N-tert-butylamphetamine).
History
Methoxamine was synthesized by 1944. It was marketed in the United States by 1949.
Society and culture
Names
Methoxamine is the generic name of the drug and its and , while méthoxamine is its and methoxamina is its . In the case of the hydrochloride salt, its generic name is methoxamine hydrochloride and this is its , , and . A synonym of methoxamine is methoxamedrine. The drug has been sold under brand names including Idasal, Mexan, Pressomin, Vasosterol, Vasoxine, Vasoxyl, and Vasylox.
Availability
Methoxamine has been marketed in Canada, the Czech Republic, Ireland, Japan, Spain, the United Kingdom, and the United States and was available in these countries in 2000. However, it was discontinued in Canada and the United Kingdom by 2004. It has also been discontinued in the United States. By 2016, methoxamine appeared to remain available only in Japan.
References
References
- (August 2011). "The physiologic implications of isolated alpha(1) adrenergic stimulation". Anesth Analg.
- Elks, J.. (2014). "The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies". Springer US.
- (2007). "Pharmacology". Mosby-Elsevier.
- Schweizerischer Apotheker-Verein. (2000). "Index Nominum 2000: International Drug Directory". Medpharm Scientific Publishers.
- (20 October 2012). "Methoxamine".
- Schweizerischer Apotheker-Verein. (2004). "Index Nominum: International Drug Directory". Medpharm Scientific Publishers.
- "Drugs@FDA: FDA-Approved Drugs".
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