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| Clinical data | |
|---|---|
| Trade names | Vasoxine, Vasoxyl, Vasylox, others |
| Other names | Methoxamedrine; 2,5-Dimethoxy-β-hydroxy-α-methylphenethylamine; 2,5-Dimethoxy-β-hydroxyamphetamine |
| AHFS/Drugs.com | International Drug Names |
| Routes of administration | Oral,injection[1] |
| ATC code | |
| Pharmacokinetic data | |
| Eliminationhalf-life | 3 hours |
| Excretion | Urine |
| Identifiers | |
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| ChEMBL | |
| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.006.244 |
| Chemical and physical data | |
| Formula | C11H17NO3 |
| Molar mass | 211.261 g·mol−1 |
| 3D model (JSmol) | |
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Methoxamine, sold under the brand namesVasoxine,Vasoxyl, andVasylox among others, is asympathomimeticmedication used as anantihypotensive agent.[2][3][4][5] It has mostly or entirely been discontinued.[6]
The drug is anα1-adrenergic receptor agonist.[4][additional citation(s) needed]
The longduration of action of methoxamine has been said to have rendered it obsolete in modern clinical practice.[2]
Methoxamine is anα1-adrenergic receptoragonist.[2] It is described as a long-acting α1-adrenergic receptor agonist and this is contrasted withphenylephrine which is said to be short-acting.[2] Phenylephrine is 5 to 10 times morepotent than methoxamine and has a 3-fold higher maximal effect.[2]
Methoxamine, also known as 2,5-dimethoxy-β-hydroxy-α-methylphenethylamine or as 2,5-dimethoxy-β-hydroxyamphetamine, is asubstituted phenethylamine andamphetaminederivative.[3]
It is somewhat similar inchemical structure to those ofdesglymidodrine (3,6-dimethoxy-β-hydroxyphenethylamine),dimetofrine (3,5-dimethoxy-4,β-dihydroxy-N-methylphenethylamine),2,5-dimethoxyamphetamine (2,5-DMA), andbutaxamine ((1S,2S)-3,6-dimethoxy-β-hydroxy-N-tert-butylamphetamine).
Methoxamine wassynthesized by 1944.[3] It was marketed in theUnited States by 1949.[1]
Methoxamine is thegeneric name of the drug and itsINNTooltip International Nonproprietary Name andBANTooltip British Approved Name, whileméthoxamine is itsDCFTooltip Dénomination Commune Française andmethoxamina is itsDCITTooltip Denominazione Comune Italiana.[3][4][6] In the case of thehydrochloridesalt, its generic name ismethoxamine hydrochloride and this is itsUSANTooltip United States Adopted Name,BANMTooltip British Approved Name, andJANTooltip Japanese Accepted Name.[3][4][7][6] A synonym of methoxamine ismethoxamedrine.[4] The drug has been sold under brand names includingIdasal,Mexan,Pressomin,Vasosterol,Vasoxine,Vasoxyl, andVasylox.[3][4][6]
Methoxamine has been marketed inCanada, theCzech Republic,Ireland,Japan,Spain, theUnited Kingdom, and theUnited States and was available in these countries in 2000.[4][6] However, it was discontinued in Canada and the United Kingdom by 2004.[7] It has also been discontinued in the United States.[1] By 2016, methoxamine appeared to remain available only inJapan.[6]
