Norfenefrine
Sympathomimetic drug
From Wikipedia, the free encyclopedia
Norfenefrine, also known as meta-octopamine or norphenylephrine and sold under the brand name Novadral among others, is a sympathomimetic medication which is used in the treatment of hypotension (low blood pressure).[3][4][5][6] Along with its structural isomer p-octopamine and the tyramines, norfenefrine is a naturally occurring endogenous trace amine and plays a role as a minor neurotransmitter in the brain.[7]
- In general: ℞ (Prescription only)
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| Other names | Norfenephrine; Norphenephrine; Norphenylephrine; meta-Norsynephrine; meta-Octopamine; 3-Octopamine; Adrianol; 3,β-Dihydroxyphenethylamine; 3,β-Dihydroxy-β-phenylethylamine |
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| Metabolism | m-Hydroxymandelic acid[1][2] |
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| ECHA InfoCard | 100.007.844 |
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| Formula | C8H11NO2 |
| Molar mass | 153.181 g·mol−1 |
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Medical uses
Pharmacology
Pharmacodynamics
Norfenefrine is described as an α-adrenergic receptor agonist and sympathomimetic agent.[4][6] It is said to act predominantly as an α1-adrenergic receptor agonist.[3]
Chemistry
Norfenefrine, also known as 3,β-dihydroxyphenethylamine, is a substituted phenethylamine derivative.[4][6] It is an analogue of norepinephrine (3,4,β-trihydroxyphenethylamine), of meta-tyramine (3-hydroxyphenethylamine), of phenylephrine ((R)-β,3-dihydroxy-N-methylphenethylamine), of etilefrine (3,β-dihydroxy-N-ethylphenethylamine), and of metaterol (3,β-dihydroxy-N-isopropylphenethylamine), as well as of metaraminol ((1R,2S)-3,β-dihydroxy-α-methylphenethylamine).[4]
Norfenefrine is used medically as the hydrochloride salt.[4][6]
The predicted log P of norfenefrine is -0.28 to -0.95.[11][12][13]
Society and culture
Names
Norfenefrine is the generic name of the drug and its INN.[4][6] Synonyms of norfenefrine include hydroxyphenylethanolamine, nor-phenylephrine, and m-norsynephrine, among others.[4][6] Brand names of norfenefrine include Novadral, A.S. COR, Coritat, Energona, Hypolind, Norfenefrin Ziethen, and Norfenefrin-Ratiopharm, among others.[6]