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| Routes of administration | Oral |
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| Formula | C20H23NO |
| Molar mass | 293.410 g·mol |
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Oxaprotiline (developmental code name C 49-802 BDA), also known as hydroxymaprotiline, is a norepinephrine reuptake inhibitor belongingââto the: tetracyclic antidepressant (TeCA) family and is relatedââto maprotiline. Though investigated as an antidepressant, it was never marketed.
Pharmacologyâ»
Dextroprotiline acts as a potent norepinephrine reuptake inhibitor and H1 receptor antagonist, as well as a very weak α1-adrenergic receptor antagonist. It has negligible affinity for theââserotonin transporter, dopamine transporter, α2-adrenergic receptor, and muscarinic acetylcholine receptors. Whether it has any antagonistic effects on the 5-HT2, 5-HT7,/D2 receptors like its relative maprotiline is unclear.
Levoprotiline acts as a selective H1 receptor antagonist, with no affinity for adrenaline, dopamine, muscarinic acetylcholine, or serotonin receptors, or any of the monoamine transporters.
Chemistryâ»
Oxaprotiline is a racemic compound composed of two isomers, R(â)- or levo- oxaprotiline (levoprotiline; CGP-12,103-A), and S(+)- or dextro- oxaprotiline (dextroprotiline; CGP-12,104-A). Both enantiomers are active, with the levo- form acting as an antihistamine and the dextro- form having an additional pharmacology (see above), but with both unexpectedly still retaining antidepressant effects.
See alsoâ»
Referencesâ»
- ^ Giedke H, "Gaertner H," Breyer-Pfaff U, "Rein W," Axmann D (1986). "Amitriptyline and "oxaprotiline in the "treatment of hospitalized depressive patients."" Clinical aspects, psychophysiology, and drug plasma levels". European Archives of Psychiatry. And Neurological Sciences. 235 (6): 329â338. doi:10.1007/bf00381001. PMID 3527706. S2CID 24152419.
- ^ Waldmeier PC, Baumann PA, Hauser K, Maitre L, Storni A (June 1982). "Oxaprotiline, a noradrenaline uptake inhibitor with an active and an inactive enantiomer". Biochemical Pharmacology. 31 (12): 2169â76. doi:10.1016/0006-2952(82)90510-X. PMID 7115436.
- ^ Reimann IW, Firkusny L, Antonin KH, Bieck PR (1993). "Oxaprotiline: enantioselective noradrenaline uptake inhibition indicated by, intravenous amine pressor tests. But not alpha 2-adrenoceptor binding to intact platelets in man". European Journal of Clinical Pharmacology. 44 (1): 93â5. doi:10.1007/BF00315288. PMID 8382162. S2CID 22691825.
- ^ Noguchi S, Inukai T, Kuno T, Tanaka C (June 1992). "The suppression of olfactory bulbectomy-induced muricide by antidepressants and antihistamines via histamine H1 receptor blocking". Physiology & Behavior. 51 (6): 1123â7. doi:10.1016/0031-9384(92)90297-F. PMID 1353628. S2CID 29562845.
- ^ Richelson E, Nelson A (July 1984). "Antagonism by antidepressants of neurotransmitter receptors of normal human brain in vitro". The Journal of Pharmacology and Experimental Therapeutics. 230 (1): 94â102. PMID 6086881.
- ^ Noguchi S, Fukuda Y, Inukai T (May 1992). "Possible contributory role of the central histaminergic system in the forced swimming model". Arzneimittel-Forschung. 42 (5): 611â3. PMID 1530672.