Chemical compound
Pharmaceutical compound
Corbadrine Trade names Neo-Cobefrine Other names Levonordefrin; α-Methylnorepinephrine; (–)-3,4-Dihydroxynorephedrine; 3,4,β-Trihydroxy-α-methylphenethylamine; 3,4,β-Trihydroxyamphetamine ATC code Legal status
In general: ℞ (Prescription only)
4-[(1R ,2S )-2-amino-1-hydroxypropyl]benzene-1,2-diol
CAS Number PubChem CID IUPHAR/BPS DrugBank ChemSpider UNII KEGG ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.113.606 Formula C 9 H 13 N O 3 Molar mass 183.207 g·mol−1 3D model (JSmol )
Oc1ccc(cc1O)[C@@H](O)[C@@H](N)C
InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1
Y Key:GEFQWZLICWMTKF-CDUCUWFYSA-N
Y
(verify)
Corbadrine , sold under the brand name Neo-Cobefrine and also known as levonordefrin and α-methylnorepinephrine , is a catecholamine sympathomimetic used as a topical nasal decongestant and vasoconstrictor in dentistry in the United States .[ 1] [ 2] [ 3] It is usually used in a pre-mixed solution with local anesthetics , such as mepivacaine .[ 4]
The drug acts as a non-selective agonist of the α1 - , α2 - , and β-adrenergic receptors .[ 5] [ 6] [ 7] It is said to have preferential activity at the α2 -adrenergic receptor.[ 5] [ 7]
Corbadrine is also a metabolite of the antihypertensive drug methyldopa and lays a role in its pharmacology and effects.[ 8]
Pharmacology
Pharmacokinetics
Corbadrine is metabolized primarily by catechol O -methyltransferase (COMT).[ 7]
Chemistry
Corbadrine, also known as 3,4,β-trihydroxy-α-methylphenethylamine or as 3,4,β-trihydroxyamphetamine, as well as α-methylnorepinephrine or (–)-3,4-dihydroxynorephedrine, is a substituted phenethylamine and amphetamine derivative .[ 1] [ 3]
Analogues of corbadrine include α-methyldopamine , dioxifedrine (3,4-dihydroxyephedrine; α-methylepinephrine), dioxethedrin (3,4-dihydroxy-N -ethylnorephedrine; α-methyl-N -ethylnorepinephrine), and hydroxyamphetamine (4-hydroxyamphetamine; α-methyltyramine).
Society and culture
Names
Corbadrine is the generic name of the drug and its INN Tooltip International Nonproprietary Name .[ 1] [ 3] [ 2] It is also known as levonordefrin , which is its USAN Tooltip United States Adopted Name .[ 1] [ 3] [ 2] Synonyms of corbadrine include α-methylnorepinephrine and (–)-3,4-dihydroxynorephedrine .[ 9] The drug has been sold under the brand name Neo-Cobefrine .[ 3]
References
^ a b c d Elks, J. (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies . Springer US. p. 55. ISBN 978-1-4757-2085-3 . Retrieved 30 August 2024 .
^ a b c Morton I, Morton IK, Hall JM (31 October 1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms . Springer Science & Business Media. pp. 164–. ISBN 978-0-7514-0499-9 .
^ a b c d e Index Nominum 2000: International Drug Directory . Taylor & Francis. January 2000. pp. 275–. ISBN 978-3-88763-075-1 .
^ "DailyMed — Search results for levonordefrin" . DailyMed . Retrieved 20 February 2016 .
^ a b Logothetis, D.D. (2016). Local Anesthesia for the Dental Hygienist . Elsevier Health Sciences. p. 46. ISBN 978-0-323-43050-0 . Retrieved 30 August 2024 .
^ Abraham, Donald J. (15 January 2003). Burger's Medicinal Chemistry and Drug Discovery . Wiley. doi :10.1002/0471266949.bmc093 . ISBN 978-0-471-26694-5 .
^ a b c Naftalin LW, Yagiela JA (October 2002). "Vasoconstrictors: indications and precautions". Dent Clin North Am . 46 (4): 733–746, ix. doi :10.1016/s0011-8532(02)00021-6 . PMID 12436828 .
^ Sjoerdsma A, Vendsalu A, Engelman K (October 1963). "Studies on the Metabolism and Mechanism of Action of Methyldopa" . Circulation . 28 (4): 492–502. doi :10.1161/01.CIR.28.4.492 . PMID 14068757 .
^ "Levonordefrin" . PubChem . Retrieved 30 August 2024 .
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