Compound: levonordefrin
SMILES: Oc1c(O)ccc(c1)[C@@H](O)[C@@H](N)C
InChIKey: GEFQWZLICWMTKF-CDUCUWFYSA-N
Synonyms: levonordefrin, 829-74-3, Corbadrine, Neo-Cobefrin, Corbadrina, alpha-Methylnoradrenaline, Corbadrinum, L-Nordefrin, 4-[(1R,2S)-2-amino-1-hydroxypropyl]benzene-1,2-diol, (-)-cobefrin, Nordefrin, l-, BA 2818, L-alpha-Methylnoradrenaline, Isoadrenaline, NSC-757084, Levonordefrin (USP), Levonordefrin [USP], DTXSID6046349, L-norephedrine, 3,4-dihydroxy-, (-)-alpha-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol, CHEBI:141146, V008L6478D, BA-2818, DTXCID4026349, alpha-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol, 4-((1R,2S)-2-amino-1-hydroxypropyl)benzene-1,2-diol, levoepinefrina, NeoCobefrin, Neo Cobefrin, Nordefrin (-)-, RefChem:799029, 1,2-Benzenediol, 4-(2-amino-1-hydroxypropyl)-,(R-(R*,S*))-, 4-(2-amino-1-hydroxypropyl)benzene-1,2-diol, Corbadrine [INN], Nordefrin (-)-form, LevonordefrinCorbadrine, Corbadrin, L-.alpha.-methylnoradrenaline, alpha-Methylnorepinephrine, CHEBI:10304, Corbadrine (INN), (-)-3,4-Dihydroxynorephedrine, CAS-829-74-3, l-Cobefrin, Corbadrinum [INN-Latin], Corbadrina [INN-Spanish], Nordefrin, (-)-, SR-05000002090, 3,4-Dihydroxynorephedrin, 1,2-Benzenediol, 4-(2-amino-1-hydroxypropyl)-, (R-(R*,S*))-, UNII-R81X549E70, UNII-V008L6478D, alpha-Me-NE, NCGC00163349-01, Neo-cobefrin (TN), Spectrum_001642, NORDEFRIN [MI], Levonordefrin (Standard), Prestwick3_000739, Spectrum2_001055, Spectrum3_000480, Spectrum4_000032, Spectrum5_000912, Lopac-D-5290, CHEMBL677, Epitope ID:768775, CORBADRINE [MART.], NORDEFRIN [WHO-DD], CORBADRINE [WHO-DD], (+/-)-COBEFRIN, BSPBio_000698, BSPBio_002220, GTPL508, KBioGR_000463, KBioSS_002122, LEVONORDEFRIN [VANDF], (-)-alpha-Methylnoradrenaline, DivK1c_000315, SCHEMBL119171, SPECTRUM1500365, SPBio_001010, LEVONORDEFRIN [USP-RS], BPBio1_000768, 1,2-BENZENEDIOL, 4-((1R,2S)-2-AMINO-1-HYDROXYPROPYL)-, REL-, 4-[(1R,2S)-2-Amino-1-hydroxypropyl]-1,2-benzenediol, SCHEMBL29410156, HMS500P17, KBio1_000315, KBio2_002122, KBio2_004690, KBio2_007258, KBio3_001440, GEFQWZLICWMTKF-CDUCUWFYSA-N, NINDS_000315, erythro-(-)-alpha-(1-Aminoethyl)-3,4-dihydrobenzyl alcohol, HMS1920J07, HMS2091P13, HMS2097C20, HMS3714C20, Pharmakon1600-01500365, LEVONORDEFRIN [ORANGE BOOK], NORDEFRIN (-)-FORM [MI], Tox21_112051, BDBM50223426, Benzyl alcohol, .alpha.-(1-aminoethyl)-3,4-dihydroxy-, erythro-(-)-, CCG-40121, EBC-26157, LEVONORDEFRIN [USP MONOGRAPH], NSC757084, AKOS006280500, Tox21_112051_1, DB06707, HY-107915R, NSC 757084, IDI1_000315, NCGC00015345-01, NCGC00016542-01, NCGC00016542-02, NCGC00016542-03, NCGC00016542-04, NCGC00016542-05, NCGC00016542-06, MS-22982, ST049172, (1r,2s)-(-)-3,4-dihydroxynorephedrine, SBI-0051428.P003, HY-107915, AB00513909, CS-0030862, NS00068182, D02388, F82166, AB00052030_04, SR-05000002090-1, SR-05000002090-2, BRD-K02976377-001-07-4, BRD-K02976377-001-08-2, Q12745763, 4-((2S,1R)-2-amino-1-hydroxypropyl)benzene-1,2-diol, 4-[(1R,2S)-2-amino-1-hydroxy-propyl]benzene-1,2-diol, (+/-)-GA-(1-AMINOETHYL)-3,4-DIHYDROXYBENZYL ALCOHOL, (-)-.ALPHA.-(1-AMINOETHYL)-3,4-DIHYDROXYBENZYL ALCOHOL, 1,2-BENZENEDIOL, 4-((1R,2S)-2-AMINO-1-HYDROXYPROPYL)-, Levonordefrin, United States Pharmacopeia (USP) Reference Standard, 1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYPROPYL)-, (R*,S*)-(+/-)-, 1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYPROPYL)-, (R-(R*,S*)), BENZYL ALCOHOL, .ALPHA.-(1-AMINOETHYL)-3,4-DIHYDROXY-, ERYTHRO-(+/-)-
Theoretical properties:
molecular_formula: C9H13NO3
molecular_weight: 183.20 g/mol
exact_mass: 183.08954328 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 13
topological_polar_surface_area: 86.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Alpha-methylnoradrenaline is a catecholamine in which the 2-aminoethyl group is substituted with a hydroxy group at C-1 and a methyl group at C-2, with configurations 1R,2S. A metabolite of alpha-methyl-L-dopa, it is an alpha2-adrenergic agonist and acts as a topical nasal decongestant and vasoconstrictor, most often used in dentistry. It has a role as an alpha-adrenergic agonist, a vasoconstrictor agent and a nasal decongestant.
chembl: LEVONORDEFRIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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. It is usually used in a pre-mixed solution with local anesthetics, such as mepivacaine.
The drug acts as a non-selective agonist of the α1-, α2-, and β-adrenergic receptors. It is said to have preferential activity at the α2-adrenergic receptor.
Corbadrine is also a metabolite of the antihypertensive drug methyldopa and plays a role in its pharmacology and effects.