methoxamine   Click here for help

GtoPdb Ligand ID: 483

Synonyms: 2,5-dimethoxynorephedrine
Approved drug
methoxamine is an approved drug
Compound class: Synthetic organic
Comment: Methoxamine is an brain-penetrant α1-adrenoceptor agonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 64.71
Molecular weight 211.12
XLogP 0.83
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc(c(c1)C(C(N)C)O)OC
Isomeric SMILES COc1ccc(c(c1)C(C(N)C)O)OC
InChI InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3
1. Minneman KP, Theroux TL, Hollinger S, Han C, Esbenshade TA. (1994)
Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes.
Mol Pharmacol, 46 (5): 929-36. [PMID:7969082]
2. Shibata K, Foglar R, Horie K, Obika K, Sakamoto A, Ogawa S, Tsujimoto G. (1995)
KMD-3213, a novel, potent, alpha 1a-adrenoceptor-selective antagonist: characterization using recombinant human alpha 1-adrenoceptors and native tissues.
Mol Pharmacol, 48 (2): 250-8. [PMID:7651358]
3. Taniguchi T, Inagaki R, Murata S, Akiba I, Muramatsu I. (1999)
Microphysiometric analysis of human alpha1a-adrenoceptor expressed in Chinese hamster ovary cells.
Br J Pharmacol, 127 (4): 962-8. [PMID:10433504]