Title: Deoxyepinephrine
CAS Registry Number: 501-15-5
CAS Name: 4-[2-(Methylamino)ethyl]-1,2-benzenediol
Additional Names: 4-[2-(methylamino)ethyl]pyrocatechol; 3,4-dihydroxyphenylethylamine; methyl[b-(3,4-dihydroxyphenyl)ethyl]amine; N-methyldopamine; epinine
Molecular Formula: C9H13NO2
Molecular Weight: 167.21
Percent Composition: C 64.65%, H 7.84%, N 8.38%, O 19.14%
Literature References: Adrenergic and dopamine receptor agonist; active metabolite of ibopamine, q.v. Prepd by heating HCl and 1-keto-6,7-dimethoxy-2-methyltetrahydroisoquinoline obtained from laudanosine or papaverine: Pyman, J. Chem. Soc. 95, 1266, 1610 (1909). Synthesis from veratrole: Kindler, Peschke, Arch. Pharm. 270, 340 (1932); Kindler, Hesse, ibid. 271, 439 (1933). From methylhomoveratrylamine: Buck, J. Am. Chem. Soc. 52, 4119 (1930); Bretschneider, Monatsh. Chem. 76, 335 (1947). Precursor in biosynthesis of epinephrine: W. F. Bridgers, S. Kaufman, J. Biol. Chem. 237, 526 (1962). Cardiovascular pharmacology: I. Martínez-Mir et al., Gen. Pharmacol. 31, 75 (1998). Comparison with 3,4-dihyroxybenzylamine in catecholamine analysis: H. He et al., J. Chromatogr. B 701, 115 (1997).
Properties: Crystals, mp 188-189°.
Melting point: mp 188-189°
Derivative Type: Hydrochloride
Molecular Formula: C9H13NO2.HCl
Molecular Weight: 203.67
Percent Composition: C 53.07%, H 6.93%, N 6.88%, O 15.71%, Cl 17.41%
Properties: Crystals. Sol in water, alcohol. Sensitive to light.
Use: Internal standard in chromatographic analysis of catecholamines. |