Deoxyepinephrine

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.
Deoxyribonucleic Acid Depreotide Deptropine Dequalinium Chloride Deracoxib

Deoxyepinephrine
Deoxyepinephrine.png
Identifiers
CAS number 501-15-5 YesY
PubChem 4382
ChemSpider 4229 YesY
KEGG C07453 YesY
MeSH Deoxyepinephrine
ChEMBL CHEMBL31088 YesY
Jmol-3D images Image 1
Properties
Molecular formula C9H13NO2
Molar mass 167.21 g/mol
Appearance colorless crystalline solid
Melting point 188-189°C[1]
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Deoxyepinephrine, also known by the common names N-methyldopamine and epinine, is an organic compound and natural product that is structurally related to the important neurotransmitters dopamine and epinephrine. All three of these compounds also belong to the catecholamine family. The pharmacology of epinine largely resembles that of its "parent", dopamine. Epinine has been found in plants, insects and animals. It is also of significance as the active metabolic breakdown product of the prodrug ibopamine, which has been used to treat congestive heart failure.[2][3]