Phenadoxone
Title: Phenadoxone
CAS Registry Number: 467-84-5
CAS Name: 6-(4-Morpholinyl)-4,4-diphenyl-3-heptanone
Additional Names: 6-tetrahydrooxazine-4,4-diphenyl-3-heptanone; heptazone; morphodone
Molecular Formula: C23H29NO2
Molecular Weight: 351.48
Percent Composition: C 78.60%, H 8.32%, N 3.99%, O 9.10%
Literature References: Prepn: M. Bockmühl, G. Ehrhart, Ann. 561, 52 (1948). Comparison with other analgesics: C. A. Winter, L. Flataker, J. Pharmacol. Exp. Ther. 98, 305 (1950). HPLC determn: I. Jane et al., J. Chromatogr. 323, 191 (1985).
Properties: mp 75-76°.
Melting point: mp 75-76°
 
Derivative Type: Hydrochloride
CAS Registry Number: 545-91-5
Manufacturers' Codes: Hoechst 10600; CB-11
Trademarks: Hepagin; Heptalgin; Heptalin; Heptone; Supralgin
Molecular Formula: C23H29NO2.HCl
Molecular Weight: 387.94
Percent Composition: C 71.21%, H 7.79%, N 3.61%, O 8.25%, Cl 9.14%
Properties: Crystals, mp 224-225° (some decompn). pKa (25°): 6.7 in 40% alcohol. pH of 1% aq soln 4.1; of 5% aq soln 3.7. The free base begins to precipitate when the pH is raised to 5.5. uv max (abs alcohol): 260, 295 nm. Soly (g/100 ml) in water: 10 at 25°; 80 at the bp; in methanol: 27; in abs ethanol: 24; in chloroform: 50. Slightly sol in acetone. Almost insol in benzene, ethyl acetate. LD50 i.v. in mice: 47.5 mg/kg (Winter, Flataker).
Melting point: mp 224-225° (some decompn)
pKa: pKa (25°): 6.7 in 40% alcohol
Absorption maximum: uv max (abs alcohol): 260, 295 nm
Toxicity data: LD50 i.v. in mice: 47.5 mg/kg (Winter, Flataker)
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).

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