Phenomorphan
Title: Phenomorphan
CAS Registry Number: 468-07-5
CAS Name: 17-(2-Phenylethyl)morphinan-3-ol
Additional Names: 3-hydroxy-N-(2-phenylethyl)morphinan; (-)-1,3,4,9,10,10a-hexahydro-11-phenethyl-2H-10,4a-iminoethanophenanthren-6-ol
Manufacturers' Codes: NIH-7274
Molecular Formula: C24H29NO
Molecular Weight: 347.49
Percent Composition: C 82.95%, H 8.41%, N 4.03%, O 4.60%
Literature References: Prepn: Grüssner et al., Helv. Chim. Acta 40, 1232 (1957).
Properties: Crystals from dimethylformamide, mp 243-245°.
Melting point: mp 243-245°
 
Derivative Type: Hydrobromide
Molecular Formula: C24H30BrNO
Molecular Weight: 428.41
Percent Composition: C 67.29%, H 7.06%, Br 18.65%, N 3.27%, O 3.73%
Properties: Crystals from dil alc, mp 300-301°. [a]D20 -63.12° (c = 3.27 in alc).
Melting point: mp 300-301°
Optical Rotation: [a]D20 -63.12° (c = 3.27 in alc)
 
Derivative Type: D-Tartrate monohydrate
Molecular Formula: C28H35NO7.H2O
Molecular Weight: 515.60
Percent Composition: C 65.22%, H 7.23%, N 2.72%, O 24.82%
Properties: Crystals from isopropanol, mp 125-126°. [a]D20 -42.75° (c = 0.983 in water).
Melting point: mp 125-126°
Optical Rotation: [a]D20 -42.75° (c = 0.983 in water)
 
Derivative Type: Methyl bromide
Molecular Formula: C25H32BrNO
Molecular Weight: 442.43
Percent Composition: C 67.87%, H 7.29%, Br 18.06%, N 3.17%, O 3.62%
Properties: Crystals from alcohol, mp 239-240°. [a]D20 -42.81° (c = 1.155 in methanol).
Melting point: mp 239-240°
Optical Rotation: [a]D20 -42.81° (c = 1.155 in methanol)
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.

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