1141. Benzylmorphine
Nomenclature
CAS number: 14297-87-1
7,8-Didehydro-4,5-epoxy-17-methyl-3-(phenylmethoxy)morphinan-6-ol. C24H25NO3; mol wt 375.46.
C 76.77%, H 6.71%, N 3.73%, O 12.78%.
Description and references
Prepn from morphine and benzyl chloride in the presence of sodium ethylate: DE 91813 (1897 to E. Merck), Frdl. 4, 1245; from morphine and benzyldimethylphenylammonium hydroxide: Rodionow, Bull. Soc. Chim. Fr. [4] 45, 109 (1929). Properties of hydrochloride: Dott, Pharm. J. 115, 757 (1925).
Properties
Needles from water, prisms or platelets from ether, chloroform. mp 132°. Soluble in 2500 parts cold water, more sol in boiling water; 1.6 parts dissolves in 100 parts ether; readily sol in 50% alcohol, benzene.Derivative
Hydrochloride.Nomenclature
Peronine.C24H25NO3.HCl; mol wt 411.92.
C 69.98%, H 6.36%, N 3.40%, O 11.65%, Cl 8.61%.
Properties
Monohydrate, needles from water. Sol at 15° in 133 parts water, 218 parts 95% alcohol, 390 parts chloroform, 100 parts methanol; slightly sol in abs alcohol; very slightly sol in ether, acetone, isoamyl alcohol.Note
This is a controlled substance (opium derivative): 21 CFR, 1308.11.Therapeutic Category
Analgesic.
Keywords
Analgesic; Opioids; Phenanthrenes