IUPAC_name = 3-Benzyloxy-4,5α-epoxy-17-methyl-7-morphinen-6α-ol
width = 160
CAS_number = 14297-87-1
synonyms = Benzylmorphine, Peronine
PubChem = 5362507
smiles = C16C4 [C@] 3(C2=C(C1)C=CC(=C2OC3 [C@H] (C=C4)O)OCC5=CC=CC=C5)CCN6C
C = 24 | H = 25 | N = 1 | O = 3
molecular_weight = 375.46 g/mol
legal_US = Schedule I
Benzylmorphine (Peronine) is a
semi-syntheticopiate narcoticintroduced to the international market in 1897 and that of the United States very shortly thereafter. It is much like codeine, containing a benzyl group attached to the morphinemolecule just as the methyl group creates codeine and the ethyl group creates ethylmorphineor dionine (used as a generic name for that drug just as peronine is for benzylmorphine). It is about 90 per cent as strong as codeine by weight.
Benzylmorphine is used in much the same way as
codeineand ethylmorphine, primarily as a moderate strength analgesic, for eye surgery as a 1 to 2 per cent solution, and as a cough suppressant. It was available in the United States prior to 1914 and was still used until the 1960s, but fell into disuse once alternative opiate derivatives became preferred by doctors (i.e. hydrocodoneas an analgesic and pholcodeineas a cough suppressant) Benzylmorphine is now a Schedule I Controlled Substance in the USA and is regulated internationally under UN drug conventions. [ Single Convention On Narcotic Drugs 1961 (United Nations) ]
Benzylmorphine is an active metabolite of the opioid analgesic
myrophine, formed in the liver. It has a metabolic fate similar to that of codeine.
Benzylmorphine is used as the hydrochloride (free base conversion ratio 0.91) and methylsulphonate(0.80) and has a US DEA Administrative Controlled Substance Control Number of 9052.
* Merck Manual, 1900
* Merck Index, 1998
* [http://www.deadiversion.usdoj.gov/schedules/listby_sched/sched1.htm United States Department of Justice, Drug Enforcement Administration: Controlled Substances in Schedule I]
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