Benzylmorphine (Peronine) is a semi-synthetic opioid narcotic introduced to the international market in 1896 and that of the United States very shortly thereafter. It is much like codeine, containing a benzyl group attached to the morphine molecule just as the methyl group creates codeine and the ethyl group creates ethylmorphine or dionine (used as a generic name for that drug just as peronine is for benzylmorphine). It is about 90% as strong as codeine by weight.
This drug, the benzyl ether of morphine, should not be confused with dibenzoylmorphine, an ester of morphine comparable to heroin. Another morphine ether developed around the same time, benzyldihydromorphine, saw some clinical use in the opening years of the 20th century. The ethers of morphine and codeine as well as dihydromorphine and dihydrocodeine number close to 100[2] and include such obscure opioids as formylallopseudoisocodeine.
Benzylmorphine is used in much the same way as codeine and ethylmorphine, primarily as a moderate strength analgesic, for eye surgery as a 1 to 2% 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. hydrocodone as an analgesic and codeine as a cough suppressant) Benzylmorphine is now a Schedule I Controlled Substance in the US and is regulated internationally under UN drug conventions.[3]
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.
Notesedit
^Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). from the original on 2023-08-03. Retrieved 2023-08-16.
^Single Convention On Narcotic Drugs 1961 (United Nations)
Referencesedit
Merck Manual, 1900
Merck Index, 1998
January 01, 1970
benzylmorphine, peronine, semi, synthetic, opioid, narcotic, introduced, international, market, 1896, that, united, states, very, shortly, thereafter, much, like, codeine, containing, benzyl, group, attached, morphine, molecule, just, methyl, group, creates, c. Benzylmorphine Peronine is a semi synthetic opioid narcotic introduced to the international market in 1896 and that of the United States very shortly thereafter It is much like codeine containing a benzyl group attached to the morphine molecule just as the methyl group creates codeine and the ethyl group creates ethylmorphine or dionine used as a generic name for that drug just as peronine is for benzylmorphine It is about 90 as strong as codeine by weight BenzylmorphineClinical dataOther namesBenzylmorphine Peronine 3 Benzyloxy 4 5a epoxy 17 methyl 7 morphinen 6a olATC codenoneLegal statusLegal statusBR Class A1 Narcotic drugs 1 CA Schedule I DE Anlage I Authorized scientific use only US Schedule I UN Narcotic Schedule IIdentifiersIUPAC name 5a 6a 3 benzyloxy 17 methyl 7 8 didehydro 4 5 epoxymorphinan 6 olCAS Number14297 87 1 YPubChem CID5362507DrugBankDB01573 YChemSpider4515062 YUNII83C78V3OL9CompTox Dashboard EPA DTXSID30162246ECHA InfoCard100 034 739Chemical and physical dataFormulaC 24H 25N O 3Molar mass375 468 g mol 13D model JSmol Interactive imageSMILES O C H 2 C C C H 6 C H 5N CC C 61c4c O C H 12 c OCc3ccccc3 ccc4C5 CInChI InChI 1S C24H25NO3 c1 25 12 11 24 17 8 9 19 26 23 24 28 22 20 27 14 15 5 3 2 4 6 15 10 7 16 21 22 24 13 18 17 25 h2 10 17 19 23 26H 11 14H2 1H3 t17 18 19 23 24 m0 s1 YKey RDJGWRFTDZZXSM RNWLQCGYSA N Y verify This drug the benzyl ether of morphine should not be confused with dibenzoylmorphine an ester of morphine comparable to heroin Another morphine ether developed around the same time benzyldihydromorphine saw some clinical use in the opening years of the 20th century The ethers of morphine and codeine as well as dihydromorphine and dihydrocodeine number close to 100 2 and include such obscure opioids as formylallopseudoisocodeine Benzylmorphine is used in much the same way as codeine and ethylmorphine primarily as a moderate strength analgesic for eye surgery as a 1 to 2 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 hydrocodone as an analgesic and codeine as a cough suppressant Benzylmorphine is now a Schedule I Controlled Substance in the US and is regulated internationally under UN drug conventions 3 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 Notes edit Anvisa 2023 03 31 RDC Nº 784 Listas de Substancias Entorpecentes Psicotropicas Precursoras e Outras sob Controle Especial Collegiate Board Resolution No 784 Lists of Narcotic Psychotropic Precursor and Other Substances under Special Control in Brazilian Portuguese Diario Oficial da Uniao published 2023 04 04 Archived from the original on 2023 08 03 Retrieved 2023 08 16 Report On the Committee On Drug Abuse 1929 1941 Single Convention On Narcotic Drugs 1961 United Nations References editMerck Manual 1900 Merck Index 1998 United States Department of Justice Drug Enforcement Administration Controlled Substances in Schedule I Retrieved from https en wikipedia org w index php title Benzylmorphine amp oldid 1182373737, wikipedia, wiki, book, books, library,
