Bezitramide: Difference between revisions

{{Short description|Opioid analgesic drug}}

| verifiedrevid = 447617484

| legal_BR = A1

| legal_BR_comment = <ref>{{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-16 |publisher=[[Diário Oficial da União]] |language=pt-BR |publication-date=2023-04-04}}</ref>

| legal_CA = Schedule I

| legal_US = Schedule II

| legal_DE = Anlage I

| KEGG = D07289

| ChEMBL = 2104149

| C=31 | H=32

| N=4 | O=2

'''Bezitramide''' is an opioid [[analgesic]]. Bezitramide itself is a [[prodrug]] which is readily [[Hydrolysis|hydrolyzed]] in the [[gastrointestinal tract]] to its [[active metabolite]], despropionyl-bezitramide.<ref>{{cite journal | vauthors = Meijer DK, Hovinga G, Versluis A, Bröring J, van Aken K, Moolenaar F, Wesseling H | title = Pharmacokinetics of the oral narcotic analgesic bezitramide and preliminary observations on its effect on experimentally induced pain | journal = European Journal of Clinical Pharmacology | volume = 27 | issue = 5 | pages = 615–8 | year = 1984 | pmid = 6519169 | doi = 10.1007/BF00556902 | s2cid = 23978449 }}</ref> Bezitramide was discovered at [[Janssen Pharmaceutica]] in 1961.<ref>{{ cite patent | country = US | number = 3196157 | status = patent | title = Benzimidalinyl Piperidines | pubdate = 1963-06-11 | gdate = 1965-07-20 | inventor = Janssen PA }}</ref><ref>{{cite journal | vauthors = Janssen PA, Niemegeers CJ, Schellekens KH, Marsboom RH, Herin VV, Amery WK, Admiraal PV, Bosker JT, Crul JF, Pearce C, Zegveld C | display-authors = 6 | title = Bezitramide (R 4845), a new potent and orally long-acting analgesic compound | journal = Arzneimittel-Forschung | volume = 21 | issue = 6 | pages = 862–7 | date = June 1971 | pmid = 5109278 }}</ref><ref>{{cite journal | vauthors = Knape H | title = Bezitramide, an orally active analgesic. An investigation on pain following operations for lumbar disc protrusion (preliminary report) | journal = British Journal of Anaesthesia | volume = 42 | issue = 4 | pages = 325–8 | date = April 1970 | pmid = 4913411 | doi = 10.1093/bja/42.4.325 | doi-access = free }}</ref> It is most commonly marketed under the trade name '''Burgodin'''.

The drug was pulled from the shelves in the [[Netherlands]] in 2004 after fatal overdose cases, including one where a five-year-old child took one tablet from his mother's purse, ate it, and promptly died.<ref>{{cite journal | vauthors = de Vos JC, Rohof OJ, Bernsen PJ, Conemans JM, van Unnik AJ | title = [Death caused by one tablet of Burgodin] | journal = Nederlands Tijdschrift voor Geneeskunde | volume = 127 | issue = 34 | pages = 1552–3 | date = August 1983 | pmid = 6633692 }}</ref>

Bezitramide is regulated much the same as [[morphine]] in all known jurisdictions and is a [[Controlled Substances Act|Schedule II]] substance under the United States' Controlled Substances Act of 1970, with an ACSCN of 9800 and zero annual manufacturing quota.<ref>{{Cite web |url=http://www.deadiversion.usdoj.gov/21cfr/21usc/812.htm |title=Title 21 United States Code (USC) Controlled Substances Act |access-date=2011-09-29 |archive-date=2020-08-30 |archive-url=https://web.archive.org/web/20200830032541/https://www.deadiversion.usdoj.gov/21cfr/21usc/812.htm |url-status=dead }}</ref> However, as of May 2021, it has never been marketed in the United States.

==See also==

* [[Benperidol]]

* [[Brorphine]]

* [[J-113,397]]

== References ==

{{Reflist|2}}

{{Analgesics}}

{{Opioidergics}}

[[Category:Mu-opioid receptor agonists]]

[[Category:Belgian inventions]]

{{analgesic-stub}}