| Revision as of 20:32, 1 February 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (← Previous edit |
Latest revision as of 16:18, 11 January 2025 edit undoArthurfragoso (talk | contribs)Extended confirmed users, Template editors4,591 edits dark mode fix |
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{{Short description|Chemical compound}} |
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{{drugbox | verifiedrevid = 410801085 |
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{{Drugbox |
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| Verifiedfields = changed |
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| IUPAC_name = (5α)-6,17-dimethyl- 6,7-didehydro- 4,5-epoxymorphinan- 3-ol |
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| Watchedfields = changed |
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| image = Methyldesorphine.png |
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| verifiedrevid = 411440631 |
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| width = 180 |
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| IUPAC_name = (5α)-6,17-Dimethyl-6,7-didehydro-4,5-epoxymorphinan-3-ol |
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| CAS_number = 16008-36-9 |
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| image = Methyldesorphine.svg |
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| synonyms = <small>3-Hydroxy-6,''N''-dimethyl- 4,5-epoxymorphin-6-en</small> |
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| image_class = skin-invert-image |
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| ATC_prefix = none |
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| width = 180 |
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| ATC_suffix = |
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| PubChem = 5362518 |
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<!--Clinical data--> |
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| DrugBank = |
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| tradename = |
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| C=18 | H=21 | N=1 | O=2 |
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| pregnancy_AU = |
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| molecular_weight = 283.36 g/mol |
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| pregnancy_US = |
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| smiles = CC1=CC23CC4=C52(1OC5=C(C=C4)O)CCN3C |
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| pregnancy_category = |
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| bioavailability = |
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| protein_bound = |
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| legal_AU = S9 |
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| metabolism = |
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| legal_BR = A1 |
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| 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=] |language=pt-BR |publication-date=2023-04-04}}</ref> |
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| elimination_half-life = |
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| legal_CA = Schedule I |
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| excretion = |
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| pregnancy_AU = |
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| legal_UK = |
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| legal_US = Schedule I |
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| pregnancy_US = |
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| legal_DE = Anlage I |
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| pregnancy_category= |
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| routes_of_administration = |
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| legal_AU = |
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| legal_CA = |
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<!--Pharmacokinetic data--> |
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| legal_UK = |
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| bioavailability = |
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| legal_US = Schedule I |
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| legal_status = |
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| protein_bound = |
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| metabolism = |
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| routes_of_administration = |
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| elimination_half-life = |
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| excretion = |
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<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 16008-36-9 |
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| ATC_prefix = none |
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| ATC_suffix = |
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| PubChem = 5362518 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = Y460N7W76B |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 4515065 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D12691 |
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<!--Chemical data--> |
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| C=18 | H=21 | N=1 | O=2 |
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| smiles = CC1=CC23CC4=C52(1OC5=C(C=C4)O)CCN3C |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C18H21NO2/c1-10-3-5-12-13-9-11-4-6-14(20)16-15(11)18(12,17(10)21-16)7-8-19(13)2/h3-4,6,12-13,17,20H,5,7-9H2,1-2H3/t12-,13+,17-,18-/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = CUFWYVOFDYVCPM-GGNLRSJOSA-N |
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| synonyms = <small>3-Hydroxy-6,''N''-dimethyl- 4,5-epoxymorphin-6-en</small> |
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}} |
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'''Methyldesorphine''' is an ] analgesic. First synthesized in Germany in 1940 and patented in the US in 1952,<ref>{{cite patent | country = US | number = 2694068 | status = patent | title = Δ6-Desoxymorphine Compounds and Process of Producing the Same | pubdate = 1952-08-05 | gdate = 1954-09-11 | inventor = Payne GB, Pfister III K | assign1 = Merck & Co., Inc. }}</ref> it has a high potential for abuse as with any potent opioid agonist, and is sometimes found along with ] as a component of the home-made opioid mixture known as "Krokodil" used in Russia and the neighboring former Soviet republics.<ref>{{cite journal | vauthors = Savchuk SA, Barsegyan SS, Barsegyan IB, Kolesov GM | s2cid = 195068778 | title = Chromatographic Study of Expert and Biological Samples Containing Desomorphine | doi = 10.1007/s10809-008-4009-5 | journal = Journal of Analytical Chemistry | volume = 63 | issue = 4 | pages = 361–370| year = 2008 }}</ref> It is approximately 15 times more potent than morphine as an analgesic<ref>{{ cite book | vauthors = Casy AF, Parfitt RY | title = Opioid Analgesics, Chemistry and Receptors | year = 1986 | publisher = Plenum Press | location = New York | pages = 37–38 | isbn = 0-306-42130-5 }}</ref><ref>{{cite book | vauthors = Lenz GR, Evans SM, Walters DE, Hopfinger AJ | title = Opiates | year = 1986 | page = 63 | publisher = Academic Press | isbn = 978-0-12-443830-9 }}</ref> but if the 6-7 bond is saturated, the β isomer is some 50 times more potent than morphine. |
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'''Methyldesorphine''' is an ] analgesic. First synthesized in Germany in 1940, it has a very high potential for abuse.{{fact|date=January 2011}} |
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Methyldesorphine is listed as a Schedule I Narcotic controlled substance under the Controlled Substances Act 1970 in the United States with a DEA ACSCN of 9302 and zero annual aggregate manufacturing quota. The free base conversion ratio of the hydrochloride is 0.89.<ref>{{cite web | title = Conversion Factors for Controlled Substances | url = http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html | work = Diversion Control Division | publisher = Drug Enforcement Administration, U.S. Department of Justice }}</ref> |
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==References== |
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{{Unreferenced|date=October 2008}} |
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<references/> |
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== See also == |
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] |
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== References == |
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{{Reflist|2}} |
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{{Opioidergics}} |
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{{analgesic-stub}} |
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{{analgesic-stub}} |
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] |
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