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{{Short description|Synthetic opioid analgesic drug}} |
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{{Distinguish|Oxymetholone}} |
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{{Drugbox |
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{{Drugbox |
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| verifiedrevid = 448002978 |
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| Verifiedfields = changed |
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| IUPAC_name = 6-(dimethylamino)-4,4-diphenylheptan-3-ol |
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| verifiedrevid = 411018662 |
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| IUPAC_name = 6-dimethylamino-4,4-di(phenyl)heptan-3-ol |
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| image = Dimepheptanol.svg |
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| image = Dimepheptanol.svg |
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| width = 160 |
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| width = 160 |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_category = |
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| pregnancy_category = |
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| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> |
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| legal_AU = S9 |
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| legal_BR = A1 |
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| legal_CA = <!-- Schedule I --> |
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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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| legal_CA = Schedule I |
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| legal_UK = <!-- Class A --> |
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| legal_UK = <!-- Class A --> |
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| legal_US = Schedule I |
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| legal_US = Schedule I |
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| legal_status = |
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| legal_DE = Anlage I |
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| routes_of_administration = |
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| routes_of_administration = |
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<!--Pharmacokinetic data--> |
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<!--Pharmacokinetic data--> |
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| bioavailability = |
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| bioavailability = |
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| protein_bound = |
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| protein_bound = |
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| metabolism = |
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| metabolism = |
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| elimination_half-life = |
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| elimination_half-life = |
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| excretion = |
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| excretion = |
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<!--Identifiers--> |
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<!--Identifiers--> |
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| CAS_number = |
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| CAS_number = 545-90-4 |
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| ATC_prefix = none |
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| ATC_prefix = None |
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| ATC_suffix = |
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| ATC_suffix = |
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| PubChem = |
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| PubChem = 28397 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
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| DrugBank = |
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| ChEMBL = 368591 |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = NNB4I01PA7 |
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| UNII = NNB4I01PA7 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D12673 |
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<!--Chemical data--> |
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<!--Chemical data--> |
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| C=21 | H=29 | N=1 | O=1 |
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| C = 21 | H = 29 | N = 1 | O = 1 |
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| smiles = CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)O |
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| molecular_weight = 311.46 g/mol |
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| StdInChI = 1S/C21H29NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3 |
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| synonyms = Dimepheptanol, Racemethadol |
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| StdInChIKey = QIRAYNIFEOXSPW-UHFFFAOYSA-N |
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}} |
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'''Dimepheptanol''' (]; '''Amidol''', '''Pangerin'''), also known as '''methadol''' or '''racemethadol''', is a ] ] ] related to ]. It has similar effects to other opioids, including ], ] and ], as well as ]s like ]ing, ] and ]. |
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'''Dimepheptanol''' ('''Racemethadol''') is an ] ] that is an ] of ]. |
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Dimepheptanol is a mixture of two ]s, α-methadol and β-methadol. These are also available separately, and this drug has three separate entries in many national and international lists of illegal drugs, which refer to the racemic mixture dimepheptanol, and the two optical isomers. Each of these isomers is itself a mixture of two isomers, and so there are in fact four isomers of dimepheptanol in total; levo-α-methadol, dextro-α-methadol, levo-β-methadol and dextro-β-methadol. |
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Dimepheptanol is a mixture of two ]s, ] (α-methadol) and ] (β-methadol).<ref name="Crime2006">{{cite book | author = United Nations Office on Drugs and Crime | title = Dictionnaire Multilingue Des Stupéfiants Et Des Substances Psychotropes Placés Sous Contrôle International | url = https://books.google.com/books?id=RPAphv7h4-IC&pg=PA103 | accessdate = 15 May 2012 | year = 2006 | publisher = United Nations Publications | isbn = 978-92-1-048117-5 | page = 103}}</ref> These are also available separately, and this drug has three separate entries in many national and international lists of illegal drugs, which refer to the racemic mixture dimepheptanol, and the two optical isomers.<ref name="Crime2006" /> Each of these isomers is itself a mixture of two isomers, and so there are in fact four isomers of dimepheptanol in total; <small>L</small>-α-methadol, <small>D</small>-α-methadol, <small>L</small>-β-methadol and <small>D</small>-β-methadol.<ref name="Crime2006" /> |
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] |
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The isomer levo-α-methadol is the active metabolite of the long-acting opioid substitute drug ], and has been much more widely used than β-methadol or the racemic mix dimepheptanol. |
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The isomer <small>L</small>-α-methadol is the ] of the long-acting opioid substitute drug ] (LAAM), and has been used much more widely than β-methadol or the racemic mixture of dimepheptanol. |
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Both in US Controlled Substances Act 1970 Schedule I, the two isomers both have annual manufacturing quotas of 2 grammes and the ACSCNs of 9605 for alphamethadol and 9609 for betamethadol. |
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Dimepheptanol has similar effects to other opioids, and produces analgesia, sedation and euphoria. Side effects can include ], ] and potentially serious ] which can be life-threatening. |
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==See also== |
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* ] |
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* ] |
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* ] |
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* ] |
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== References == |
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==References== |
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{{Reflist|2}} |
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<references /> |
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{{Analgesics}} |
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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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