Dimenoxadol: Difference between revisions
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{{Short description|Opioid analgesic drug}} |
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{{Drugbox |
{{Drugbox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
| Watchedfields = changed |
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| verifiedrevid = |
| verifiedrevid = 447990763 |
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| IUPAC_name = 2- |
| IUPAC_name = 2-(dimethylamino)ethyl 2-ethoxy-2,2-diphenylacetate |
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| image = Dimenoxadol.svg |
| image = Dimenoxadol.svg |
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| width = 180 |
| width = 180 |
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| pregnancy_US = <!-- A / B / C / D / X --> |
| pregnancy_US = <!-- A / B / C / D / X --> |
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| pregnancy_category = |
| pregnancy_category = |
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| legal_AU = |
| legal_AU = S9 |
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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=[[Diário Oficial da União]] |language=pt-BR |publication-date=2023-04-04}}</ref> |
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| legal_CA = Schedule I |
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| legal_UK = |
| legal_UK = |
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| legal_US = Schedule I |
| legal_US = Schedule I |
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| |
| legal_DE = Anlage I |
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| legal_UN = P I |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| protein_bound = |
| protein_bound = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 509-78-4 |
| CAS_number = 509-78-4 |
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| ATC_prefix = none |
| ATC_prefix = none |
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| ATC_suffix = |
| ATC_suffix = |
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| PubChem = 17036 |
| PubChem = 17036 |
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| DrugBank_Ref = {{drugbankcite| |
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB01461 |
| DrugBank = DB01461 |
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| ChEMBL = 2104309 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 16137 |
| ChemSpiderID = 16137 |
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| UNII_Ref = {{fdacite| |
| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 4D65PBX0VK |
| UNII = 4D65PBX0VK |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D12672 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=20 | H=25 | N=1 | O=3 |
| C=20 | H=25 | N=1 | O=3 |
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| smiles = CCOC(C1=CC=CC=C1)(C2=CC=CC=C2)C(=O)OCCN(C)C |
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| molecular_weight = 327.42 g/mol |
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| smiles = Cl.CCOC(C(=O)OCCN(C)C)(c1ccccc1)c1ccccc1 |
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| InChI = 1/C20H25NO3/c1-4-24-20(17-11-7-5-8-12-17,18-13-9-6-10-14-18)19(22)23-16-15-21(2)3/h5-14H,4,15-16H2,1-3H3 |
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| InChIKey = RHUWRJWFHUKVED-UHFFFAOYAH |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C20H25NO3/c1-4-24-20(17-11-7-5-8-12-17,18-13-9-6-10-14-18)19(22)23-16-15-21(2)3/h5-14H,4,15-16H2,1-3H3 |
| StdInChI = 1S/C20H25NO3/c1-4-24-20(17-11-7-5-8-12-17,18-13-9-6-10-14-18)19(22)23-16-15-21(2)3/h5-14H,4,15-16H2,1-3H3 |
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}} |
}} |
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'''Dimenoxadol''' ('''Estocin''') is an [[opioid]] [[analgesic]] which is a |
'''Dimenoxadol''' ([[International Nonproprietary Name|INN]]) (brand name '''Estocin''' (in [[Russia]])), or '''dimenoxadole''' ([[British Approved Name|BAN]]), is an [[opioid]] [[analgesic]] which is a [[benzilic acid]] derivative, closely related to [[benactyzine]] (an [[anticholinergic]]). Further, the structure is similar to [[methadone]] and related compounds like [[dextropropoxyphene]]. |
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It was invented in Germany in the 1950s<ref> |
It was invented in Germany in the 1950s,<ref>{{cite patent | country = GB | number = 716700 | title = A new and improved analgesic and process for its production | inventor = Boehringer A, et al. | pubdate = 10/13/1954}}</ref> and produces similar effects to other opioids, including [[analgesia]], [[sedation]], [[dizziness]] and [[nausea]].<ref>{{cite journal | vauthors = Gorbatova EN | title = [The pharmacology of estocin, an new analgesic] | journal = Stomatologiia | volume = 46 | issue = 2 | pages = 22–5 | year = 1967 | pmid = 5232927 }}</ref><ref>{{cite journal | vauthors = Kingisepp GI, Kurvits K, Nurmand LB | title = [Pharmacology of dimethylaminoethyl ester of diphenylethoxyacetic acid hydrochloride--estocin] | journal = Farmakologiia I Toksikologiia | volume = 32 | issue = 6 | pages = 710–2 | year = 1969 | pmid = 5381602 }}</ref><ref>{{cite journal | vauthors = Liberman SS | title = [Analgesic action of estocin (dimethylaminoethyl ester hydrochloride of alpha, alpha-diphenylethoxyacetic acid)] | journal = Farmakologiia I Toksikologiia | volume = 31 | issue = 6 | pages = 668–71 | year = 1968 | pmid = 5729519 }}</ref> |
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In the United States it is a Schedule I Narcotic controlled substance with an ACSCN of 9617 and a 2013 annual aggregate manufacturing quota of zero. |
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{{Reflist}} |
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{{Analgesics}} |
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{{Opioidergics}} |
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[[Category:Analgesics]] |
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<references/> |
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[[Category:Synthetic opioids]] |
[[Category:Synthetic opioids]] |
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[[Category:Ethers]] |
[[Category:Ethers]] |
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[[Category:Carboxylate esters]] |
[[Category:Carboxylate esters]] |
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[[Category:Mu-opioid agonists]] |
[[Category:Mu-opioid receptor agonists]] |
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[[Category:Dimethylamino compounds]] |
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{{analgesic-stub}} |
{{analgesic-stub}} |
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[[sv:Dimenoxadol]] |