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Revision as of 00:36, 6 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 11:30, 11 March 2024 edit undoYungocdy (talk | contribs)260 editsm opioids is highly addictiveTags: Visual edit Mobile edit Mobile web edit 
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{{Short description|Chemical compound}}
{{drugbox | verifiedrevid = 410808047
{{Distinguish|Norco (medication)}}
|
{{Drugbox
⚫ | IUPAC_name = 3-methoxy- 6α-hydroxy- 4,5α-epoxy- 7,8-didehydromorphinan
| image = Norcodeine.svg | Verifiedfields = changed
| width = 180 | Watchedfields = changed
| CAS_number = 467-15-2 | verifiedrevid = 412253910
⚫ | IUPAC_name = 3-Methoxy-6α-hydroxy-4,5α-epoxy-7,8-didehydromorphinan
⚫ | synonyms =
| ATC_prefix = none | image = Norcodeine.svg
| ATC_suffix = | width = 180
| PubChem = 1255 <!--Clinical data-->| tradename =
| DrugBank = | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| C = 17 | H = 19 | N = 1 | O = 3 | pregnancy_US = <!-- A / B / C / D / X -->
⚫ | pregnancy_category =
| molecular_weight = 285.337 g/mol
⚫ | legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
⚫ | bioavailability =
| protein_bound = | legal_BR = A2
| 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=2023-08-03 |publisher=] |language=pt-BR |publication-date=2023-04-04}}</ref>
⚫ | metabolism =
⚫ | legal_CA = Schedule I
⚫ | legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US =
| legal_DE = Anlage I
| dependency_liability = High
⚫ | routes_of_administration = <!--Pharmacokinetic data-->
⚫ | bioavailability =
| protein_bound =
⚫ | metabolism =
| elimination_half-life = | elimination_half-life =
| excretion = | excretion = <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X --> | CAS_number = 467-15-2
| ATC_prefix = none
⚫ | pregnancy_category=
| ATC_suffix =
⚫ | legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| PubChem = 9925873
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| DrugBank =
⚫ | legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
⚫ | legal_US =
| legal_status = | ChemSpiderID = 8101508
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
⚫ | routes_of_administration =
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = 32W9P3T4ML
<!--Chemical data-->| C = 17
| H = 19
| N = 1
| O = 3
⚫ | synonyms =
| smiles = COC1=C2C3=C(C453(CCN4)(O2)(C=C5)O)C=C1
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C17H19NO3/c1-20-13-5-2-9-8-11-10-3-4-12(19)16-17(10,6-7-18-11)14(9)15(13)21-16/h2-5,10-12,16,18-19H,6-8H2,1H3/t10-,11+,12-,16-,17-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = HKOIXWVRNLGFOR-KOFBORESSA-N
}} }}


⚫ '''Norcodeine''' is an ] ] that is the N-demethylated derivative of ]. It has relatively little ] activity in its own right,<ref>{{cite journal | vauthors = Fraser HF, Isbell H, Vanhorn GD | title = Human pharmacology and addiction liability of norcodeine | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 129 | pages = 172–7 | date = June 1960 | pmid = 13824628 }}</ref> but is formed as a metabolite of codeine following ingestion.<ref name="pmid6716978">{{cite journal | vauthors = Posey BL, Kimble SN | title = High-performance liquid chromatographic study of codeine, norcodeine, and morphine as indicators of codeine ingestion | journal = Journal of Analytical Toxicology | volume = 8 | issue = 2 | pages = 68–74 | date = 1984 | pmid = 6716978 | doi = 10.1093/jat/8.2.68 }}</ref>
'''Norcodeine''' is an ] analogue that is the N-demethylated derivative of ].


Norcodeine is a Schedule I Narcotic controlled substance in the US with the ACSCN of 9309 and zero annual manufacturing quota. The salts in use are the acetate (free base conversion ratio 0.826), hydroiodide (0.662), hydrochloride (0.759), nitrate (0.819), platinichloride (0.582), and sulphate (0.744).<ref>{{Cite web | title = Quotas - 2014 | url=http://www.deadiversion.usdoj.gov/fed_regs/quotas/2014/fr0825.htm | work = DEA Diversion Control Division }}</ref>
⚫ Norcodeine has relatively little opioid activity in its own right,<ref>Fraser HF, Isbell H, Van Horn GD. Human pharmacology and addiction liability of norcodeine. ''Journal of Pharmacology and Experimental Therapeutics''. 1960 Jun;129:172-7. PMID 13824628</ref> but is formed as a metabolite of codeine following ingestion.<ref>Posey BL, Kimble SN. High-performance liquid chromatographic study of codeine, norcodeine, and morphine as indicators of codeine ingestion. ''Journal of Analytical Toxicology''. 1984 Mar-Apr;8(2):68-74. PMID 6716978.</ref>


== See also ==
* ]


== References == == References ==
{{reflist}} {{Reflist}}
{{Opioidergics}}


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