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Nicodicodine

From Wikipedia, the free encyclopedia
Opioid antitussive and analgesic drug
Pharmaceutical compound
Nicodicodine
Structural formula
Ball-and-stick model
Clinical data
Other namesNicodicodeine, 6-Nicotinoyldihydrocodeine, Nicodicodina,[1] Nicodicodinum[1]
Routes of
administration
Oral, intravenous
ATC code
  • none
Legal status
Legal status
Identifiers
  • (5alpha,6alpha)-3-Methoxy-17-methyl-4,5-epoxymorphinan-6-yl pyridine-3-carboxylate[7]
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.011.241Edit this at Wikidata
Chemical and physical data
FormulaC24H26N2O4
Molar mass406.482 g·mol−1
3D model (JSmol)
  • CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(CC4)OC(=O)C6=CN=CC=C6
  • InChI=InChI=1S/C24H26N2O4/c1-26-11-9-24-16-6-8-19(29-23(27)15-4-3-10-25-13-15)22(24)30-21-18(28-2)7-5-14(20(21)24)12-17(16)26/h3-5,7,10,13,16-17,19,22H,6,8-9,11-12H2,1-2H3/t16-,17+,19-,22-,24-/m0/s1
  • Key:GTGRMWCOZHEYRL-MJFIPZRTSA-N
 ☒NcheckY (what is this?)  (verify)

Nicodicodine is anopioid developed as a cough suppressant andanalgesic.[8] Synthesized in 1904, it is not commonly used, but has activity similar to other opioids.[8] Nicodicodine is metabolised in the liver by demethylation to produce6-nicotinoyldihydromorphine, and subsequently further metabolised todihydromorphine. Since the final active metabolite is the slightly stronger opiate dihydromorphine rather than morphine, nicodicodine can be expected to be marginally more potent and longer acting thannicocodeine. Side effects are similar to those of other opioids and includeitching,nausea andrespiratory depression.

References

[edit]
  1. ^ab"Nicodicodine [INN:BAN:DCF] | SIELC".www.sielc.com. 16 May 2018. Retrieved12 January 2019.
  2. ^"Drugs Misuse Regulation 1987".www.legislation.qld.gov.au. Office of the Queensland Parliamentary Counsel. Retrieved10 January 2019.
  3. ^Anvisa (2023-03-31)."RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).Diário Oficial da União (published 2023-04-04).Archived from the original on 2023-08-03. Retrieved2023-08-03.
  4. ^"Misuse of Drugs Act 1971".www.legislation.gov.uk. Retrieved10 January 2019.
  5. ^"The International Drug Control Conventions".undocs.org. United Nations. Retrieved10 January 2019.
  6. ^"Anlage II BtMG - Einzelnorm".www.gesetze-im-internet.de.
  7. ^"Chemistry Dashboard".comptox.epa.gov. U.S. Environmental Protection Agency. Archived fromthe original on January 11, 2019. Retrieved10 January 2019.
  8. ^abStolberg VB (2016).Painkillers: History, Science, and Issues. ABC-CLIO. p. 110.ISBN 978-1-4408-3532-2. Retrieved12 January 2019.
μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others


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