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Nicodicodine

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Pharmaceutical compound
Nicodicodine
Clinical data
Other names6-Nicotinoyldihydrocodeine
Routes of
administration		Oral, intravenous
ATC code
  • none
Legal status
Legal status
Identifiers
IUPAC name
  • (5α,6α)-3-methoxy- 17-methyl- 4,5-epoxymorphinan- 6-yl nicotinate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.011.241 Edit this at Wikidata
Chemical and physical data
FormulaC24H26N2O4
Molar mass406.474 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C(O45Oc1c2c(ccc1OC)C3N(CC253CC4)C)c6cccnc6
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
  (verify)

Nicodicodeine is an opiate derivative developed as a cough suppressant and analgesic. Synthesized in 1904, it is not commonly used, but has activity similar to other opiates. Nicodicodeine is metabolised in the liver by demethylation to produce 6-nicotinoyldihydromorphine, and subsequently further metabolised to dihydromorphine. Since the final active metabolite is the slightly stronger opiate dihydromorphine rather than morphine, nicodicodeine can be expected to be marginally more potent and longer acting than nicocodeine. Side effects are similar to those of other opiates and include itching, nausea and respiratory depression.


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