Codoxime

Codoxime (Codossima) is an opiate analogue that is a derivative of hydrocodone, where the 6-ketone group has been replaced by carboxymethyloxime. It has primarily antitussive effects[1] and was found to have moderate potential to cause dependence in animal studies.[2]

Codoxime

Clinical data
Other names	Codoxime
ATC code	none
Legal status
Legal status	CA: Schedule I DE: Anlage I (Authorized scientific use only) UN: Narcotic Schedule I
Identifiers
IUPAC name (((4,5α-Epoxy-3-methoxy-17-methylmorphinan-6-ylidene)amino)oxy)acetic acid
CAS Number	7125-76-0
PubChem CID	9570253
ChemSpider	7844721
UNII	JT5I2F57F7
KEGG	D03581
ChEMBL	ChEMBL2107300
ECHA InfoCard	100.027.660
Chemical and physical data
Formula	C20H24N2O5
Molar mass	372.421 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C(O)CO\N=C4\[C@@H]5Oc1c2c(ccc1OC)C[C@H]3N(CC[C@]25[C@H]3CC4)C

References

1. US granted 3153042, Jack Fishman, "Morphinone and Codeinone Derivatives", issued 13 October 1964, assigned to Mozes Juda Lowenstein
2. Jasinski DR, Martin WR (1967). "Assessment of the dependence-producing properties of dihydrocodeinone and codoxime". Clinical Pharmacology and Therapeutics. 8 (2): 266–70. doi:10.1002/cpt196782266. PMID 6021586.