CODOXIME

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H24N2O5
Molecular Weight	372.415
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C2O[C@H]3C(CC[C@H]4[C@H]5CC(C=C1)=C2[C@@]34CCN5C)=NOCC(O)=O

InChI

InChIKey=WKJYCUVUZIIMJA-OIBQYEROSA-N

InChI=1S/C20H24N2O5/c1-22-8-7-20-12-4-5-13(21-26-10-16(23)24)19(20)27-18-15(25-2)6-3-11(17(18)20)9-14(12)22/h3,6,12,14,19H,4-5,7-10H2,1-2H3,(H,23,24)/b21-13+/t12-,14+,19-,20-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H24N2O5
Molecular Weight	372.415
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6021586

Codoxime is a synthetic derivative of an opiate dihydrocodeinone. It differs from dihydrocodeinone by the substitution of a carboxymethyl oxime for the ketonic oxygen at carbon 6 of the dihydrocodeinone molecule. Codoxime has been proposed as an antitussive with prolonged duration of action. In a clinical trial conducted on prisoner volunteers in 1966, it was found that codoxime has a capacity to produce physical dependence of the morphine type.

Approval Year

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:40:05 GMT 2025` Edited by `admin` on `Wed Apr 02 07:40:05 GMT 2025`
Record UNII	JT5I2F57F7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CODOXIME

Official Name

English

IDS-NC-006

Preferred Name

English

codoxime [INN]

Common Name

English

DIHYDROCODEINONE O-(CARBOXYMETHYL)OXIME

Common Name

English

ACETIC ACID, (((4,5-EPOXY-3-METHOXY-17-METHYLMORPHINAN-6-YLIDENE)AMINO)OXY)-, (5.ALPHA.)-

Common Name

English

CODOXIME [USAN]

Common Name

English

[[(4,5?-Epoxy-3-methoxy-17-methylmorphinan-6-ylidene)amino]oxy]acetic acid

Systematic Name

English

Code System Code Type Description

NCI_THESAURUS

C169860