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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H19NO3.ClH.3H2O
Molecular Weight 375.844
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORCODEINE HYDROCHLORIDE TRIHYDRATE

SMILES

O.O.O.Cl.[H][C@]12C=C[C@H](O)[C@@H]3OC4=C5C(C[C@H]1NCC[C@@]235)=CC=C4OC

InChI

InChIKey=CELVQDHHUZWOEJ-PBHQHFOQSA-N
InChI=1S/C17H19NO3.ClH.3H2O/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;1H;3*1H2/t10-,11+,12-,16-,17-;;;;/m0..../s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C17H19NO3
Molecular Weight 285.3377
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Norcodeine is the N-demethylated derivative of codeine. It has relatively little opioid activity in its own right, but is formed as a metabolite of codeine following ingestion. Codeine and its other major metabolites codeine-6-glucuronide and norcodeine have weak affinity to opioid μ-receptors.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Methadone maintenance and narcotic blocking drugs. Appendix.
1977 Oct
Patents

Patents

Sample Use Guides

In a "cross-over” test, norcodeine (75 mg/80 kg) was given to 9 nontolerant subjects. Using a balanced cross-over plan, 5 nontolerant subjects received, in a 30-hour period, five doses of norcodeine in one experiment and five doses of codeine in another, the successive doses of both drugs being 75, 50, 50, 75 and 75 mg/80 kg.
Route of Administration: Oral
In Vitro Use Guide
Norcodeine (50 uM) was incubated with 5 mM to 100 mM of ethanol and the metabolism of both norethylmorphine and norcodeine was found to be inhibited by ethanol in a concentration-dependent manner.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:47 GMT 2023
Edited
by admin
on Fri Dec 15 15:39:47 GMT 2023
Record UNII
YZQ36Z2XSM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NORCODEINE HYDROCHLORIDE TRIHYDRATE
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-, HYDROCHLORIDE, TRIHYDRATE, (5.ALPHA.,6.ALPHA.)-
Systematic Name English
Code System Code Type Description
PUBCHEM
70139214
Created by admin on Fri Dec 15 15:39:47 GMT 2023 , Edited by admin on Fri Dec 15 15:39:47 GMT 2023
PRIMARY
FDA UNII
YZQ36Z2XSM
Created by admin on Fri Dec 15 15:39:47 GMT 2023 , Edited by admin on Fri Dec 15 15:39:47 GMT 2023
PRIMARY
CAS
6055-79-4
Created by admin on Fri Dec 15 15:39:47 GMT 2023 , Edited by admin on Fri Dec 15 15:39:47 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY