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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H19NO3.ClH
Molecular Weight 321.799
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORCODEINE HYDROCHLORIDE

SMILES

Cl.COC1=C2O[C@H]3[C@@H](O)C=C[C@H]4[C@H]5CC(C=C1)=C2[C@@]34CCN5

InChI

InChIKey=PNRHAWADPSUWEX-GBWBWFAWSA-N
InChI=1S/C17H19NO3.ClH/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/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

Description

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.

CNS Activity

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2752
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
High-performance liquid chromatographic study of codeine, norcodeine, and morphine as indicators of codeine ingestion.
1984-03-01
Methadone maintenance and narcotic blocking drugs. Appendix.
1977-10
Human pharmacology and addiction liability of norcodeine.
1960-06
Patents

Patents

JP2694156B2
4

Sample Use Guides

In Vivo Use Guide
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 Mon Mar 31 22:02:44 GMT 2025
Edited
by admin
on Mon Mar 31 22:02:44 GMT 2025
Record UNII
QUW7VTW6JW
Record Status Validated (UNII)
Record Version
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Name Type Language
N-NORCODEINE HYDROCHLORIDE
Preferred Name English
NORCODEINE HYDROCHLORIDE
Common Name English
MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-, HYDROCHLORIDE, (5.ALPHA.,6.ALPHA.)-
Systematic Name English
Code System Code Type Description
CAS
14648-14-7
Created by admin on Mon Mar 31 22:02:44 GMT 2025 , Edited by admin on Mon Mar 31 22:02:44 GMT 2025
PRIMARY
PUBCHEM
60196311
Created by admin on Mon Mar 31 22:02:44 GMT 2025 , Edited by admin on Mon Mar 31 22:02:44 GMT 2025
PRIMARY
FDA UNII
QUW7VTW6JW
Created by admin on Mon Mar 31 22:02:44 GMT 2025 , Edited by admin on Mon Mar 31 22:02:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID7048906
Created by admin on Mon Mar 31 22:02:44 GMT 2025 , Edited by admin on Mon Mar 31 22:02:44 GMT 2025
PRIMARY
Related Record Type Details
Structure of NORCODEINE HYDROCHLORIDE TRIHYDRATE
SOLVATE->ANHYDROUS
Structure of NORCODEINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of NORCODEINE
ACTIVE MOIETY
NIH
NCATS
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