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
SMILES
O.O.O.Cl.COC1=CC=C2C[C@H]3NCC[C@@]45[C@@H](OC1=C24)[C@@H](O)C=C[C@@H]35
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
| 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.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13824628
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9140136
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
Edited
Mon Mar 31 18:04:37 GMT 2025
by
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on
Mon Mar 31 18:04:37 GMT 2025
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| Record UNII |
YZQ36Z2XSM
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| Record Status |
Validated (UNII)
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| Record Version |
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| Related Record | Type | Details | ||
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ANHYDROUS->SOLVATE | |||
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |
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