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Details

Stereochemistry ACHIRAL
Molecular Formula C20H25NO.C2H2O4
Molecular Weight 385.4535
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORMETHADONE OXALATE

SMILES

OC(=O)C(O)=O.CCC(=O)C(CCN(C)C)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=INMNKGOTEWCRST-UHFFFAOYSA-N
InChI=1S/C20H25NO.C2H2O4/c1-4-19(22)20(15-16-21(2)3,17-11-7-5-8-12-17)18-13-9-6-10-14-18;3-1(4)2(5)6/h5-14H,4,15-16H2,1-3H3;(H,3,4)(H,5,6)

HIDE SMILES / InChI
Molecular Formula C2H2O4
Molecular Weight 90.0349
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C20H25NO
Molecular Weight 295.4186
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Normethadone is a derivate of opioid analgetic methadone, used as component of antitussive drops in Canada. Illicit drug.

CNS Activity

CNS Active
4002

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Mu-type opioid receptor
61
Target ID: P33535|||Q64064
Gene ID: 25601.0
Gene Symbol: Oprm1
Target Organism: Rattus norvegicus (Rat)
Agonist
2752
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
Cophylac

Approved Use

Cough
Doses

Doses

DosePopulationAdverse events​
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Disc. AE: Hyporeflexia, Coma...
AEs leading to
discontinuation/dose reduction:
Hyporeflexia
Coma
Fever
Disseminated intravascular coagulation
Hepatocellular injury
Renal failure (grade 1)
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
15 drop 2 times / day multiple, oral
Recommended
Dose: 15 drop, 2 times / day
Route: oral
Route: multiple
Dose: 15 drop, 2 times / day
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
unhealthy, CHILD|ADOLESCENT|ADULT
Health Status: unhealthy
Age Group: CHILD|ADOLESCENT|ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
Disc. AE: Opioid abuse, Opioid type dependence...
AEs leading to
discontinuation/dose reduction:
Opioid abuse
Opioid type dependence
Respiratory depression (grade 3-5)
Neonatal opioid withdrawal syndrome (grade 4)
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
AEs

AEs

AESignificanceDosePopulation
Coma Disc. AE
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Disseminated intravascular coagulation Disc. AE
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Fever Disc. AE
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Hepatocellular injury Disc. AE
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Hyporeflexia Disc. AE
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Renal failure grade 1
Disc. AE
100 mg single, oral
Overdose
Dose: 100 mg
Route: oral
Route: single
Dose: 100 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
healthy, CHILD
Health Status: healthy
Age Group: CHILD
Sex: M
Food Status: UNKNOWN
Sources:
https://pubmed.ncbi.nlm.nih.gov/6481543/
Opioid abuse Disc. AE
15 drop 2 times / day multiple, oral
Recommended
Dose: 15 drop, 2 times / day
Route: oral
Route: multiple
Dose: 15 drop, 2 times / day
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
unhealthy, CHILD|ADOLESCENT|ADULT
Health Status: unhealthy
Age Group: CHILD|ADOLESCENT|ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
Opioid type dependence Disc. AE
15 drop 2 times / day multiple, oral
Recommended
Dose: 15 drop, 2 times / day
Route: oral
Route: multiple
Dose: 15 drop, 2 times / day
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
unhealthy, CHILD|ADOLESCENT|ADULT
Health Status: unhealthy
Age Group: CHILD|ADOLESCENT|ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
Respiratory depression grade 3-5
Disc. AE
15 drop 2 times / day multiple, oral
Recommended
Dose: 15 drop, 2 times / day
Route: oral
Route: multiple
Dose: 15 drop, 2 times / day
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
unhealthy, CHILD|ADOLESCENT|ADULT
Health Status: unhealthy
Age Group: CHILD|ADOLESCENT|ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
Neonatal opioid withdrawal syndrome grade 4
Disc. AE
15 drop 2 times / day multiple, oral
Recommended
Dose: 15 drop, 2 times / day
Route: oral
Route: multiple
Dose: 15 drop, 2 times / day
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
unhealthy, CHILD|ADOLESCENT|ADULT
Health Status: unhealthy
Age Group: CHILD|ADOLESCENT|ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
https://pdf.hres.ca/dpd_pm/00045654.PDF
PubMed

PubMed

TitleDatePubMed
Simultaneous screening and quantification of 25 opioid drugs in post-mortem blood and urine by liquid chromatography-tandem mass spectrometry.
2009 Apr 15

Sample Use Guides

In Vivo Use Guide
Cophylac (normethadone HCl 10 mg and p-hydroxyephedrine HCl 20 mg): 15 drops twice daily
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:16:03 GMT 2025
Edited
by admin
on Mon Mar 31 23:16:03 GMT 2025
Record UNII
3R57N9908J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-HEXANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, ETHANEDIOATE (1:1)
Preferred Name English
NORMETHADONE OXALATE
Common Name English
3-HEXANONE, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, OXALATE (1:1)
Systematic Name English
6-DIMETHYLAMINO-4,4-DIPHENYL-3-HEXANONE OXALATE
Systematic Name English
Code System Code Type Description
PUBCHEM
119025858
Created by admin on Mon Mar 31 23:16:03 GMT 2025 , Edited by admin on Mon Mar 31 23:16:03 GMT 2025
PRIMARY
CAS
6202-36-4
Created by admin on Mon Mar 31 23:16:03 GMT 2025 , Edited by admin on Mon Mar 31 23:16:03 GMT 2025
PRIMARY
FDA UNII
3R57N9908J
Created by admin on Mon Mar 31 23:16:03 GMT 2025 , Edited by admin on Mon Mar 31 23:16:03 GMT 2025
PRIMARY
Related Record Type Details
Structure of NORMETHADONE
SALT/SOLVATE -> PARENT
Structure of NORMETHADONE
PARENT -> SALT/SOLVATE
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