NORMETHADONE HYDROBROMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H25NO.BrH
Molecular Weight	376.331
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=KGKFFPWBWBNMDK-UHFFFAOYSA-N

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

HIDE SMILES / InChI

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

Molecular Formula	BrH
Molecular Weight	80.912
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.rexall.ca/articles/view/1486/Cophylac

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

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mu-type opioid receptor 61 Target ID: P33535\|\|\|Q64064 Gene ID: 25601.0 Gene Symbol: Oprm1 Target Organism: Rattus norvegicus (Rat) Sources: http://www.ncbi.nlm.nih.gov/pubmed/7602488	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: http://www.rexall.ca/articles/view/1486/Cophylac	Primary		Approved 8583	Cophylac Approved Use Cough

Doses

Dose	Population	Adverse 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

AE	Significance	Dose	Population
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

Title	Date	PubMed
Simultaneous screening and quantification of 25 opioid drugs in post-mortem blood and urine by liquid chromatography-tandem mass spectrometry.	2009-04-15	19232849
Phenyl-substituted normethadones: synthesis and pharmacology.	1995-03	7602488

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 23:07:22 GMT 2025` Edited by `admin` on `Mon Mar 31 23:07:22 GMT 2025`
Record UNII	06USP7T2XG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NORMETHADONE HYDROBROMIDE

Common Name

English

3-HEXANONE, 6-DIMETHYLAMINO-4,4-DIPHENYL-, HYDROBROMIDE

Preferred Name

English

Code System Code Type Description

CAS

878764-02-4

Created by admin on Mon Mar 31 23:07:22 GMT 2025 , Edited by admin on Mon Mar 31 23:07:22 GMT 2025

PRIMARY

FDA UNII

06USP7T2XG

Created by admin on Mon Mar 31 23:07:22 GMT 2025 , Edited by admin on Mon Mar 31 23:07:22 GMT 2025

PRIMARY

PUBCHEM

119025811

Created by admin on Mon Mar 31 23:07:22 GMT 2025 , Edited by admin on Mon Mar 31 23:07:22 GMT 2025

PRIMARY

Related Record Type Details


					KR2L2A68XL

NORMETHADONE

SALT/SOLVATE -> PARENT

Comments:

APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)

Amount:


					KR2L2A68XL

NORMETHADONE

PARENT -> SALT/SOLVATE

Details

SMILES

InChI

DescriptionSources: http://www.rexall.ca/articles/view/1486/Cophylac

CNS Activity

Approval Year

Targets

Conditions

Approved Use

Doses

AEs

PubMed

Sample Use Guides

Description
Sources: http://www.rexall.ca/articles/view/1486/Cophylac