NORMETHADONE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H25NO
Molecular Weight	295.4186
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

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

InChI

InChIKey=WCJFBSYALHQBSK-UHFFFAOYSA-N

InChI=1S/C20H25NO/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

HIDE SMILES / InChI

Molecular Formula	C20H25NO
Molecular Weight	295.4186
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mu-type opioid receptor 61	Agonist 2,678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106	Primary		Approved 8,429	Cophylac

Doses

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Dose	Population	Adverse events
100 mg single, oral Overdose	healthy, CHILD	Disc. AE: Hyporeflexia, Coma...
15 drop 2 times / day multiple, oral Recommended	unhealthy, CHILD\|ADOLESCENT\|ADULT	Disc. AE: Opioid abuse, Opioid type dependence...

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AEs

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AE	Significance	Dose	Population
Coma	Disc. AE	100 mg single, oral Overdose	healthy, CHILD
Disseminated intravascular coagulation	Disc. AE	100 mg single, oral Overdose	healthy, CHILD
Fever	Disc. AE	100 mg single, oral Overdose	healthy, CHILD
Hepatocellular injury	Disc. AE	100 mg single, oral Overdose	healthy, CHILD
Hyporeflexia	Disc. AE	100 mg single, oral Overdose	healthy, CHILD

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PubMed

PubMed

Title	Date	PubMed
No data available in table

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
Record UNII	KR2L2A68XL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NORMETHADONE

Official Name

English

1,1-DIPHENYL-1-(2-DIMETHYLAMINOETHYL)-2-BUTANONE

Systematic Name

English

NORMETHADONE [MI]

Common Name

English

normethadone [INN]

Common Name

English

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

Systematic Name

English

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Classification Tree

Code System

Code

Sec. 1308.11 Schedule I.

DEA NO.

9635

Opium alkaloids and derivatives

WHO-ATC

R05DA06

Agent Affecting Nervous System

NCI_THESAURUS

C67413

Opium alkaloids and derivatives

WHO-VATC

QR05DA06

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Code System

Code

Type

Description

RXCUI

32009

PRIMARY

RxNorm

EPA CompTox

DTXSID6057748

PRIMARY

NCI_THESAURUS

C76843

PRIMARY

WIKIPEDIA

NORMETHADONE

PRIMARY

Normethadone (INN, BAN; brand names Cophylac, Dacartil, Eucopon, Mepidon, Noramidone, Normedon, and others), also known as desmethylmethadone or phenyldimazone, is a synthetic opioid analgesic and antitussive agent.Normethadone is listed under the Single Convention on Narcotic Drugs 1961 and is an Schedule I Narcotic controlled substance in the United States, with a DEA ACSCN of 9635 and an annual manufacturing quota of 2 grams.

DRUG CENTRAL

1969

PRIMARY

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Type

Details