U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H29NO
Molecular Weight 311.4611
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOMETHADYL

SMILES

CC[C@H](O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=QIRAYNIFEOXSPW-PXNSSMCTSA-N
InChI=1S/C21H29NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17,20,23H,5,16H2,1-4H3/t17-,20-/m0/s1

HIDE SMILES / InChI

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
139 ng/mL
80 mg 1 times / 2 days steady-state, oral
dose: 80 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DINORACETYLMETHADOL plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
184 ng/mL
80 mg 1 times / 2 days steady-state, oral
dose: 80 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
NORACYMETHADOL plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
188 ng/mL
80 mg 1 times / 2 days steady-state, oral
dose: 80 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
LEVOMETHADYL ACETATE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
5892 ng × h/mL
80 mg 1 times / 2 days steady-state, oral
dose: 80 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
DINORACETYLMETHADOL plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
6056 ng × h/mL
80 mg 1 times / 2 days steady-state, oral
dose: 80 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
NORACYMETHADOL plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2995 ng × h/mL
80 mg 1 times / 2 days steady-state, oral
dose: 80 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
LEVOMETHADYL ACETATE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
3 mg/kg multiple, oral
Studied dose
Dose: 3 mg/kg
Route: oral
Route: multiple
Dose: 3 mg/kg
Sources:
unhealthy, 23 - 57 years
n = 6
Health Status: unhealthy
Condition: heroin dependency
Age Group: 23 - 57 years
Sex: M+F
Population Size: 6
Sources:
Disc. AE: Cardiotoxicity...
AEs leading to
discontinuation/dose reduction:
Cardiotoxicity (6 patients)
Sources:
AEs

AEs

AESignificanceDosePopulation
Cardiotoxicity 6 patients
Disc. AE
3 mg/kg multiple, oral
Studied dose
Dose: 3 mg/kg
Route: oral
Route: multiple
Dose: 3 mg/kg
Sources:
unhealthy, 23 - 57 years
n = 6
Health Status: unhealthy
Condition: heroin dependency
Age Group: 23 - 57 years
Sex: M+F
Population Size: 6
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
minor
minor
minor
minor
minor
minor
minor
minor
yes
likely (co-administration study)
Comment: the addition of drugs that induce this enzyme (such as rifampin, phenobarbital, and phenytoin) or inhibit this enzyme (such as ketoconazole, erythromycin, and saquinavir) could increase the levels of parent drug or its active metabolites in a patient that was previously at steady-state, and this could potentially precipitate serious arrhythmias, including torsade de pointes
Name Type Language
LEVOMETHADYL
VANDF   WHO-DD  
Common Name English
Levomethadyl [WHO-DD]
Common Name English
(-)-.ALPHA.-METHADOL
Common Name English
(3S,6S)-METHADOL
Common Name English
LEVOMETHADYL [VANDF]
Common Name English
(-)-6-(DIMETHYLAMINO)-4,4-DIPHENYL-3-HEPTANOL
Systematic Name English
Code System Code Type Description
CAS
14019-10-4
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY
CHEBI
6441
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID70161253
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY
RXCUI
237005
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY RxNorm
SMS_ID
100000089491
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY
PUBCHEM
3041256
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY
FDA UNII
QZH7WR4VKJ
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY
EVMPD
SUB14352MIG
Created by admin on Fri Dec 15 15:44:13 GMT 2023 , Edited by admin on Fri Dec 15 15:44:13 GMT 2023
PRIMARY