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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H31NO2.ClH
Molecular Weight 389.959
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOMETHADYL ACETATE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=UXBPQRGCVJOTNT-COBSGTNCSA-N
InChI=1S/C23H31NO2.ClH/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21;/h7-16,18,22H,6,17H2,1-5H3;1H/t18-,22-;/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 ACETATE HYDROCHLORIDE
MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN  
Official Name English
LEVACETYLMETHADOL HYDROCHLORIDE [MART.]
Common Name English
MK790
Code English
LEVOMETHADYL ACETATE HYDROCHLORIDE [MI]
Common Name English
ORLAAM
Brand Name English
LEVOMETHADYL ACETATE HCL
Common Name English
LEVOMETHADYL ACETATE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
MK-790
Code English
LEVOMETHADYL ACETATE HYDROCHLORIDE [USAN]
Common Name English
BENZENEETHANOL, .BETA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, ACETATE (ESTER), HYDROCHLORIDE, (S-(R*,R*))-
Common Name English
LEVOMETHADYL ACETATE HYDROCHLORIDE [VANDF]
Common Name English
(-)-(3S,6S)-6-(DIMETHYLAMINO)-4,4-DIPHENYL-3-HEPTANOL ACETATE (ESTER), HYDROCHLORIDE
Common Name English
Levomethadyl acetate hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
FDA ORPHAN DRUG 4784
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
NCI_THESAURUS C1506
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
Code System Code Type Description
CAS
43033-72-3
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
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WIKIPEDIA
Levomethadyl acetate hydrochloride
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
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DRUG BANK
DBSALT001444
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY
SMS_ID
100000089116
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL1514
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
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RXCUI
82043
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C47583
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY
CHEBI
6441
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY
USAN
GG-23
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY
MERCK INDEX
m6789
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY Merck Index
FDA UNII
B54CW5KG52
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
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EPA CompTox
DTXSID7020500
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
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PUBCHEM
39371
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
PRIMARY
EVMPD
SUB14353MIG
Created by admin on Fri Dec 15 15:14:21 GMT 2023 , Edited by admin on Fri Dec 15 15:14:21 GMT 2023
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