Levacetylmethadol hydrochlorideProduct ingredient for Levacetylmethadol

Name
Levacetylmethadol hydrochloride
Drug Entry
Levacetylmethadol

Levacetylmethadol is a narcotic analgesic with a long onset and duration of action. It is used mainly in the treatment of narcotic dependence.

Levacetylmethadol was withdrawn from use in the European Union due to its high risk of QT interval prolongation. The production of levacetylmethadol in the US has ceased as well.2,1

Accession Number
DBSALT001444
Structure
Synonyms
Levomethadyl acetate HCl / Levomethadyl Acetate Hydrochloride
UNII
B54CW5KG52
CAS Number
43033-72-3
Weight
Average: 389.96
Monoisotopic: 389.212157
Chemical Formula
C23H32ClNO2
InChI Key
UXBPQRGCVJOTNT-COBSGTNCSA-N
InChI
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
IUPAC Name
(3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl acetate hydrochloride
SMILES
Cl.CC[C@H](OC(C)=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
ChemSpider
36016
ChEBI
6442
ChEMBL
CHEMBL1200817
Wikipedia
Levacetylmethadol
Predicted Properties
PropertyValueSource
Water Solubility0.00179 mg/mLALOGPS
logP4.78ALOGPS
logP4.88Chemaxon
logS-5.3ALOGPS
pKa (Strongest Basic)9.87Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area29.54 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity117.86 m3·mol-1Chemaxon
Polarizability40.64 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon