This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Summary
Levomethadone is a long-acting opioid agonist used clinically to manage opioid dependency. It is the racemate of methadone and is twice as potent.
- Generic Name
- Levomethadone
- DrugBank Accession Number
- DB13515
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Levomethadone (DB13515)
- Weight
- Average: 309.453
Monoisotopic: 309.209264493 - Chemical Formula
- C21H27NO
- Synonyms
- Levomethadone
Pharmacology
- Indication
Not Available
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Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Adjunct therapy in treatment of Opiate addiction •••••••••••• •••••••• - Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Levomethadone hydrochloride V57LC776C0 5967-73-7 FJQXCDYVZAHXNS-UNTBIKODSA-N
Categories
- ATC Codes
- N07BC05 — Levomethadone
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Diphenylmethanes
- Direct Parent
- Diphenylmethanes
- Alternative Parents
- Aralkylamines / Gamma-amino ketones / Trialkylamines / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- Amine / Aralkylamine / Aromatic homomonocyclic compound / Carbonyl group / Diphenylmethane / Gamma-aminoketone / Hydrocarbon derivative / Ketone / Organic nitrogen compound / Organic oxide
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 6Y75Z4E8NS
- CAS number
- 125-58-6
- InChI Key
- USSIQXCVUWKGNF-QGZVFWFLSA-N
- InChI
- InChI=1S/C21H27NO/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/h6-15,17H,5,16H2,1-4H3/t17-/m1/s1
- IUPAC Name
- (6R)-6-(dimethylamino)-4,4-diphenylheptan-3-one
- SMILES
- CCC(=O)C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
References
- General References
- Centre for Addiction and Mental Health (CAMH) - Methadone [Link]
- External Links
- ChemSpider
- 20904
- BindingDB
- 50223633
- 236913
- ChEBI
- 136003
- ChEMBL
- CHEMBL159659
- ZINC
- ZINC000001530706
- Wikipedia
- Levomethadone
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Active Not Recruiting Treatment Adverse Drug Reaction (ADR) / Arrhythmia / Effect of Drugs 1 1 Withdrawn Treatment Opioid Use Disorder, Moderate 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Solution Oral Solution Oral 5 MG/ML Tablet Oral 20 mg Tablet Oral 5 mg Syrup Oral 1 mg/ml Tablet Oral 10 mg Tablet Oral 2.5 mg Tablet Oral 30 mg Injection, solution, concentrate Oral 5 mg/ml - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0059 mg/mL ALOGPS logP 4.14 ALOGPS logP 5.01 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 18.78 Chemaxon pKa (Strongest Basic) 9.12 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 20.31 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 97.27 m3·mol-1 Chemaxon Polarizability 35.86 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0zmi-9080000000-839d5723e0bf5d89e7cb Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-2049000000-e4dc57c9820c45a073f6 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-0195000000-9ceca80e6194b023ef37 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0mvl-5091000000-bedeea2c566c5eed9730 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0aor-1590000000-acdafc2b8098d3d28d12 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-014i-2940000000-7725c672d6932f42dc70 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00b9-1910000000-27eccf3db1d5c07158a4 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 178.21494 predictedDeepCCS 1.0 (2019) [M+H]+ 180.57294 predictedDeepCCS 1.0 (2019) [M+Na]+ 187.6882 predictedDeepCCS 1.0 (2019)
Drug created at June 23, 2017 20:43 / Updated at May 19, 2021 03:45