Lofentanil
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Lofentanil
- DrugBank Accession Number
- DB09174
- Background
Lofentanil is an analog of fentanyl and is one of the most potent opioids available today. It displays most similarity to carfentanil (4-carbomethoxyfentanyl) and is considered to be slightly more potent than this drug.
- Type
- Small Molecule
- Groups
- Illicit
- Structure
- Weight
- Average: 408.542
Monoisotopic: 408.241292898 - Chemical Formula
- C25H32N2O3
- Synonyms
- Lofentanil
Pharmacology
- Indication
Not Available
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- 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.
Drug Interaction Integrate drug-drug
interactions in your software1,2-Benzodiazepine The risk or severity of adverse effects can be increased when Lofentanil is combined with 1,2-Benzodiazepine. Acetazolamide The risk or severity of CNS depression can be increased when Acetazolamide is combined with Lofentanil. Acetophenazine The risk or severity of hypotension and CNS depression can be increased when Acetophenazine is combined with Lofentanil. Aclidinium The risk or severity of adverse effects can be increased when Aclidinium is combined with Lofentanil. Agomelatine The risk or severity of CNS depression can be increased when Agomelatine is combined with Lofentanil. - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as fentanyls. These are compounds containing the fentanyl moiety or a derivative, which is based on a N-(1-(2-phenylethyl)-4-piperidinyl)-N-phenylpropanamide skeleton.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Piperidines
- Sub Class
- Fentanyls
- Direct Parent
- Fentanyls
- Alternative Parents
- Alpha amino acids and derivatives / Piperidinecarboxylic acids / Phenethylamines / Anilides / Aralkylamines / Tertiary carboxylic acid amides / Methyl esters / Trialkylamines / Monocarboxylic acids and derivatives / Azacyclic compounds show 4 more
- Substituents
- Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Anilide / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group show 18 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 7H7YQ564XV
- CAS number
- 61380-40-3
- InChI Key
- IMYHGORQCPYVBZ-NLFFAJNJSA-N
- InChI
- InChI=1S/C25H32N2O3/c1-4-23(28)27(22-13-9-6-10-14-22)25(24(29)30-3)16-18-26(19-20(25)2)17-15-21-11-7-5-8-12-21/h5-14,20H,4,15-19H2,1-3H3/t20-,25+/m1/s1
- IUPAC Name
- methyl (3R,4S)-3-methyl-1-(2-phenylethyl)-4-(N-phenylpropanamido)piperidine-4-carboxylate
- SMILES
- CCC(=O)N(C1=CC=CC=C1)[C@]1(CCN(CCC2=CC=CC=C2)C[C@H]1C)C(=O)OC
References
- General References
- Not Available
- External Links
- PubChem Compound
- 10070040
- PubChem Substance
- 310265083
- ChemSpider
- 8245580
- BindingDB
- 50027473
- ChEMBL
- CHEMBL28198
- ZINC
- ZINC000004216763
- PDBe Ligand
- EID
- Wikipedia
- Lofentanil
- PDB Entries
- 7t2h
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0166 mg/mL ALOGPS logP 3.93 ALOGPS logP 4.15 Chemaxon logS -4.4 ALOGPS pKa (Strongest Basic) 8.36 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 49.85 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 118.79 m3·mol-1 Chemaxon Polarizability 46.15 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0011900000-c09a49fc803278af21db Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-056r-0019500000-016fd9488a52c755b6d7 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0pb9-2367900000-83e16e3ea92b95bccb81 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4m-9244000000-0ad8869d6a6593cf8a5e Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4l-4953300000-b5b92446fcc8f841f3c0 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-5691000000-ad06b92afb3ac9b48fa9 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]- 192.62276 predictedDeepCCS 1.0 (2019) [M+H]+ 194.98076 predictedDeepCCS 1.0 (2019) [M+Na]+ 201.07393 predictedDeepCCS 1.0 (2019)
Drug created at October 14, 2015 20:58 / Updated at February 21, 2021 18:52