NAV

Mirfentanil

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Mirfentanil
DrugBank Accession Number
DB09175
Background

Mirfentanil is a derivative of fentanyl that presents high selectivity for the mu opioid receptor. At lower doses, it antagonizes the analgesic effects of alfentanil and substitutes for naloxone in morphine-treated monkeys; however, it also reverses naloxone-precipitated withdrawal in pigeons trained to discriminate morphine from naloxone. At high doses, it exhibits analgesic activity which is not fully reversed by opioid antagonists, suggesting that the drug has both opioid and non-opioid mechanisms of action.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 376.46
Monoisotopic: 376.189926029
Chemical Formula
C22H24N4O2
Synonyms
  • Mirfentanil
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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
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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

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenethylamines. These are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenethylamines
Direct Parent
Phenethylamines
Alternative Parents
2-heteroaryl carboxamides / Furoic acid and derivatives / Aralkylamines / Pyrazines / Imidolactams / Piperidines / Heteroaromatic compounds / Tertiary carboxylic acid amides / Amino acids and derivatives / Trialkylamines
show 6 more
Substituents
2-heteroaryl carboxamide / Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Carboxamide group / Carboxylic acid derivative / Furan / Furoic acid or derivatives
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Q2U943H24P
CAS number
117523-47-4
InChI Key
BJZZDOLVVLWFHN-UHFFFAOYSA-N
InChI
InChI=1S/C22H24N4O2/c27-22(20-7-4-16-28-20)26(21-17-23-11-12-24-21)19-9-14-25(15-10-19)13-8-18-5-2-1-3-6-18/h1-7,11-12,16-17,19H,8-10,13-15H2
IUPAC Name
N-[1-(2-phenylethyl)piperidin-4-yl]-N-(pyrazin-2-yl)furan-2-carboxamide
SMILES
O=C(N(C1CCN(CCC2=CC=CC=C2)CC1)C1=NC=CN=C1)C1=CC=CO1

References

General References
Not Available
PubChem Compound
60698
PubChem Substance
310265084
ChemSpider
54703
BindingDB
50017404
ChEMBL
CHEMBL161084
Wikipedia
Mirfentanil

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility0.105 mg/mLALOGPS
logP2.49ALOGPS
logP2.19Chemaxon
logS-3.6ALOGPS
pKa (Strongest Basic)8.41Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area62.47 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity107.92 m3·mol-1Chemaxon
Polarizability40.36 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-707a3a607c03db14676c
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-057i-0039000000-dc7ddd944db8c8031df0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0059-0149000000-4660caa47fe02373870d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fh9-1194000000-c9359f4242e44ded7b8f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0563-3922000000-281334fcf734db25bfa8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00b9-2982000000-b7fd1f2ebac8680efcee
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-203.9843343
predicted
DarkChem Lite v0.1.0
[M-H]-182.21606
predicted
DeepCCS 1.0 (2019)
[M+H]+203.3192343
predicted
DarkChem Lite v0.1.0
[M+H]+184.57407
predicted
DeepCCS 1.0 (2019)
[M+Na]+202.8608343
predicted
DarkChem Lite v0.1.0
[M+Na]+191.72531
predicted
DeepCCS 1.0 (2019)

Drug created at October 14, 2015 21:02 / Updated at February 21, 2021 18:52