α-Methylfentanyl

Identification

Name
α-Methylfentanyl
Accession Number
DB01557
Type
Small Molecule
Groups
Illicit
Description

α-Methylfentanyl (or alpha-Methylfentanyl) is an opioid analgesic that is an analog of fentanyl.

Structure
Thumb
Synonyms
  • alpha-methylfentanyl
Categories
UNII
8FU589W85C
CAS number
79704-88-4
Weight
Average: 350.4971
Monoisotopic: 350.235813592
Chemical Formula
C23H30N2O
InChI Key
NGTVDHYUFBKWID-UHFFFAOYSA-N
InChI
InChI=1S/C23H30N2O/c1-3-23(26)25(21-12-8-5-9-13-21)22-14-16-24(17-15-22)19(2)18-20-10-6-4-7-11-20/h4-13,19,22H,3,14-18H2,1-2H3
IUPAC Name
N-phenyl-N-[1-(1-phenylpropan-2-yl)piperidin-4-yl]propanamide
SMILES
CCC(=O)N(C1CCN(CC1)C(C)CC1=CC=CC=C1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
62281
PubChem Substance
46507153
ChemSpider
56081
ChEMBL
CHEMBL2022411
Wikipedia
Alpha-methylfentanyl

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.014 mg/mLALOGPS
logP4.49ALOGPS
logP4.23ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)9ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area23.55 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity107.9 m3·mol-1ChemAxon
Polarizability41.91 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9772
Blood Brain Barrier+0.9922
Caco-2 permeable+0.6836
P-glycoprotein substrateSubstrate0.691
P-glycoprotein inhibitor IInhibitor0.7175
P-glycoprotein inhibitor IINon-inhibitor0.8395
Renal organic cation transporterInhibitor0.55
CYP450 2C9 substrateNon-substrate0.8204
CYP450 2D6 substrateNon-substrate0.7506
CYP450 3A4 substrateSubstrate0.6467
CYP450 1A2 substrateNon-inhibitor0.7825
CYP450 2C9 inhibitorNon-inhibitor0.8839
CYP450 2D6 inhibitorNon-inhibitor0.5152
CYP450 2C19 inhibitorNon-inhibitor0.7555
CYP450 3A4 inhibitorNon-inhibitor0.8401
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6786
Ames testNon AMES toxic0.8713
CarcinogenicityNon-carcinogens0.8301
BiodegradationNot ready biodegradable0.8511
Rat acute toxicity3.1321 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8846
hERG inhibition (predictor II)Inhibitor0.6439
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Amphetamines and derivatives / Phenylpropanes / Anilides / Aralkylamines / Tertiary carboxylic acid amides / Trialkylamines / Amino acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organic oxides
show 2 more
Substituents
Fentanyl / Amphetamine or derivatives / Phenylpropane / Anilide / Aralkylamine / Monocyclic benzene moiety / Benzenoid / Tertiary carboxylic acid amide / Amino acid or derivatives / Carboxamide group
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on July 31, 2007 07:10 / Updated on December 01, 2017 14:45