α-Methylacetylfentanyl
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Identification
- Generic Name
- α-Methylacetylfentanyl
- DrugBank Accession Number
- DB01532
- Background
α-Methylacetylfentanyl is an analog of fentanyl with opioid analgesic properties. It was categorized under the Schedule I in the US and it was illegally sold in early 1980. α-Methylacetylfentanyl synthesis process is very similar to α-methylfentanyl with the substitution of the acetic anhydride for the production of chemical propionic anhydride in the synthesis.
- Type
- Small Molecule
- Groups
- Illicit
- Structure
- Weight
- Average: 336.4705
Monoisotopic: 336.220163528 - Chemical Formula
- C22H28N2O
- Synonyms
- Acetyl-alpha-methylfentanyl
- alphamethylacetylfentanyl
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.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Phenethylamines
- Direct Parent
- Amphetamines and derivatives
- Alternative Parents
- Acetanilides / Phenylpropanes / Aralkylamines / Piperidines / Tertiary carboxylic acid amides / Acetamides / Trialkylamines / Amino acids and derivatives / Azacyclic compounds / Organopnictogen compounds show 3 more
- Substituents
- Acetamide / Acetanilide / Amine / Amino acid or derivatives / Amphetamine or derivatives / Anilide / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Carbonyl group show 15 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 0O1GKW2BQO
- CAS number
- 101860-00-8
- InChI Key
- OKTLVZBUKMRPLL-UHFFFAOYSA-N
- InChI
- InChI=1S/C22H28N2O/c1-18(17-20-9-5-3-6-10-20)23-15-13-22(14-16-23)24(19(2)25)21-11-7-4-8-12-21/h3-12,18,22H,13-17H2,1-2H3
- IUPAC Name
- N-phenyl-N-[1-(1-phenylpropan-2-yl)piperidin-4-yl]acetamide
- SMILES
- CC(CC1=CC=CC=C1)N1CCC(CC1)N(C(C)=O)C1=CC=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 62307
- PubChem Substance
- 46507041
- ChemSpider
- 56102
- Wikipedia
- %CE%91-Methylacetylfentanyl
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 0.022 mg/mL ALOGPS logP 4.09 ALOGPS logP 3.53 Chemaxon logS -4.2 ALOGPS pKa (Strongest Basic) 9.01 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 23.55 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 103.27 m3·mol-1 Chemaxon Polarizability 39.97 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.955 Blood Brain Barrier + 0.9908 Caco-2 permeable + 0.6875 P-glycoprotein substrate Substrate 0.6579 P-glycoprotein inhibitor I Inhibitor 0.6235 P-glycoprotein inhibitor II Non-inhibitor 0.6464 Renal organic cation transporter Inhibitor 0.6297 CYP450 2C9 substrate Non-substrate 0.7868 CYP450 2D6 substrate Non-substrate 0.5211 CYP450 3A4 substrate Substrate 0.6368 CYP450 1A2 substrate Non-inhibitor 0.8659 CYP450 2C9 inhibitor Non-inhibitor 0.9177 CYP450 2D6 inhibitor Inhibitor 0.5098 CYP450 2C19 inhibitor Non-inhibitor 0.7252 CYP450 3A4 inhibitor Non-inhibitor 0.861 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7654 Ames test Non AMES toxic 0.8844 Carcinogenicity Non-carcinogens 0.8876 Biodegradation Not ready biodegradable 0.8682 Rat acute toxicity 2.7430 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8834 hERG inhibition (predictor II) Inhibitor 0.6335
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0f6x-4690000000-b77f5fce6d8e116924e0 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-000j-0049000000-0545b0db6ad8ad539af6 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0169000000-40c1754996c1bb5fd606 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0009000000-1fadf297b0ef769dc1b4 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0fg6-5893000000-31274627195f2528ab94 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-7293000000-a01bab4cbbebaf520d92 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00xr-0940000000-7e76b44c43500d0e625a 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]- 178.25368 predictedDeepCCS 1.0 (2019) [M+H]+ 180.61165 predictedDeepCCS 1.0 (2019) [M+Na]+ 188.23627 predictedDeepCCS 1.0 (2019)
Drug created at July 31, 2007 13:10 / Updated at June 12, 2020 16:51