NAV

Amfecloral

Identification

Generic Name
Amfecloral
DrugBank Accession Number
DB08924
Background

Amfecloral is a stimulant drug of the phenethylamine and amphetamine chemical classes. For a short period of time, it was available under the brand Acutran and indicated as an appetite suppressant, but this product no longer exists. It acts as a prodrug which splits to form amphetamine and chloral hydrate, similarly to clobenzorex and related compounds, except that the N-substituent, in this case, yields a compound that is active in its own right. The chloral hydrate metabolite is a gabaminergic sedative/hypnotic, and would in theory counteract some of the stimulant effects of the amphetamine metabolite. This would produce an effect similar to the amphetamine/barbiturate combinations previously used in psychiatric medications.

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 264.579
Monoisotopic: 263.00353251
Chemical Formula
C11H12Cl3N
Synonyms
  • Amfecloral
  • Amphecloral
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Pharmacology

Indication

Used as an appetite suppressant.

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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

Products

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International/Other Brands
Acutran

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
Phenylpropanes / Shiff bases / Propargyl-type 1,3-dipolar organic compounds / Organopnictogen compounds / Organochlorides / Hydrocarbon derivatives / Alkyl chlorides
Substituents
Aldimine / Alkyl chloride / Alkyl halide / Amphetamine or derivatives / Aromatic homomonocyclic compound / Hydrocarbon derivative / Imine / Organic 1,3-dipolar compound / Organic nitrogen compound / Organochloride
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
6015XOA0BI
CAS number
5581-35-1
InChI Key
VBZDETYCYXPOAK-OVCLIPMQSA-N
InChI
InChI=1S/C11H12Cl3N/c1-9(15-8-11(12,13)14)7-10-5-3-2-4-6-10/h2-6,8-9H,7H2,1H3/b15-8+
IUPAC Name
(E)-(1-phenylpropan-2-yl)(2,2,2-trichloroethylidene)amine
SMILES
CC(CC1=CC=CC=C1)\N=C\C(Cl)(Cl)Cl

References

General References
Not Available
KEGG Drug
D02926
PubChem Compound
21759
PubChem Substance
175427157
ChemSpider
20451
ChEBI
135924
ChEMBL
CHEMBL2105544
Wikipedia
Amfecloral

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 Solubility0.000298 mg/mLALOGPS
logP4.72ALOGPS
logP4.04Chemaxon
logS-6ALOGPS
pKa (Strongest Basic)4.36Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area12.36 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity67.97 m3·mol-1Chemaxon
Polarizability25.36 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00kf-8910000000-50f8895064bea6959693
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-3e9ad044efad251f5860
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9810000000-9b95f6adbe9bab6c3307
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0090000000-c66ea68936514c2c08ef
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9550000000-4f68588bdc8a97909b68
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dl-5190000000-e4a5baffe2270cdfdbbc
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0pvu-6940000000-754247570ddde1a0ec1b
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]-149.62218
predicted
DeepCCS 1.0 (2019)
[M+H]+152.01775
predicted
DeepCCS 1.0 (2019)
[M+Na]+158.0259
predicted
DeepCCS 1.0 (2019)

Drug created at October 08, 2013 20:24 / Updated at February 21, 2021 18:52