Phentermine hydrochlorideProduct ingredient for Phentermine

Name
Phentermine hydrochloride
Drug Entry
Phentermine

Phentermine is a sympathomimetic amine anorectic agent and it was introduced in 1959 as part of an anti-obesity combination drug.1,2 It is chemically related to amphetamine and it is commonly referred to as an atypical amphetamine.4 Phentermine has not been reported an addictive potential which allows this agent to be classified under the Schedule IV drugs (low abuse potential).3

Phentermine was FDA approved for short-term weight management in 1959 and it became widely used in 1960. This initial product, formed by the combination of phentermine with fenfluramine and dexfenfluramine was discontinued after finding several reports of abnormal valves in nearly 30% of the consumers.6,8 Later on, phentermine was approved alone and in combination with topiramate in 2012 as a new alternative that required lower doses of phentermine to obtain the desired effect.5

Accession Number
DBSALT000138
Structure
Thumb
Synonyms
Phentermine HCl
UNII
0K2I505OTV
CAS Number
1197-21-3
Weight
Average: 185.694
Monoisotopic: 185.097127224
Chemical Formula
C10H16ClN
InChI Key
NCAIGTHBQTXTLR-UHFFFAOYSA-N
InChI
InChI=1S/C10H15N.ClH/c1-10(2,11)8-9-6-4-3-5-7-9;/h3-7H,8,11H2,1-2H3;1H
IUPAC Name
2-methyl-1-phenylpropan-2-amine hydrochloride
SMILES
Cl.CC(C)(N)CC1=CC=CC=C1
External Links
PubChem Compound
70969
ChemSpider
64130
ChEBI
50506
ChEMBL
CHEMBL1200912
Wikipedia
Phentermine
Predicted Properties
PropertyValueSource
Water Solubility0.757 mg/mLALOGPS
logP2.32ALOGPS
logP2.08ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)10.25ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity48.34 m3·mol-1ChemAxon
Polarizability17.84 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon