Phentermine

Phentermine (phenyl-tertiary-butylamine), with several brand names including Ionamin and Sentis, is a medication used together with diet and exercise to treat obesity. It is taken by mouth for up to a few weeks at a time, after which the benefits subside. It is also available as the combination phentermine/topiramate.

Phentermine
Clinical data
Trade namesAdipex-p, Duromine, Metermine, Suprenza, others
Other namesα-methyl-amphetamine
α,α-dimethylphenethylamine
AHFS/Drugs.comMonograph
MedlinePlusa682187
License data
Pregnancy
category
  • AU: B3
Dependence
liability
Limited
Addiction
liability
Low
Routes of
administration
By mouth
Drug classAppetite suppressant
ATC code
Legal status
Legal status
Pharmacokinetic data
BioavailabilityHigh (almost complete)
Protein bindingApproximately 96.3%
MetabolismLiver
Elimination half-life25 hours, urinary pH-dependent
ExcretionUrinary (62–85% unchanged)
Identifiers
  • 2-methyl-1-phenylpropan-2-amine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.004.112
Chemical and physical data
FormulaC10H15N
Molar mass149.237 g·mol−1
3D model (JSmol)
  • NC(Cc1ccccc1)(C)C
  • InChI=1S/C10H15N/c1-10(2,11)8-9-6-4-3-5-7-9/h3-7H,8,11H2,1-2H3 Y
  • Key:DHHVAGZRUROJKS-UHFFFAOYSA-N Y
  (verify)

Common side effects include a fast heart beat, high blood pressure, trouble sleeping, dizziness, and restlessness. Serious side effects may include abuse, but do not include pulmonary hypertension or valvular heart disease, as the latter were caused by the fenfluramine component of the fen-phen drug combination. Use is not recommended during pregnancy or breastfeeding, or with SSRIs or MAO inhibitors. It works mainly as an appetite suppressant, likely as a result of being a CNS stimulant. Chemically, phentermine is a substituted amphetamine.

Phentermine was approved for medical use in the United States in 1959. It is available as a generic medication. In 2020, it was the 181st most commonly prescribed medication in the United States, with more than 3 million prescriptions. Phentermine was withdrawn from the market in the United Kingdom in 2000, while the combination medication fen-phen, of which it was a part, was withdrawn from the market in 1997 due to side effects of fenfluramine which caused increased levels of circulating serotonin which stimulated serotonin receptors on heart valves and thus causing valve insufficiency and leading to primary pulmonary hypertension (PPH). According to the NIH (National Institutes of Health) there is no evidence that phentermine causes PPH.

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