Benzphetamine

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Benzphetamine
Benzphetamine.svg
Benzphetamine 3d.gif
Systematic (IUPAC) name
(2S)-N-benzyl-N-methyl-1-phenylpropan-2-amine
Clinical data
Trade names Didrex, Recede
AHFS/Drugs.com Consumer Drug Information
Pregnancy
category
  • US: X (Contraindicated)
Legal status
Dependence
liability
High[1]
Routes of
administration
oral
Pharmacokinetic data
Protein binding 75–99%
Biological half-life 4-6 Hours
Identifiers
CAS Number 156-08-1 YesY
ATC code None
PubChem CID 5311017
DrugBank DB00865 YesY
ChemSpider 4470556 YesY
UNII 0M3S43XK27 YesY
ChEBI CHEBI:3044 YesY
ChEMBL CHEMBL1201358 N
Synonyms N-benzyl-N-methylamphetamine
Chemical data
Formula C17H21N
Molar mass 239.355 g/mol
 NYesY (what is this?)  (verify)

Benzphetamine (brand name Didrex) is a substituted amphetamine used short-term along with a doctor-approved, reduced-calorie diet, exercise, and behavioral program for weight loss. It is prescribed for obesity in individuals who have been unable to lose weight through exercise and dieting alone. It is a prodrug to amphetamine.[2]

Benzphetamine is an anorectic, primarily promoting weight loss through reduced appetite. Benzphetamine also slightly increases metabolism.

Pharmacology[edit]

Benzphetamine is a sympathomimetic amine and is classified as an anorectic. The drug's main function is to reduce appetite, which in turn reduces caloric intake.

Although the mechanism of action of the sympathomimetic appetite suppressants in the treatment of obesity is not fully known, these medications have pharmacological effects similar to those of amphetamines. Amphetamine and related sympathomimetic medications (such as benzphetamine) are thought to stimulate the release of norepinephrine and/or dopamine from storage sites in nerve terminals of the lateral hypothalamic feeding center, thereby producing a decrease in appetite. This release is mediated through the binding of benzphetamine to VMAT2 and inhibiting its function, causing a release of these neurotransmitters into the synaptic cleft through their reuptake transporters. Tachyphylaxis and tolerance have been demonstrated with all drugs of this class.[citation needed]

Benzphetamine has a half-life of 4-6 hours.[3]

Contraindications[edit]

Benzphetamine is contraindicated in patients with advanced arteriosclerosis, symptomatic cardiovascular disease, moderate to severe hypertension, hyper-thyroidism, known hypersensitivity or idiosyncrasy to sympathomimetic amines, and glaucoma, or who have recently used a MAOI. Benzphetamine should not be given to patients who are in an agitated state or who have a history of drug abuse.[4]

Controlled substance classification[edit]

Benzphetamine is unique in its classification as a Schedule III drug in the United States. (Most members of the amphetamine family are classified in the more highly regulated Schedule II.) Benzphetamine is metabolized by the human body into amphetamine and methamphetamine, making it one of a number of drugs to undergo in vivo conversion to a substance of higher addiction and abuse potential.[5]

References[edit]

  1. ^ "Benzphetamine". Toxnet. 
  2. ^ AHC Media, LLC (17 March 2014). Pediatric Trauma Care II: A clinical reference for physicians and nurses caring for the acutely injured child. AHC Media, LLC. pp. 118–. ISBN 978-1-934863-59-6. 
  3. ^ Woo, Teri. Pharmacotherapeutics for Advanced Practice Nurse Prescribers, 4th Edition. p. 226. ISBN 978-0-8036-3827-3. 
  4. ^ "Benzphetamine". Toxnet. 
  5. ^ Musshoff F (February 2000). "Illegal or legitimate use? Precursor compounds to amphetamine and methamphetamine". Drug Metab. Rev. 32 (1): 15–44. doi:10.1081/DMR-100100562. PMID 10711406.