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Clobenzorex

Pharmaceutical compound From Wikipedia, the free encyclopedia

Clobenzorex is a central nervous system stimulant and anorectic drug, chemically classified as an N-substituted amphetamine and a phenethylamine. Marketed by Aventis under the trade name Asenlix in India, Mexico, Honduras, and other parts of Latin America.

Other namesN-(2-chlorobenzyl)amphetamine
ATC code
Quick facts Clinical data, Other names ...
Clobenzorex
Clinical data
Other namesN-(2-chlorobenzyl)amphetamine
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
Legal status
Legal status
Identifiers
  • N-(2-chlorobenzyl)-1-phenylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.033.108 Edit this at Wikidata
Chemical and physical data
FormulaC16H18ClN
Molar mass259.78 g·mol−1
3D model (JSmol)
  • Clc1ccccc1CNC(C)Cc2ccccc2
  • InChI=1S/C16H18ClN/c1-13(11-14-7-3-2-4-8-14)18-12-15-9-5-6-10-16(15)17/h2-10,13,18H,11-12H2,1H3 checkY
  • Key:LRXXRIXDSAEIOR-UHFFFAOYSA-N checkY
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A prodrug of amphetamine, clobenzorex is metabolized within hours of ingestion into 4-hydroxyclobenzorex and, in smaller amounts, amphetamine.[2][3]

Chemistry

Synthesis

Thieme Synthesis:[4] Patent:[5] Radiolabelled:[6]

Condensation between amphetamine (1) and 2-chlorobenzaldehyde (2) gives a Schiff-base, CID:135056236 (3). Subsequent reduction with sodium borohydride completed the synthesis of clobenzorex (4).

Urinalysis

Clobenzorex can be detected by urine drug screening.[7] It is one of many drugs that can cause a positive result for amphetamine in urine drug screening.[8] It may be differentiated from use of amphetamine itself through testing for metabolites such as 4-hydroxyclobenzorex[9] or enantiomeric analysis.[7]

Brazil

In Brazil, clobenzorex is a controlled prohibited psychotropic (class A3).[10]

Canada

In Canada, clobenzorex is not specifically listed per the Controlled Drugs and Substances Act.[citation needed]

Mexico

In Mexico, clobenzorex is available for sale over the counter at many Mexican pharmacies under the primary brand Asenlix, as well as generic trade names like Dinintel, Finedal, Rexigen, Itravil, all of which are available via prescription in India, and OTC in Mexico and Honduras, typically used as an appetite suppressant.[7]

United Kingdom

In the United Kingdom, clobenzorex is a controlled drug (class B).[11]

United States

Clobenzorex is not controlled under the Controlled Substances Act of 1970 nor is it controlled under the Federal Analogue Act, as it is a derivative of benzphetamine.[12] It is not subject to import controls and is legal to import and possess for personal medical use, provided all of the following conditions are met:[13]

  1. It is used to treat a condition with no FDA-approved medications or an orphan drug does not effectively treat a condition, and the risks of use have not been determined to outweigh to benefits of treatment;
  2. is not being deceptively and unlawfully marketed; and
  3. is part of an ongoing medical treatment plan that began in a foreign country.

World Anti-Doping Agency

The use of clobenzorex is banned by the World Anti-Doping Agency for use during sports competitions as an athletic performance enhancer ("doping").[14]

See also

References

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