Clobenzorex

Stimulant drug used as an appetite suppressant From Wikipedia, the free encyclopedia

Clobenzorex

Clobenzorex (primarily branded Asenlix) is a stimulant drug of the amphetamine chemical class in use since the 1970s as an anorectic and appetite suppressant.[2]

Quick Facts Clinical data, Other names ...
Clobenzorex
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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
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 Y
  • Key:LRXXRIXDSAEIOR-UHFFFAOYSA-N Y
  (verify)
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The drug is legally distributed in Mexico under the trade name Asenlix' (manufactured by Aventis), although generic brands exist includingDinintel, Finedal, Rexigen, and Ivotril).

Chemistry

Chemically, clobenzorex is an N-substituted amphetamine prodrug that is metabolized primarily into 4-hydroxyclobenzorex after ingestion, with small amounts also metabolized into dextroamphetamine.[3] In commercial production, clobenzorex is supplied as the hydrochloride salt in green-tinted capsules.

Synthesis

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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).

Detection in urine

Clobenzorex can be detected in urine, which can cause false positives for workplace drug screening.[7] It is one of many drugs that can cause false positives for amphetamine urine drug screening.[8] It may be differentiated from amphetamine use through testing for metabolites such as 4-hydroxyclobenzorex[9] or enantiomeric analysis.[7]

Recreational use

The use of clobenzorex is banned by the World Anti-Doping Agency for use during sports competitions.[10]

Summarize
Perspective

United States of America

Clobenzorex is legal in the United States for personal possession,[11] as it is not specifically restricted by the Controlled Substances Act of 1970, nor is it regulated as a derivative of benzphetamine under the Federal Analogue Act.

Clobenzorex is not approved for medical use by the U.S. Food and Drug Administration, and hence is neither prescribed nor available for sale over the counter or behind the counter, as is the case with sales of ephedrine and pseudoephedrine products in the U.S. since 2006.

U.S. Customs and Border Patrol does not control or limit imports of clobenzorex for personal when alternative approved treatments are unavailable; or in the case of an orphan drug, often obscure, rarely stocked, or limited in quantity, if not unavailable. Likewise, the U.S. Drug Enforcement Administration does not interfere in the personal use of clobenzorex when the medication has been prescribed or refilled by a foreign-licensed health care provider or dispensed at a non-U.S. pharmacy. [dead link][citation needed]

Canada

In Canada, clobenzorex is not specifically listed in the CDSA, however due to structural similarity with nor benzphetamine, it is schedule I under item 19(17).[citation needed]

United Kingdom

In the United Kingdom, clobenzorex is a Class B controlled drug.[12] In Brazil it's a controlled prohibited psychotropic (class A3).[13]

See also

References

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