Clobenzorex

Clobenzorex–marketed by Aventis under the brand name Asenlix; alternatively sold as Dinintel, Finedal, Rexigen, and Itravil–is a stimulant drug of the N-substituted amphetamine chemical class widely distributed, and commonly used, in Mexico as an appetite suppressant. A prodrug of dextroamphetamine, clobenzorex is metabolized within hours of ingestion into 4-hydroxyclobenzorex and, in smaller amounts, d-amphetamine.^[2][3]

Clobenzorex

Clinical data
Other names	N-(2-chlorobenzyl)amphetamine
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	A08AA08 (WHO)
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics)[1] CA: Schedule I UK: Class B US: Unscheduled
Identifiers
IUPAC name N-(2-chlorobenzyl)-1-phenylpropan-2-amine
CAS Number	13364-32-4 Y
PubChem CID	71675
ChemSpider	64732 Y
UNII	4A5352XI2A
KEGG	D07115 Y
ChEMBL	ChEMBL1213251 Y
CompTox Dashboard (EPA)	DTXSID7048409
ECHA InfoCard	100.033.108
Chemical and physical data
Formula	C16H18ClN
Molar mass	259.78 g·mol−1
3D model (JSmol)	Interactive image
SMILES Clc1ccccc1CNC(C)Cc2ccccc2
InChI 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
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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]

Legal Status

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 under trade names including Asenlix and Itravil. ^[7]

United Kingdom

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

United States

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

• 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
• is not being deceptively and unlawfully marketed
• 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

• Benzphetamine
• MDBZ
• N-Benzyl-2C-B
• Amfecloral