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Clobenzorex

Clobenzorex

FieldValue
verifiedrevid437142503
IUPAC_nameN-(2-chlorobenzyl)-1-phenylpropan-2-amine
imageClobenzorex_structure.svg
image_classskin-invert-image
Drugs.com
legal_AU
legal_BRF2
legal_BR_comment
legal_CASchedule I
legal_USUnscheduled
legal_UKClass B
routes_of_administrationOral
excretion
CAS_number_Ref
CAS_number13364-32-4
ATC_prefixA08
ATC_suffixAA08
PubChem71675
DrugBank_Ref
ChemSpiderID_Ref
ChemSpiderID64732
UNII_Ref
UNII4A5352XI2A
KEGG_Ref
KEGGD07115
ChEMBL_Ref
ChEMBL1213251
<!--Chemical data-->C16
H18
Cl1
N1
smilesClc1ccccc1CNC(C)Cc2ccccc2
StdInChI_Ref
StdInChI1S/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
StdInChIKey_Ref
StdInChIKeyLRXXRIXDSAEIOR-UHFFFAOYSA-N
synonymsN-(2-chlorobenzyl)amphetamine

| Drugs.com =

| elimination_half-life =

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.

A prodrug of amphetamine, clobenzorex is metabolized within hours of ingestion into 4-hydroxyclobenzorex and, in smaller amounts, amphetamine.

Chemistry

Synthesis

doi = 10.1002/jlcr.2590060310 }}</ref>

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

References

References

  1. Anvisa. (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
  2. (2005). "Handbook of Forensic Drug Analysis.". Elsevier.
  3. (February 1997). "Clobenzorex: evidence for amphetamine-like behavioral actions". Pharmacology, Biochemistry, and Behavior.
  4. (January 1966). "[New derivatives of phenylisopropylamine: synthesis and study of their anorexic activity]". Annales Pharmaceutiques Françaises.
  5. "New substituted benzylamines and their salts and process for preparation".
  6. (July 1970). "Synthèse du chlorhydrate de (+)-N-(o-chlorobenzyl) α-methyl phénéthylamine marqué en position 7 par 14C (chlorhydrate de clobenzorex).". Journal of Labelled Compounds.
  7. (2018-01-02). "Forensic Toxicology". Academic Press.
  8. (2018-02-23). "On Call Psychiatry E-Book: On Call Series". Elsevier Health Sciences.
  9. (2001-04-01). "Amphetamine, Clobenzorex, and 4-Hydroxyclobenzorex Levels Following Multidose Administration of Clobenzorex". Journal of Analytical Toxicology.
  10. Anvisa. (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial". [[Diário Oficial da União]].
  11. "Misuse of Drugs Act 1971 (c. 38): SCHEDULE 2: Controlled Drugs". Office of Public Sector Information.
  12. Boos, Terrence. (April 6, 2023). "Clobenzorex Letter".
  13. (28 June 2021). "Is it legal for me to personally import drugs?". Food and Drug Administration.
  14. (September 2022). "World Anti-Doping Code International Standard Prohibited List 2023".
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