Difemetorex

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Difemetorex
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • Withdrawn
Identifiers
  • 2-[2-(diphenylmethyl)piperidin-1-yl]ethanol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC20H25NO
Molar mass295.426 g·mol−1
3D model (JSmol)
  • OCCN1C(CCCC1)C(c2ccccc2)c3ccccc3

Difemetorex (INN; sold as Cleofil; also known as diphemethoxidine) is a stimulant drug of the piperidine class which was used as an appetite suppressant, but produced intolerable side effects such as insomnia which limited its clinical use.[1][2][3][4][5] It was introduced in France by Ciba-Geigy in 1966 but is now no longer marketed.[6]

Synthesis

Alkylation of desoxypipradrol with ethylene oxide gives difemetorex.[7]

Synthesis of difemetorex

See also

References

  1. ^ Isbell H, Chrusciel TL (1970). "Dependence liability of "non-narcotic" drugs". Bulletin of the World Health Organization. 43 Suppl (Suppl): 1–111. PMC 2427633. PMID 4949109.
  2. ^ Stepanek J, Zolliker VR (June 1971). "[Circulatory effects of the anorectic Diphemethoxidine compared with the effects of Amphetamine and Aminorex]". Archives Internationales de Pharmacodynamie et de Therapie. 191 (2): 376–99. PMID 5089225.
  3. ^ Stepanek J (September 1972). "[Alteration of the acid-base equilibrium by the anorectic diphemethoxidine in comparison with the effect of amphetamine and aminorex]". Archives Internationales de Pharmacodynamie et de Therapie. 199 (1): 122–38. PMID 5072180.
  4. ^ Hall JA, Morton I (1999). Concise dictionary of pharmacological agents: properties and synonyms. Kluwer Academic. ISBN 0-7514-0499-3.
  5. ^ "The use of common stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances" (PDF). Retrieved 2010-03-23.[dead link]
  6. ^ Brudon P (1983). Médicaments pour tous en l'an 2000?: les multinationales pharmaceutiques suisses face au tiers monde : l'exemple du Mexique. France: Editions d'En bas. p. 207. ISBN 2-8290-0039-0.
  7. ^ GB 861815, "New hydroxyalkyl-piperidines", issued 1961, assigned to CIBA Ltd