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difemetorex

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EntityQ5275248· pop 9· linked from 1,678 articles

difemetorex

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Also known as diphemethoxidine

Difemetorex (INN) or diphemethoxidine (USAN) is a central nervous system (CNS) stimulant drug introduced in France in 1966 by the pharmaceutical company, Ciba-Geigy; it was briefly used as an appetite suppressant and weight loss aid into the early 1970s, sold under the brand name Cleofil. A member of the piperidine chemical class, difemetorex was described as having such a disruptive and intolerable side effect of insomnia that patient drug compliance suffered and frequency of clinical use decreased, resulting in withdrawal from the market and cessation of production, availability, accessibili

Chemical data

Formula
C20H25NO
Molecular weight
295.4 g/mol
IUPAC name
2-(2-benzhydrylpiperidin-1-yl)ethanol
SMILES
C1CCN(C(C1)C(C2=CC=CC=C2)C3=CC=CC=C3)CCO
InChIKey
UHZJPVXMMCFPNR-UHFFFAOYSA-N
XLogP
3.9
Polar surface area
23.5 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
295.194
Show 3 more facts
chemical formula
C₂₀H₂₅NO
canonical SMILES
C1CCN(C(C1)C(C2=CC=CC=C2)C3=CC=CC=C3)CCO
Commons category
Difemetorex
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Synthesis
  • See also
  • References

Difemetorex (INN) or diphemethoxidine (USAN) is a central nervous system (CNS) stimulant drug introduced in France in 1966 by the pharmaceutical company, Ciba-Geigy; it was briefly used as an appetite suppressant and weight loss aid into the early 1970s, sold under the brand name Cleofil. A member of the piperidine chemical class, difemetorex was described as having such a disruptive and intolerable side effect of insomnia that patient drug compliance suffered and frequency of clinical use decreased, resulting in withdrawal from the market and cessation of production, availability, accessibility, and overall recognition among related substances. It is only known to have been marketed in France, and has remained virtually non-existent in the current era.

thumb|center|500px|class=skin-invert-image|Synthesis of difemetorex

Excerpted from Wikipedia’s “difemetorex” article, available under the CC BY-SA 4.0 licence.

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