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meparfynol

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meparfynol

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Methylpentynol (also known as methylparafynol, trade names Dormison, Atemorin, Oblivon) is a tertiary pentynol with hypnotic/sedative and anticonvulsant effects and an exceptionally low therapeutic index. It was discovered by Bayer in 1913 and was used shortly thereafter for the treatment of insomnia, but its use was quickly phased out in response to newer drugs with far more favorable safety profiles.

Chemical data

Formula
C6H10O
Molecular weight
98.14 g/mol
IUPAC name
3-methylpent-1-yn-3-ol
SMILES
CCC(C)(C#C)O
InChIKey
QXLPXWSKPNOQLE-UHFFFAOYSA-N
XLogP
0.8
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
98.073
Show 3 more facts
Commons category
Methylpentynol
chemical formula
C₆H₁₀O
canonical SMILES
CCC(C)(C#C)O
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

4 sections
Contents
  • Synthesis
  • Applications
  • See also
  • References

Methylpentynol (also known as methylparafynol, trade names Dormison, Atemorin, Oblivon) is a tertiary pentynol with hypnotic/sedative and anticonvulsant effects and an exceptionally low therapeutic index. It was discovered by Bayer in 1913 and was used shortly thereafter for the treatment of insomnia, but its use was quickly phased out in response to newer drugs with far more favorable safety profiles.

The drug was marketed again in the United States, Europe and elsewhere from 1956 well into the 1960s as a rapid-acting sedative. The drug was quickly overshadowed at that point by benzodiazepines and is no longer sold anywhere.

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