methylpentynol methylpentynol methylpentynol (methylparafynol, dormison, atemorin, oblivon) is a tertiary hexynol 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. methylpentynolclinical datatrade namesoblivonroutes ofadministrationby mouthatc coden05cm15 (who) legal statuslegal status withdrawn identifiers iupac name 3-methylpent-1-yn-3-ol cas number77-75-8 ypubchem cid6494chemspider21106516 nuniib017bc5b1ncomptox dashboard (epa)dtxsid5021756 echa infocard100.000.960 chemical and physical dataformulac6h10omolar mass98.145 g·mol−13d model (jsmol)interactive image smiles ccc(c)(c#c)o inchi inchi=1s/c6h10o/c1-4-6(3,7)5-2/h1,7h,5h2,2-3h3 nkey:qxlpxwskpnoqle-uhfffaoysa-n n ny (what is this?) (verify) 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. synthesis methylpentynol is prepared by reaction of butanone (mek) with sodium acetylide. this reaction must be done in anhydrous conditions and in an inert atmosphere. applications as building block in the synthesis of: phthalofyne (1,2-benzenedicarboxylic acid, mono(1-ethyl-1-methyl-2-propynyl) ester) anansiol (1-ethyl-1-methylprop-2-ynyl carbamate) bason ( 2-bromoethynyl-2-butanol)