Pentethylcyclanone

Pentethylcyclanone is an antitussive medication having molecular formula C16H25NO2 .

Pentethylcyclanone
Clinical data
Other namesCiclexanona, Cyclexanonum, Cyclexanone
Identifiers
  • 2-(Cyclopenten-1-yl)-2-(2-morpholin-4-ylethyl)cyclopentan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H25NO2
Molar mass263.381 g·mol−1
3D model (JSmol)
  • C1CC=C(C1)C2(CCCC2=O)CCN3CCOCC3
  • InChI=1S/C16H25NO2/c18-15-6-3-7-16(15,14-4-1-2-5-14)8-9-17-10-12-19-13-11-17/h4H,1-3,5-13H2 Y
  • Key:KUOYUNPLUMKQIF-UHFFFAOYSA-N Y

Synthesis

Pentethylcyclanone can be prepared by alkylation of the anion of the self-condensation product of cyclopentanone with N-(2-chloroethyl)-morpholine.[1]

Cyclexanone synthesis

References
  1. DE 1059901, Ueberwasser H, "Verfahren zur Herstellung von substituierten 2-Amino-alkylcycloalkanonen bzw, ihren Salzen [Process for the preparation of substituted 2-amino-alkylcycloalkanones or their salts]", published 1959-06-25, assigned to Ciba AG
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