Pentethylcyclanone

Last updated

Pentethylcyclanone
Pentethylcyclanone.png
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
Formula C16H25NO2
Molar mass 263.381 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 Yes check.svgY
  • Key:KUOYUNPLUMKQIF-UHFFFAOYSA-N Yes check.svgY

Pentethylcyclanone is an antitussive medication. [1]

Synthesis

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

Cyclexanone synthesis Cyclexanone synthesis.png
Cyclexanone synthesis

References

  1. 1 2 Dutta S, Bhat NS (December 2021). "Catalytic Transformation of Biomass-Derived Furfurals to Cyclopentanones and Their Derivatives: A Review". ACS Omega. 6 (51): 35145–35172. doi:10.1021/acsomega.1c05861. PMC   8717399 . PMID   34984249.
  2. 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