CAR-226,086
Identifiers
  • [(1R,2S,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-2-yl] (2R)-2-cyclopentyl-2-hydroxy-2-phenylacetate
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC21H29NO3
Molar mass343.467 g·mol−1
3D model (JSmol)
  • CN1[C@H]2CC[C@@H]1[C@H](CC2)OC(=O)[C@@](C3CCCC3)(C4=CC=CC=C4)O
  • InChI=1S/C21H29NO3/c1-22-17-11-13-18(22)19(14-12-17)25-20(23)21(24,16-9-5-6-10-16)15-7-3-2-4-8-15/h2-4,7-8,16-19,24H,5-6,9-14H2,1H3/t17-,18+,19-,21-/m0/s1 ☒N
  • Key:LZCYWXGWYVKLRQ-JTJHWIPRSA-N ☒N
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CAR-226,086 is a potent anticholinergic deliriant drug with a fairly long duration of action, related to the chemical warfare agent 3-quinuclidinyl benzilate (QNB). It was developed under contract to Edgewood Arsenal during the 1960s as part of the US military chemical weapons program, during research to improve upon the properties of earlier agents such as QNB.

CAR-226,086 was relatively poorly researched compared to other compounds in the series, but notably was found to have the highest central to peripheral effects ratio out of all compounds tested, even higher than that of other CNS-selective agents such as EA-3443.[1][2]

See also

References

  1. ^ Commission on Life Sciences (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. Vol. 1. The National Academies Press. pp. 196–199.
  2. ^ Ketchum JS (2006). Chemical Warfare Secrets Almost Forgotten. A Personal Story of Medical Testing of Army Volunteers with Incapacitating Chemical Agents During the Cold War. ChemBooks Inc. ISBN 978-1-4243-0080-8.


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