CAR-226,086

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Chemical compound
Pharmaceutical compound
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
PubChemCID
ChemSpider
CompTox Dashboard(EPA)
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 potentanticholinergicdeliriant drug with a fairly long duration of action, related to thechemical warfare agent3-quinuclidinyl benzilate (QNB). It was developed under contract toEdgewood Arsenal during the 1960s as part of theUS 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 asEA-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.doi:10.17226/740.ISBN 978-0-309-07759-0.PMID 25032448.
  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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