CAR-226,086

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

Identifiers
IUPAC name [(1R,2S,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-2-yl] (2R)-2-cyclopentyl-2-hydroxy-2-phenylacetate
CAS Number	64471-85-8^Y
PubChem CID	3049107
ChemSpider	2311303^N
Chemical and physical data
Formula	C21H29NO3
Molar mass	343.467 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CN1[C@H]2CC[C@@H]1[C@H](CC2)OC(=O)[C@@](C3CCCC3)(C4=CC=CC=C4)O
InChI 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 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

• EA-3167
• N-Methyl-3-piperidyl benzilate
• N-Ethyl-3-piperidyl benzilate
• Ditran

References

1. Commission on Life Sciences (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. Volume 1. The National Academies Press. pp. 196–199.
2. Ketchum JS (2006). Chemical Warfare Secrets Almost Forgotton. 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.