CAR-226,086

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 ;
PubChem CID	3049107;
ChemSpider	2311303 ;
CompTox Dashboard (EPA)	DTXSID401028493 ;
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 ; Key:LZCYWXGWYVKLRQ-JTJHWIPRSA-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]

References

^ 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.
^ 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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[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.

[1]

[2]

See also

References