CAR-302,668

CAR-302,668 (302668, α-isopropylmandelic acid (1-methyl-1,2,3,6-tetrahydro-4-pyridyl)methyl ester) is an anticholinergic deliriant drug,[1] invented under contract to Edgewood Arsenal in the 1960s. It is a reasonably potent incapacitating agent with an ED50 of 4μg/kg and a long duration of action of around 16-24 hours.[2]

CAR-302,668
Identifiers
IUPAC name
  • (1-methyl-3,6-dihydro-2H-pyridin-4-yl)methyl 2-hydroxy-3-methyl-2-phenylbutanoate
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC18H25NO3
Molar mass303.402 g·mol−1
3D model (JSmol)
SMILES
  • CC(C)C(C1=CC=CC=C1)(C(=O)OCC2=CCN(CC2)C)O
InChI
  • InChI=1S/C18H25NO3/c1-14(2)18(21,16-7-5-4-6-8-16)17(20)22-13-15-9-11-19(3)12-10-15/h4-9,14,21H,10-13H2,1-3H3
  • Key:VZCBERXKHILZBM-UHFFFAOYSA-N

See also

References
  1. US 4584378, Treves GR, Baum BM, "Anticholinergic Compounds.", issued 22 April 1986, assigned to FMC Corp.
  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. p. 320-326. ISBN 978-1-4243-0080-8.



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