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Delirant drug
CAR-302,282
(1-methylpiperidin-4-yl) 2-hydroxy-5-methyl-2-phenylhex-5-en-3-ynoate
CAS Number
PubChem
CID
ChemSpider
ChEMBL
CompTox Dashboard (
EPA )
Formula C 19 H 23 N O 3
Molar mass 313.397 g·mol−1 3D model (
JSmol )
CC(=C)C#CC(C1=CC=CC=C1)(C(=O)OC2CCN(CC2)C)O
InChI=1S/C19H23NO3/c1-15(2)9-12-19(22,16-7-5-4-6-8-16)18(21)23-17-10-13-20(3)14-11-17/h4-8,17,22H,1,10-11,13-14H2,2-3H3
Key:HNFSQQPBCHYZKE-UHFFFAOYSA-N
CAR-302,282 (302282 , NSC-263548 , α-(3-Methylbut-1-yn-3-enyl)mandelic acid 1-methyl-4-piperidyl ester ) is an
anticholinergic
deliriant drug,
[1]
[2] invented under contract to
Edgewood Arsenal in the 1960s. It is a potent incapacitating agent with an ED50 of 1.2μg/kg and a high central to peripheral effects ratio, and a relatively short duration of action compared to other similar drugs of around 6-10 hours. Despite its favorable properties it was relatively little researched compared to more high profile compounds from the series such as
EA-3167 and
EA-3580 .
[3]
See also
References
^ Baumgold J, Abood LG, Aronstam R (March 1977). "Studies on the relationship of binding affinity to psychoactive and anticholingergic potency of a group of psychotomimetic glycolates". Brain Research . 124 (2): 331–40.
doi :
10.1016/0006-8993(77)90889-7 .
PMID
843950 .
S2CID
35326203 .
^
US 4465834 , Baum BM, Stange H, "Anticholinergic Drugs.", issued 14 August 1984
^ 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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