CAR-302,196

CAR-302,196
Identifiers
	IUPAC name (1-methylpiperidin-4-yl) 2-cyclopentyl-2-hydroxypent-3-ynoate;
CAS Number	53034-67-6 ;
PubChem CID	198289;
ChemSpider	171624;
UNII	TNG83KQW4H;
CompTox Dashboard (EPA)	DTXSID30967536 ;
Chemical and physical data
Formula	C16H25NO3
Molar mass	279.380 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCC(CC1)OC(=O)C(O)(C#CC)C2CCCC2;
	InChI InChI=1S/C16H25NO3/c1-3-10-16(19,13-6-4-5-7-13)15(18)20-14-8-11-17(2)12-9-14/h13-14,19H,4-9,11-12H2,1-2H3; Key:GKCPDYHGDHCIJL-UHFFFAOYSA-N;
	(verify)

CAR-302,196 (also known as PCMG or just by its code number 302196) is a moderately potent and relatively short lasting anticholinergic deliriant drug, 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-302,196 was found to be only around 1/4 the potency of QNB, but its onset of action was much faster at only a few minutes, and the duration far shorter at only 2–3 hours. A fast-acting and short-lasting anticholinergic drug was felt to be more desirable for some applications.^[1]^[2]

References

^ National Research Council (US) Panel on Anticholinesterase Chemicals; National Research Council (US) Panel on Anticholinergic Chemicals (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. Vol. 1. The National Academies Press. pp. 206–207. 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] National Research Council (US) Panel on Anticholinesterase Chemicals; National Research Council (US) Panel on Anticholinergic Chemicals (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. Vol. 1. The National Academies Press. pp. 206–207. 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]

Identifiers

IUPAC name (1-methylpiperidin-4-yl) 2-cyclopentyl-2-hydroxypent-3-ynoate
CAS Number	53034-67-6^Y
PubChem CID	198289
ChemSpider	171624
UNII	TNG83KQW4H
CompTox Dashboard (EPA)	DTXSID30967536
Chemical and physical data
Formula	C₁₆H₂₅NO₃
Molar mass	279.380 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1CCC(CC1)OC(=O)C(O)(C#CC)C2CCCC2
InChI InChI=1S/C16H25NO3/c1-3-10-16(19,13-6-4-5-7-13)15(18)20-14-8-11-17(2)12-9-14/h13-14,19H,4-9,11-12H2,1-2H3 Key:GKCPDYHGDHCIJL-UHFFFAOYSA-N
(verify)

CAR-302,196

See also

References