Movatterモバイル変換

[0]ホーム

Jump to content

CAR-302,196

Edit links

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

CAR-302,196
Identifiers

IUPAC name (1-methylpiperidin-4-yl) 2-cyclopentyl-2-hydroxypent-3-ynoate
CAS Number	53034-67-6^Y
PubChemCID	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 asPCMG or just by its code number302196) is a moderately potent and relatively short lastinganticholinergic deliriant drug, related to thechemical warfare agent 3-Quinuclidinyl benzilate (QNB). It was developed under contract toEdgewood Arsenal during the 1960s as part of theUS 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

[edit]

^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.

v t e Hallucinogens
Psychedelics (5-HT_2A agonists)	Tryptamines (e.g.,DMT,psilocin,psilocybin,bufotenin,5-MeO-DMT,AMT) Phenethylamines (e.g.,mescaline,2C-B,DOM,MDA,TMA,2C-B-FLY,25I-NBOMe) Lysergamides (e.g.,LSD,ergine,isoergine) Others (e.g.,efavirenz,IHCH-7113,MK-212,quipazine,RH-34) For a full list of serotonergic psychedelics, see the navboxhere and the listhere instead.
Dissociatives (NMDA antagonists)	Arylcyclohexylamines (e.g.,ketamine (K),phencyclidine (PCP),methoxetamine (MXE),tiletamine) Adamantanes (e.g.,memantine,amantadine) Diarylethylamines (e.g.,diphenidine,ephenidine,methoxphenidine) Morphinans (e.g.,dextromethorphan (DXM),dextrorphan (DXO)) Inhalants (e.g.,nitrous oxide (N₂O),xenon (Xe)) Others (e.g.,alkyl nitrites/poppers,aptiganel,dexoxadrol,dizocilpine (MK-801),etoxadrol,selfotel) For a full list of dissociatives, see the navboxhere instead.
Deliriants (mACh antagonists)	Tropanes:Atropine Hyoscyamine Scopolamine (hyoscine) Antihistamines:Brompheniramine Chloropyramine Chlorphenamine (chlorpheniramine) Clemastine Cyclizine Cyproheptadine Dimenhydrinate Diphenhydramine Doxylamine Meclizine Mepyramine Pheniramine Phenyltoloxamine Promethazine Tripelennamine Triprolidine Others:Benactyzine Benapryzine (benaprizine) Benzatropine (benztropine) Biperiden BZ (QNB) CAR-226,086 CAR-301,060 CAR-302,196 CAR-302,282 CAR-302,668 CS-27349 Cycrimine Dicycloverine Ditran (JB-329) EA-3167 EA-3443 EA-3580 EA-3834 Flavoxate JB-318 JB-336 Orphenadrine Oxybutynin Procyclidine Tolterodine Trihexyphenidyl Tropicamide Tropine benzilate WIN-2299
KOR agonists	Salvinoids (terpenoids):2-EMSB 2-MMSB RB-64 (22-thiocyanatosalvinorin A) Salvinorin A Benzomorphans:Alazocine Bremazocine Cyclazocine Ketazocine Metazocine MR-2034 Pentazocine Phenazocine Morphinans:Butorphanol Cyclorphan Cyprenorphine Diprenorphine Heroin Levallorphan Levomethorphan Levorphanol Morphine Nalbuphine Nalmefene Nalorphine Oxilorphan Proxorphan Racemethorphan Racemorphan Xorphanol Arylacetamides:Enadoline LPK-26 Niravoline Spiradoline U-50488 U-69593 Others:HZ-2 Tifluadom
GABA_A agonists	Isoxazoles:Gaboxadol (THIP) Ibotenic acid (Amanita muscaria) Muscimol (Amanita muscaria) Indirect GABA_A receptor agonists:GABA_A receptor positive allosteric modulators (nonbenzodiazepines/Z-drugs) (e.g.,eszopiclone,zaleplon,zolpidem,zopiclone) GABA reuptake inhibitors (e.g.,CI-966)
Oneirogens (unknown mech.)	Harmala alkaloids/β-carbolines (e.g.,harmine,harmaline,tetrahydroharmine,6-methoxyharmalan,6-MeO-THH) (found inPeganum harmala,Banisteriopsis caapi) Iboga alkaloids/azepinoindoles (e.g.,ibogaine,noribogaine) (found inTabernanthe iboga)
Cannabinoids (CB₁ agonists)	Phytocannabinoids (e.g.,Δ⁹-THC (dronabinol),CBN,Δ⁸-THC) Synthetic cannabinoids (e.g.,nabilone,JWH-018,JWH-073,HU-210) For a full list of cannabinoids, see the navboxhere and the listhere instead.
Others	Aminochromes (e.g.,adrenochrome,adrenolutin) Carbogen Glaucine Hallucinogenic bolete mushrooms (e.g.,Lanmaoa asiatica) Jenkem Kykeon (Eleusinian Mysteries) Nutmeg (e.g.,myristicin,elemicin) Soma (haoma)
See also:Psychedelics Dissociatives Entactogens Stimulants Depressants List of hallucinogens