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WIN-2299

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WIN-2299
Names

Preferred IUPAC name 2-(Diethylamino)ethyl cyclopentyl(hydroxy)(thiophen-2-yl)acetate
Identifiers
CAS Number	15421-88-2^Y 3737-35-7 (HCl)^Y
3D model (JSmol)	Interactive image
ChemSpider	141215
ECHA InfoCard	100.035.835
EC Number	239-435-8
PubChem CID	160714
CompTox Dashboard(EPA)	DTXSID60934958
InChI InChI=1S/C17H27NO3S/c1-3-18(4-2)11-12-21-16(19)17(20,14-8-5-6-9-14)15-10-7-13-22-15/h7,10,13-14,20H,3-6,8-9,11-12H2,1-2H3 Key: ASXBIKGZCPZCAN-UHFFFAOYSA-N InChI=1/C17H27NO3S/c1-3-18(4-2)11-12-21-16(19)17(20,14-8-5-6-9-14)15-10-7-13-22-15/h7,10,13-14,20H,3-6,8-9,11-12H2,1-2H3 Key: ASXBIKGZCPZCAN-UHFFFAOYAH
SMILES O=C(OCCN(CC)CC)C(O)(C1CCCC1)C2=CC=CS2
Properties
Chemical formula	C₁₇H₂₇NO₃S
Molar mass	325.47 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

WIN-2299 is ananticholinergic drug.^[1] Human reactions to WIN-2299 include sedation (2 mg),LSD-like reactions (6 mg), and an acutedelirious episode (10 mg).^[2]

References

[edit]

^Luduena, FP; Lands, AM (1954). "An investigation of the pharmacological actions of three potent antispasmodic compounds and their corresponding metho-salts".The Journal of Pharmacology and Experimental Therapeutics.110 (3):282–92.PMID 13143475.
^Pennes, HH; Hoch, PH (1957). "Psychotomimetics, clinical and theoretical considerations: Harmine, Win-2299 and nalline".The American Journal of Psychiatry.113 (10):887–92.doi:10.1176/ajp.113.10.887.PMID 13402982.

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

Muscarinic acetylcholine receptor modulators

mAChRsTooltip Muscarinic acetylcholine receptors

Agonists

Antagonists

Precursors
(andprodrugs)

See also: Receptor/signaling modulators; Nicotinic acetylcholine receptor modulators; Acetylcholine metabolism/transport modulators

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