ORG-37684

ORG-37684
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name (3S)-3-[(2,3-dihydro-5-methoxy-1H-inden-4-yl)oxy]pyrrolidine;
CAS Number	213007-95-5;
PubChem CID	9794656;
IUPHAR/BPS	171;
ChemSpider	7970423;
CompTox Dashboard (EPA)	DTXSID201029269 ;
Chemical and physical data
Formula	C14H19NO2
Molar mass	233.311 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c1c(OC)ccc2c1CCC2)[C@H]3CCNC3;
	InChI InChI=1S/C14H19NO2/c1-16-13-6-5-10-3-2-4-12(10)14(13)17-11-7-8-15-9-11/h5-6,11,15H,2-4,7-9H2,1H3/t11-/m0/s1; Key:QDJAYXYEXHVXJV-NSHDSACASA-N;
	(verify)

ORG-37684 is a drug developed by Organon, which acts as a potent and selective agonist for the 5-HT₂ receptor family, including of the serotonin 5-HT_2C, 5-HT_2B, and 5-HT_2A receptors, in that order of potency.^[1]^[2]^[3] It has anorectic effects in animal studies and has been researched as a potential weight loss drug for use in humans.^[4] ORG-37684 produces the head-twitch response, a behavioral proxy of psychedelic effects, and hence may be hallucinogenic in humans.^[1]

References

^ ^a ^b Vickers SP, Easton N, Malcolm CS, Allen NH, Porter RH, Bickerdike MJ, Kennett GA (2001). "Modulation of 5-HT(2A) receptor-mediated head-twitch behaviour in the rat by 5-HT(2C) receptor agonists". Pharmacol Biochem Behav. 69 (3–4): 643–652. doi:10.1016/s0091-3057(01)00552-4. PMID 11509227.
^ Adams D, Duncton M (2001). "Efficient Synthesis of the 5-Ht2C Receptor Agonist, Org 37684". Synthetic Communications. 31 (13): 2029–2036. doi:10.1081/SCC-100104420. S2CID 83706335.
^ Knight AR, Misra A, Quirk K, Benwell K, Revell D, Kennett G, Bickerdike M (August 2004). "Pharmacological characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors". Naunyn-Schmiedeberg's Archives of Pharmacology. 370 (2): 114–23. doi:10.1007/s00210-004-0951-4. PMID 15322733. S2CID 8938111.
^ Schreiber R, De Vry J (April 2002). "Role of 5-hT2C receptors in the hypophagic effect of m-CPP, ORG 37684 and CP-94,253 in the rat". Progress in Neuro-Psychopharmacology & Biological Psychiatry. 26 (3): 441–9. doi:10.1016/s0278-5846(01)00284-6. PMID 11999893. S2CID 25689931.

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