ORG-37684

Last updated
ORG-37684
ORG-37684.svg
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • (3S)-3-[(2,3-dihydro-5-methoxy-1H-inden-4-yl)oxy]pyrrolidine
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H19NO2
Molar mass 233.311 g·mol−1
3D model (JSmol)
  • O(c1c(OC)ccc2c1CCC2)[C@H]3CCNC3
  • 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-HT2C, 5-HT2B, and 5-HT2A 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]

See also

References

  1. 1 2 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.
  2. 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.
  3. 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.
  4. 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.