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(Top) 1 See also 2 References

Ricasetron

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Ricasetron

Clinical data

ATC code

none

Identifiers

IUPAC name

endo-N-(8-Methyl-8-azabicyclo[3.2.1]oct-3yl)-2,3-dihydro-3,3-dimethyl-indole-1-carboxamide

CAS Number

117086-68-7^Y

PubChem CID

14850173

IUPHAR/BPS

2302

ChemSpider

16736765^N

UNII

R92JB88O88

ChEMBL

ChEMBL2105377^N

Chemical and physical data

Formula

C₁₉H₂₇N₃O

Molar mass

313.445 g·mol⁻¹

3D model (JSmol)

Interactive image

SMILES

CC1(CN(c2c1cccc2)C(=O)N[C@H]3C[C@H]4CC[C@@H](C3)N4C)C

InChI

InChI=1S/C19H27N3O/c1-19(2)12-22(17-7-5-4-6-16(17)19)18(23)20-13-10-14-8-9-15(11-13)21(14)3/h4-7,13-15H,8-12H2,1-3H3,(H,20,23)/t13-,14+,15-^N

Key:ILXWRFDRNAKTDD-QDMKHBRRSA-N^N

^NY (what is this?) (verify)

Ricasetron (BRL-46470) is a drug which acts as a selective antagonist at the serotonin 5-HT₃ receptor.^[1] It has antiemetic effects as with other 5-HT₃ antagonists,^[2] and also has anxiolytic effects significantly stronger than other related drugs,^[3] and with less side effects than benzodiazepine anxiolytics.^[4]^[5] However, it has never been developed for medical use.

References[edit]

^ Newberry NR, Watkins CJ, Sprosen TS, Blackburn TP, Grahame-Smith DG, Leslie RA (August 1993). "BRL 46470 potently antagonizes neural responses activated by 5-HT3 receptors". Neuropharmacology. 32 (8): 729–35. doi:10.1016/0028-3908(93)90180-B. PMID 8413836. S2CID 19469831.

^ Bermudez J, Sanger GJ (June 1994). "Prolonged anti-emetic activity and 5-HT3-receptor antagonism by BRL 46470 in conscious ferrets". The Journal of Pharmacy and Pharmacology. 46 (6): 520–1. doi:10.1111/j.2042-7158.1994.tb03843.x. PMID 7932054. S2CID 11799269.

^ Blackburn TP, Baxter GS, Kennett GA, King FD, Piper DC, Sanger GJ, Thomas DR, Upton N, Wood MD (1993). "BRL 46470A: a highly potent, selective and long acting 5-HT3 receptor antagonist with anxiolytic-like properties". Psychopharmacology. 110 (3): 257–64. doi:10.1007/BF02251279. PMID 7831418. S2CID 9595942.

^ Link CG, Leigh TJ, Dennison JK (April 1993). "The effects of BRL 46470A, a novel 5-HT3 receptor antagonist, and lorazepam on psychometric performance and the EEG". British Journal of Clinical Pharmacology. 35 (4): 395–9. doi:10.1111/j.1365-2125.1993.tb04156.x. PMC 1381550. PMID 8485019.

^ de Souza Silva M, Guimarães FS, Graeff FG, Tomaz C (December 1993). "Absence of amnestic effect of an anxiolytic 5-HT3 antagonist (BRL 46470A) injected into basolateral amygdala, as opposed to diazepam". Behavioural Brain Research. 59 (1–2): 141–5. doi:10.1016/0166-4328(93)90160-R. PMID 8155281. S2CID 3999586.