Chemistry:Ricasetron

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 ;
PubChem CID	14850173;
IUPHAR/BPS	2302;
ChemSpider	16736765 ;
UNII	R92JB88O88;
ChEMBL	ChEMBL2105377 ;
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- ; Key:ILXWRFDRNAKTDD-QDMKHBRRSA-N ;
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Short description: Chemical compound

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

↑ "BRL 46470 potently antagonizes neural responses activated by 5-HT3 receptors". Neuropharmacology 32 (8): 729–35. August 1993. doi:10.1016/0028-3908(93)90180-B. PMID 8413836.
↑ "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. June 1994. doi:10.1111/j.2042-7158.1994.tb03843.x. PMID 7932054.
↑ "BRL 46470A: a highly potent, selective and long acting 5-HT3 receptor antagonist with anxiolytic-like properties". Psychopharmacology 110 (3): 257–64. 1993. doi:10.1007/BF02251279. PMID 7831418.
↑ "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. April 1993. doi:10.1111/j.1365-2125.1993.tb04156.x. PMID 8485019.
↑ "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. December 1993. doi:10.1016/0166-4328(93)90160-R. PMID 8155281.

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Original source: https://en.wikipedia.org/wiki/Ricasetron. Read more

[pmid8413836-1] "BRL 46470 potently antagonizes neural responses activated by 5-HT3 receptors". Neuropharmacology 32 (8): 729–35. August 1993. doi:10.1016/0028-3908(93)90180-B. PMID 8413836.

[pmid7932054-2] "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. June 1994. doi:10.1111/j.2042-7158.1994.tb03843.x. PMID 7932054.

[pmid7831418-3] "BRL 46470A: a highly potent, selective and long acting 5-HT3 receptor antagonist with anxiolytic-like properties". Psychopharmacology 110 (3): 257–64. 1993. doi:10.1007/BF02251279. PMID 7831418.

[pmid8485019-4] "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. April 1993. doi:10.1111/j.1365-2125.1993.tb04156.x. PMID 8485019.

[pmid8155281-5] "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. December 1993. doi:10.1016/0166-4328(93)90160-R. PMID 8155281.

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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
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