Azasetron

Title: Azasetron
CAS Registry Number: 123040-69-7
CAS Name: N-1-Azabicyclo[2.2.2]oct-3-yl-6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxamide
Additional Names: (±)-6-chloro-3,4-dihydro-4-methyl-3-oxo-N-(3-quinuclidinyl)-2H-1,4-benzoxazine-8-carboxamide; nazasetron
Molecular Formula: C17H20ClN3O3
Molecular Weight: 349.81
Percent Composition: C 58.37%, H 5.76%, Cl 10.13%, N 12.01%, O 13.72%
Literature References: Serotonin 5-HT3 receptor antagonist. Prepn: T. Tahara et al., EP 313393; eidem, US 4892872 (1989, 1990 both to Yoshitomi); T. Kawakita et al., Chem. Pharm. Bull. 40, 624 (1992). Receptor binding study: N. Sato et al., Jpn. J. Pharmacol. 59, 443 (1992). Pharmacology: K. Haga et al., ibid. 63, 377 (1993). Toxicity study: S. Takagi et al., Oyo Yakuri 42, 255 (1991), C.A. 117, 40208q (1991).
Derivative Type: Hydrochloride
CAS Registry Number: 123040-16-4
Manufacturers' Codes: Y-25130
Trademarks: Serotone (Yoshitomi; Japan Tobacco)
Molecular Formula: C17H20ClN3O3.HCl
Molecular Weight: 386.27
Percent Composition: C 52.86%, H 5.48%, Cl 18.36%, N 10.88%, O 12.43%
Properties: Crystals from ethanolic HCl, mp 281° (dec). Also reported as crystals from ethanol, mp 305° (dec) (Kawakita). LD50 in male, female rats (mg/kg): 135, 132 i.v. (Takagi).
Melting point: mp 281° (dec); mp 305° (dec) (Kawakita)
Toxicity data: LD50 in male, female rats (mg/kg): 135, 132 i.v. (Takagi)
Therap-Cat: Antiemetic.
Keywords: Antiemetic; Serotonin Receptor Antagonist.
Azatadine Azelaic Acid Azelastine Azelnidipine Azidamfenicol

Azasetron
Azasetron.png
Systematic (IUPAC) name
N-(1-azabicyclo[2.2.2]octan-8-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Routes Oral
Identifiers
CAS number 123039-99-6
ATC code None
PubChem CID 2264
IUPHAR ligand 2285
ChemSpider 2177 YesY
UNII 77HC7URR9Z YesY
KEGG D07481 YesY
Chemical data
Formula C17H20ClN3O3 
Mol. mass 349.81 g/mol
 YesY (what is this?)  (verify)

Azasetron is an antiemetic which acts as a 5-HT3 receptor antagonist.