Zatosetron

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IUPAC_name = 5-chloro-2,2-dimethyl-N-(8-methyl-8-azabicyclo [3.2.1] octan-3-yl)-3H-1-benzofuran-7-carboxamide


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CAS_number = 123482-22-4
synonyms = Zatosetron
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PubChem = 60763
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C = 19 | H = 25 | Cl = 1 | N = 2 | O = 2
molecular_weight = 348.867 g/mol
smiles = CC1(CC2=C(O1)C(=CC(=C2)Cl)C(=O)NC3CC4CCC(C3)N4C)C
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Zatosetron (LY-277,359) is a drug which acts as an antagonist at the 5HT₃ receptor [Cohen ML, Bloomquist W, Gidda JS, Lacefield W. LY277359 maleate: a potent and selective 5-HT3 receptor antagonist without gastroprokinetic activity. "Journal of Pharmacology and Experimental Therapeutics". 1990 Jul;254(1):350-5. PMID 2366187] It is orally active and has a long duration of action, producing antinauseant effects but without stimulating the rate of gastrointestinal transport. [Robertson DW, Lacefield WB, Bloomquist W, Pfeifer W, Simon RL, Cohen ML. Zatosetron, a potent, selective, and long-acting 5HT3 receptor antagonist: synthesis and structure-activity relationships. "Journal of Medicinal Chemistry". 1992 Jan 24;35(2):310-9. PMID 1732548] [Schwartz SM, Goldberg MJ, Gidda JS, Cerimele BJ. Effect of zatosetron on ipecac-induced emesis in dogs and healthy men. "Journal of Clinical Pharmacology". 1994 Mar;34(3):250-4. PMID 7517409] It is also an effective anxiolytic in both animal studies and human trials, [Smith WT, Londborg PD, Blomgren SL, Tollefson GD, Sayler ME. Pilot study of zatosetron (LY277359) maleate, a 5-hydroxytryptamine-3 antagonist, in the treatment of anxiety. "Journal of Clinical Psychopharmacology". 1999 Apr;19(2):125-31. PMID 10211913] although with some side effects at higher doses. [Williams PD, Calligaro DO, Colbert WE, Helton DR, Shetler T, Turk JA, Jordan WH. General pharmacology of a new potent 5-hydroxytryptamine antagonist. "Arzneimittelforschung". 1991 Mar;41(3):189-95. PMID 1867653] [Bendele A, Means J, Shoufler J, Schmalz C, Hanasono G, Symanowski J, Adams E. Chronic toxicity of zatosetron, a 5-HT3 receptor antagonist, in rhesus monkeys. "Drug and Chemical Toxicology". 1995 Feb;18(1):61-82. PMID 7768200]

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