141762-06-3

Basic information

• Product Name: 2H-1,4-Benzoxazine-8-carboxamide, 6-chloro-3,4-dihydro-4-methyl-3-oxo-N-[1-(phenylmethyl)-4-piperidinyl]-
• CAS NO: 141762-06-3
• Molecular Formula: C22H24ClN3O3
• Molecular Weight: 413.904
• Mol File: 141762-06-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-1,4-Benzoxazine-8-carboxamide, 6-chloro-3,4-dihydro-4-methyl-3-oxo-N-[1-(phenylmethyl)-4-piperidinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzoxazine-8-carboxamide, 6-chloro-3,4-dihydro-4-methyl-3-oxo-N-[1-(phenylmethyl)-4-piperidinyl]-(141762-06-3)
• EPA Substance Registry System: 2H-1,4-Benzoxazine-8-carboxamide, 6-chloro-3,4-dihydro-4-methyl-3-oxo-N-[1-(phenylmethyl)-4-piperidinyl]-(141762-06-3)

Safety Data

• Hazardous Substances Data: 141762-06-3(Hazardous Substances Data)

Upstream product

• 141761-83-3 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester 
• 5043-81-2 3-amino-5-chloro-2-hydroxybenzoic acid methyl ester 
• 4068-78-4 methyl 5-chloro-2-hydroxybenzoate 
• 50541-93-0 4-amino-1-benzylpiperidine 
• 123040-79-9 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid 
• 5043-79-8 5-chloro-2-hydroxy-3-nitrobenzoic acid methyl ester 
• 123040-75-5 methyl 6-chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylate 

Relevant articles and documents

Synthesis and pharmacology of 3,4-dihydro-3-oxo-1,4-benzoxazine-8-carboxamide derivatives, a new class of potent serotonin-3 (5-HT3) receptor antagonists

A series of 3,4-dihydro-3-oxo-1,4-benzoxazine-8-carboxamide derivatives was synthesized and evaluated for serotonin-3 (5-HT3) receptor antagonistic activity assessed by their ability to antagonize the von Bezold-Jarish (BJ) effect in rats. Derivatives bearing 1-azabicyclo[2.2.2]oct-3-yl moiety as a basic function attached to the carboxamide at position 8 showed more potent antagonistic activity than those bearing the other three basic moieties. Structure activity relationships of this series showed that methyl and chloro groups were more effective as substituents at positions 4 and 6, respectively. The representative compound 15 (Y-25130) in this series showed potent antagonistic activity on the BJ effect (ED50 = 1.3 μg/kg i.v.), high affinity for 5-HT3 receptor (K(i) = 2.9 nM) and complete protection against cisplatin-induced emesis in dogs at a dose of 0.1 mg/kg i.v.