Synthesis and structure analysis of cyclodehydration product of piroxicam: a metabolite detected in dogs and monkeys.
We report here a novel synthesis of 6-methyl-6H-7-oxopyrido[1,2-a]pyrimido[5,4-c]-1,2-benzothiazine-5,5-dioxide or cyclodehydration product of piroxicam, a metabolite detected in dogs and monkeys that was synthesized in 6% yield earlier. The reaction of benzoyl chloride with piroxicam in the presence of triethylamine afforded the piroxicam metabolite in good yield. A comparison of spectral data of the synthesized compound with the reported values remained inconclusive. The structure of the compound was confirmed unambiguously by single-crystal X-ray analysis.
Pal
Sarbani
S
Department of Chemistry, MNR Degree and PG College, Opp JNT University, Hyderabad, Andhra Pradesh, India. sarbani277@yahoo.com
Bindu
P
P
Dubey
P K
PK
Chakraborty
Santu
S
Mukherjee
Alok Kumar
AK
D000085:Acetates / Q000737:chemistry; D000818:Animals; D018360:Crystallography, X-Ray; D004285:Dogs / Q000378:metabolism*; D000882:Haplorhini / Q000378:metabolism*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D010894:Piroxicam / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D013057:Spectrum Analysis; D014867:Water / Q000737:chemistry*
D000085:Acetates; D014867:Water; D010894:Piroxicam; C007650:ethyl acetate