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]]>4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 331.3g/mol |
2 | Physical appearance | Solid |
3 | Melting point | 199°C |
4 | Solubility | 23 mg/L |
5 | Octanol/water partition coefficient | 3.06 |
6 | Presence of ring | Pyridine, thiazine |
7 | Number of chiral centers | 1 |
General SAR for Oxicams can be summarized as follows:
i. Reaction of saccharine with sodium hydroxide to give a sodium salt.
ii. Sodium salt so produced is reacted with methyl chloroacetate to give saccharine-substituted acetic acid ethyl ester.
iii. The above formed product undergoes rearrangement on reaction with dimethylsulfoxide to produce 1,1-dioxide-3-methoxycarbonyl-3,4-dihydro-2-H-1,2-benzothiazin-4-one.
iv. Last undergoes methylation at the nitrogen atom using methyl iodide followed by reaction with 2-aminopyridine to give piroxicam. [2]
Piroxicam is used for:
Side effects of piroxicam are:
Q.1 “4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide” is the IUPAC nomenclature of which drug?
a) Piroxicam
b) Epinephrine
c) 6-fluorouracil
d) Oxymetazoline
Q.2 Melting point of piroxicam is?
a) 199oC
b) 981K
c) 273K
d) None of the above
Q.3 Match the following with correct classifications of the drugs.
i. Piroxicam | A. Non-selective adrenergic agonist |
ii. Epinephrine | B.ß1-adrenergic agonist |
iii. Dopamine | C. α1-adrenergic agonist |
iv. Methyldopa | D. NSAID |
a) i-A, ii-D, iii-B, iv-C
b) i-D, ii-A, iii-B, iv-C
c) i-D, ii-C, iii-A, iv-B
d) i-C, ii-D, iii-A, iv-B
Q.4 Correct statements from below which are related with the mechanism of action of piroxicam can be??
I. It irreversibly inhibits COX
II. It prevents aggregation of platelets
III. There is increase in the amount of prostaglandins due to the drug.
IV. Piroxicam also inhibits the migration of leukocytes at the site of inflammation.
a) II ,IV
b) III, II
c) IV , I
d) II , III
Q.5 Correct sequence for True and False for the given statements related with the SAR of oxicams can be?
a) TFFT
b) FFTT
c) FTFT
d) TTTT
Q.6 Type of ring present in the structure of piroxicam?
a) Pyridine
b) Thiazine
c) Anthracene
d) Both a) and b)
Q.7 The drug piroxicam is mainly used for?
a) Treatment of seizures
b) As an anesthetic
c) Reducing pain due to arthritis
d) All of the above
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1-a
2-a
3-b
4-a
5-d
6-d
7-c
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