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]]>2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1H-benzimidazole
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 369.4 g/mol |
2 | Physical appearance | White to brownish-white crystalline powder |
3 | Melting point | 178-182oC |
4 | Solubility | Freely soluble in dimethylformamide; insoluble in hexane and water |
5 | Octanol/water partition coefficient | N/A |
5 | Presence of ring | Pyridine. Benzimidazole |
6 | Number of chiral centers | Not present |
General structure activity of Heteroaryl- and heterocyclyl-substituted imidazo[1,2-a]Pyridine derivatives acting as acid pump antagonists can be summarized as:
i. 2,3-dimethyl-4-nitropyridine-1-oxide is reacted with 2,2,2-trifluoroethanol in presence of potassium carbonate to give 2,3-dimethyl-4-(2,2,2-trifluoro-ethoxy)pyridine-1-oxide.
ii. The compound so formed is treated with acetic anhydride in acidic conditions followed by nutrilizing with sodium hydroxide solution to get 2-hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy)-pyridine.
iii. Last is treated with thionyl chloride followed by reaction with 2-mercaptobenzimidazole to get 2-[3-methyl-4-(2,2,2-trifluoroethoxy)pyrid-2-ylmethylthio]benzimidazole.
iv. Above formed compound is reacted with m-chloro-perbenzoic acid to get lansoprazole.[2]
Lansoprazole is used for treatment of:
Side effects of Lansoprazole are:
Q.1 Correct statements from the following related with the physicochemical properties of drug Lansoprazole are?
I. Molecular weight: 474.9 gm/mol
II. Appearance: Oil
III. Melting Point: 190 oC
IV. Solubility: Isoluble in water
a) I, II, III
b) I, III, IV
c) IV
d) I, II, III, IV
Q.2 Match the following of the drugs with their correct IUPAC names.
i. Lansoprazole | A. (RS)-6-(Difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-1H-benzo[d]imidazole |
ii. Isoxicam | B. 4-hydroxy-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-1,1-dioxo-1λ6,2-benzothiazine-3-carboxamide |
iii. Doxylamine | C. (RS)-N,N-dimethyl-2-(1-phenyl-1-pyridin-2-yl-ethoxy)-ethanamine |
iv. Pentoprazole | D. 2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1H-benzimidazole |
a) i-D, ii-B, iii-C, iv-A
b) i-A, ii-B, iii-D, iv-C
c) i-B, ii-C, iii-A, iv-D
d) i-A, ii-C, iii-D, iv-B
Q.3 Mechanism of action of drug Lansoprazole involves?
I. Protonoation to get activated
II. Inverse agonist for H1 receptor
III. Inhibition of the H+/K+ ATPase pump
a) I, III
b) I, IV
c) I, II, III
d) II, III
Q.4 Correct sequence for True/false for the classification of the drug can be?
a) TFTF
b) TTFF
c) TFTT
d) FFFF
Q.5 In Heteroaryl- and heterocyclyl-substituted imidazo[1,2-a]Pyridine derivatives acid-pump antagonists, inhibitory property depends on?
a) Hydrophobic group position
b) GTCIvalue
c) Hydrophobic value
d) All of the above
Q.6 Type of rings present in the structure of Lansoprazole?
I. Pyridine
II. Piperazine
III. Benimidazole
IV. Benzodiazepine
a) I, IV
b) I, II
c) I, III
d) II
Q.7 Side effect of drug Lansoprazole is/are?
a) Nausea
b) Seizures
c) Diarrhea
d) All of the above
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1-c
2-a
3-a
4-d
5-d
6-c
7-d
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