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]]>(RS)-2-([4-(3-Methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole.
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 359.4 g/mol |
2 | Physical appearance | White to yellowish white solid |
3 | Melting point | 99-100oC |
4 | Solubility | Very soluble in water and methanol; insoluble in ether |
5 | Octanol/water partition coefficient | 0.6 |
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. 4-nitro-2,3-dimethylpyridine-N-oxide is heated with conc. HCl to get 4-chloro-2,3-dimethylpyridine-N-oxide.
ii. Last is reacted with sodium 3-methoxypropan-1-olate in DMSO to get 4-alkoxy intermediate.
iii. On reaction of intermediate with acetic anhydride, produces O-acetyl intermediate.
iv. On alkaline hydrolysis of the above formed intermediate produces pyridine-2-ylmethanol.
v. The last is chlorinated using thionyl chloride to get a chloro intermediate.
vi. The above formed intermediate is condensed with help of 2-mercaptobenzimidazole in the presence of a base to get 2-((pyridine-2-ylmethyl)thio)-1H-benzo[d]imidazole derivative.
vii. Oxidation of last with meta-chloroperbenzoic acid yields rabeprazole.[2]
Rabeprazole is used for treatment of:
Side effects of Rabeprazole are:
Q.1 “(RS)-2-([4-(3-Methoxypropoxy)-3-methylpyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole” is the IUPAC nomenclature of which drug?
a) Rabeprazole
b) Nimodipine
c) Promethazine
d) Clemastine
Q.2 Melting point of Rabeprazole is?
a) 100oC
b) 193oC
c) 160 oC
d) 652oC
Q.3 Match the following with correct classifications of the drugs.
i. Rabeprazol | A. Proton pump inhibitor |
ii. Ranitidine | B. Calcium channel blocker |
iii. Metformin | C. Antidiabetic agent |
iv. Nimodipine | D. H2-antihistamine |
a) i-A, ii-D, iii-C, iv-B
b) i-D, ii-C, iii-A, iv-B
c) i-D, ii-A, iii-B, iv-C
d) i-B, ii-D, iii-A, iv-C
Q.4 Mechanism of action of Rabeprazole includes?
I. Inhibition of H+/K+ ATPase pump
II. Antagonistic effects on H2-receptor.
III. Effects on Muscarinic receptors
IV. Reduction in acidity of stomach
a) I, II
b) I, IV
c) I, II, III
d)I, III
Q.5 Correct sequence for True and False for general structure activity of Heteroaryl- and heterocyclyl-substituted imidazo[1,2-a]Pyridine derivatives acting as acid pump antagonists drugs can be?
a) TTFT
b) TFTF
c) TTTT
d) FFTT
Q.6 Type of ring structure present in the structure of rabeprazole is?
a) Benzimidazole
b) Pyrimidine
c) Pyran
d) Phenyl
Q.7 The drug Rabeprazole is mainly used for treatment of?
a) Stomach ulcers
b) GERD
c) Zollinger-Errison syndrome
d) All of the above
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1-a
2-a
3-a
4-b
5-c
6-a
7-d
[2] [2] Vardanyan R, Hruby V. Synthesis of best-seller drugs. Academic press; 2016 Jan 7.
The post RABEPRAZOLE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
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