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]]>1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide.
Ribavirin is a synthetic guanosin nucleoside and antiviral agent.
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 244.2 g/mol |
2 | Physical appearance | White powder |
3 | Melting point | 174-176°C |
4 | Solubility | Soluble in water; slightly soluble in alcohol |
5 | Octanol/water partition coefficient | -1.85 |
6 | Presence of ring | Triazole, furane |
7 | Number of chiral centers | 4 |
During the synthesis of ribavirin, there is coupling of preformed triazole nucleus with protected derivatives of sugar. There is activation of the triazole nucleus with silylating agents followed by reaction with the appropriate protected ribofuranose.
R’ is an O-acetyl group or a halogen.
Pg is a group protecting the hydroxyl function
R’’ is a carbon methoxy group.
R is methyl group.
In the final step, the deprotection of the sugar and conversion of the ester group into amide produces Ribavirin. [2]
Ribavirin is used for:
Side Effects
Side effects of ribavirin are:
Q.1 Match the following with correct SAR of the drug ribavirin-
i. 1,2,4-triazole ring | A. Important for antiviral activity |
ii. 3-carboxamide derivative | B. Shows antiviral activity with halide |
iii. 5’ imidazole riboside derivatives | C. only active against DNA viruses |
iv. Substitution of 5’ carbon with hydroxyl group | D. compound having antibacterial and antiviral properties |
a) i-A, ii-C, iii-B, iv-D
b) i-C, ii-A, iii-B, iv-D
c) i-B, ii-A, iii-C, iv-D
d) i-D, ii-B, iii-C, iv-A
Q.2 Correct sequence for the True/False for correct IUPAC names of the drug can be?
a) TFTF
b) TTFF
c) FFTF
d) TFTT
Q.3 Physical appearance of ribavirin drug is?
a) White powder
b) Red powder
c) Yellow liquid
d) Transparent oil
Q.4 Ribavirin acts as a/an?
a) Alkylating agent
b) Mutagen
c) Enzyme inhibitor
d) Agonist
Q.5 Which amongst the following is a therapeutic use of drug ribavirin?
a) Treatment of hepatitis C
b) Treatment of anxiety
c) Treatment of influenza
d) Treatment of HIV
Q.6 Which of the following drug and their classification are correct?
I. Ezpiclone: Nonbezodiazepine sedative-hypnotic
II, Ribavirin: Synthetic guanosin neucleoside
III. Oxazepam: ß-inhibitor
IV. Homatropin: Acetylcholine nicotinic antagonist
a) II, III
b) III, I
c) II, IV
d) I, II
Q.7 Octanol/water partition coefficient of ribavirin is?
a) 0.2
b) 2.6
c) -1.85
d) -2.0
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1-a
2-b
3-a
4-b
5-a
6-d
7-c
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