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4-Chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 330.74 g/mol |
2 | Physical appearance | White to slightly yellow crystalline solid |
3 | Melting point | 206oC |
4 | Solubility | Slightly soluble in water, chloroform, ether; soluble in DMF, methanol, acetone. |
5 | Octanol/water partition coefficient | 2.03 |
5 | Presence of ring | Furan, phenyl |
6 | Number of chiral centers | Not present |
General structure activity relationship of furosemide can be summarized as:.
i. 2,4-dichlorobenzoic acid is converted into 5-aminosulfonyl-4,6-dichlorobenzoic acid by reaction with chlorosulfonic acid followed by reaction with ammonia.
ii. Reaction of the above formed compound with furfurylamine produces furosemide.
Furosemide is used for:
Side effects of furosemide are:
Q.1 Match the following with correct SAR of the dihydropyridines calcium channel blockers –
i. Furosemide is derivative of | A. Benzodiazepine derivative |
ii. Compare with other thiazide, furosemide is | B. Anthranilic acid derivative |
C. More acidic | |
D. More basic |
a) i-A, ii-C
b) i-A, ii-D
c) i-B, ii-C
d) i-B, ii-D
Q.2 Correct sequence for the True/False for correct IUPAC names of the drug can be?
a) FFTF
b) FFFF
c) TFFT
d) TTTT
Q.3 Molecular weight of drug furosemide is?
a) 330.74 gm/mol
b) 652.36 gm/mol
c) 142.45 gm/mol
d) 418.4 gm/mol
Q.4 Mechanism of action of furosemide includes?
a) Inhibition of sodium-potassium-chloride cotransportors
b) Conversion into nitric oxide
c) Inhibition of hydrogen-potassium pump
d) All of the above
Q.5 Which amongst the following is a therapeutic use of drug furosemide?
a) Treatment of edema related with CHF
b) Management of hypertension
c) As an adjunct therapy in acute pulmonary edema
d) As an anesthetic
Q.6 Which of the following drug and their classification are correct?
I. Furosemide: Diuretics
II. Levorphanol: Cholinestrase inhibitor
III. Codeine: Antineoplastic drug
IV. Phenytoin: Anticonvulsants
a) I ,II, IV
b) II, IV
c) I, II, III, IV
d) I, III
Q.7 Type of ring present in the structure of furosemide?
a) Furan
b) Pyridine
c) Pyrimidine
d) Pyridine
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ANSWERS
1-c
2-b
3-a
4-a
5-d
6-d
7-a
REFERENCES
[1] Lemke TL, Williams DA, editors. Foye’s principles of medicinal chemistry. Lippincott Williams & Wilkins; 2012 Jan 24. [2] Vardanyan R, Hruby V. Synthesis of essential drugs. Elsevier; 2006 Mar 10.
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