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2-[(4-Bromophenyl)-phenylmethoxy]-N,N-dimethylethanamine
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 334.2 g/mol |
2 | Physical appearance | Solid |
3 | Melting point | 128-134oC |
4 | Solubility | 3.45e-03 g/L |
5 | Octanol/water partition coefficient | 4 |
6 | Presence of ring | Phenyl |
7 | Number of chiral centers | 1 |
i. The drug binds with Histamine H1 receptor and produces antagonistic effects.
ii. This results in blockage of action of endogenous histamine
iii. Temporary relief of negative symptoms produced due to histamine
Structure activity of ethanolamine ethers can be summarized as:
i. Reaction of 4-bromobenzaldehyde with phenyl magnesiumbromide to give (4-bromophenyl)(phenyl)methanol.
ii. (4-bromophenyl)(phenyl)methanol is reacted with 2-chloro-N,N-dimethylethanamine to give bromazine.
Bromazine is used for treatment of:
Side effects of bromazine are:
Q.1 Bromazine produces its effect through?
a) Binding with H1 receptors and producing agonizing effects
b) Binding with H1 receptors and producing antagonizing effects
c) Binding with H2 receptors and producing agonizing effects
d) Binding with H2 receptors and producing antagonizing effects
Q.2 Therapeutic use of drug bromazine is/are?
a) Treatment of allergic symptoms
b) Treatment of nausea
c) Treatment of motion sickness
d) All of the above
Q.3 Which amongst the following are the correct statements with respect to the SAR of ethanolamine ethers antihistamine drugs?
I. Compounds with p-Cl-Ph and 2-pyridyl aryl groups are carboxamine, which is a potent anti-histamine drug.
II. Substitution of the methyl group at the carbon alpha to he ether function gives a related compound known as doxylamine.
III. An additional carbon atom between oxygen and nitrogen produces clemastine which has lower sedative properties.
IV. In setastine, alkyl amine substituent is incorporated into seven-membered hexahydroazepine ring, having lower sedative properties.
a) I , II, III, IV
b) II, IV
c) II, III
d) I, IV
Q.4 The starting chemicals required for the synthesis of drug bromazine are?
a) 4-bromobenzadehyde and phenyl magnesiumbromide
b) 4-chlorobenzaldehyde and phenyl magnesiumchloride
c) Bromobenzene and Ethanol
d) Naphthol and Antherenol
Q.5 Correct sequence for the True/False for the physiochemical properties of the drug Bromazine can be?
I. Molecular weight:200.32 gm/mol
II. Melting point:128-134oC
III. Octanol/water partition coefficient:4
a) FTF
b) FTT
c) FFT
d) TTT
Q.6 Correct IUPAC nomenclature of drug bromphenhydramine can be?
a) 2-[(4-chlorophenyl)-phenylmethoxy]-N,N-dimethylethanamine
b) 2-Bromo-2-chloro-1,1,1-trifluoropropane
c) 2-[(4-Bromophenyl)-phenylmethoxy]-N,N-dimethylethanamine
d) 2-Bromo-2-chloro-1,1,1-trifluoroethane
Q.7 Match the following drugs with the correct number of chiral carbons they have in their structure:
i. Bromphenhydramine | A. 0 |
ii. Gabapentin | B. 3 |
iii. Benztropin | C. 7 |
iv. Finasteride | D. 1 |
a. i-A, ii-D, iii-B, iv-C
b. i-C, ii-B, iii-D, iv-A
c. i-C, ii-A, iii-D, iv-B
d. i-D, ii-A, iii-B, iv-C
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1-b
2-d
3-a
4-a
5-b
6-c
7-d
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