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]]>7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
Oxazepam is a benzodiazepine sedative-hypnotic.
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 286.71 g/mol |
2 | Physical appearance | Creamy white to pale yellow powder |
3 | Melting point | 205.5°C |
4 | Octanol/water partition coefficient | 2.24 |
5 | Solubility | Soluble in alcohol, chloroform, dioxane |
6 | Presence of ring | Diazapine and benzene |
7 | Number of chiral centers | 1 |
i. Oxazepam binds with different receptors present in the brain and spinal cord.
ii. This increases the inhibitory effects of the GABA.
iii. Different subunits of GABA are responsible for anxiolytic, sedation, anticonvusant and anterograde amnesia effects.
i. 6-chloro-2-xhloromethyl-4-phenylquinazolin-3-oxide is treated with sodium hydroxide to give 7-chloro-5-phenyl-1,2-dihydro-3H-1,4-benzodiazepin-2-on-4-oxide.
ii. The above formed compound undergoes acetoxylation reaction of the 3rd position of the benzodiazepine ring by using acetic anhydride, and which reminiscent the Polonovski reaction to produce 7-chloro-1,3-dihydro-3-acetoxy-5-phenyl-2H-benzodiazepin-2-one.
iii. Hydrolysis of the latter formed compound gives oxazepam.[2]
Therapeutic Uses
Oxazepam is used for:
Side Effects
Side effects of oxazepam are:
MCQ
Q.1 “7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one” is the IUPAC nomenclature of which drug?
a) Trihexyphenidyl
b) Propantheline
c) Oxybutynin
d) Oxazepam
Q.2 Melting point of oxazepam is?
a) 152-162°C
b) 129-130°C
c) 205.5°C
d) 258.5°C
Q.3 Match the following with correct classifications of the drugs.
i. Propantheline | A. Benzodiazepine sedative-hypnotic |
ii. Oxazepam | B. Barbiturate |
iii. Clozapine | C. Muscarinic antagonist |
iv. Thiamylal | D. Benzpines |
a) i-A, ii-C, iii-D, iv-B
b) i-C, ii-A, iii-D, iv-B
c) i-A, ii-B, iii-D, iv-C
d) i-C, ii-B, iii-A, iv-D
Q.4 Mechanism of action of oxazepam is based on?
a) Blocking the Muscarinic acetylcholine receptors
b) Blocking the nicotinic acetylcholine receptors
c) Increasing the inhibitory effects of GABA
d) Both a) and c)
Q.5 Correct sequence for True and False for the given statements related with the SAR of drug trihexyphenidyl
a) TFTF
b) FTFT
c) TTTT
d)FFTF
Q.6 Steps involved in the synthesis of Oxazepam from 6-chloro-2-xhloromethyl-4-phenylquinazolin-3-oxide in the correct sequence is?
I. Polonovski reaction
II. Treatment with sodium hydroxide
III. Hydrolysis
a) I – II – III
b) I – III
c) II
d) II – I – III
Q.7 The drug Oxazepam is mainly used for?
a) Treatment of anxiety
b) Treatment of Acute alcohol withdrawl
c) Both a) and b)
d) Constipation
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1-d
2-c
3-b
4-c
5-a
6-d
7-c
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