The post CHLORPROMAZINE HYDROCHLORIDE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
]]>3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine;hydrochloride.
Chlorpromazine hydrochloride is phenothiazine antipsychotic drug.
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 355.3 g/mol |
2 | Physical appearance | White or creamy white crystalline powder. |
3 | Melting point | 195°C |
4 | Solubility | 100 mg/ml |
5 | Octanol/water partition coefficient | N/A |
6 | Presence of ring | Phenothiazine |
7 | Number of chiral centers | Not present |
Chlorpromazine hydrochloride acts as antagonist for following postsynaptic receptors:
Structure activity relationship of phenothiazine can be described as follows:
i. 3-chloro-N-phenylbenzenamine reacts with sulfur to give 2-chloro-10H-phenothiazine.
ii. Chlorpromazine can be synthesized from 2-chloro-10H-phenothiazineby alkylation with 3-dimethylaminopropylchloride in the presence of sodium amide. [2]
Chlorpromazine hydrochloride is used for:
Side effects of Chlorpromazine hydrochloride are:
Q.1 What can be the correct IUPAC nomenclature of chlorpromazine hydrochloride?
a) 4-[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)butan-1-one;hydrochloride
b) 10-[3-(4-methylpiperazin-1-yl)propyl]- 2-(trifluoromethyl)-10H-phenothiazine;hydrochloride
c) 3-(2-chlorophenothiazin-10-yl)-N,N-dimethylpropan-1-amine;hydrochloride
d) N,N-dimethyl-3-phenothiazin-10-ylpropan-1-amine;hydrochloride
Q.2 Which amongst the following statements is/are INCORRECT related to the SAR of chlorpromazine hydrochloride?
I. Optimal neuroleptic activity occurs when the ring A substituent is in the 3rd-position.
II. A trifluoromethyl substituent pro, vides a greater number of favorable Van der Waal’s contacts with the side chain than the chlorine substituent. Thus, phenothiazne with trifluoromethyl substituents are more potent than those with chlorine substituent.
III. A piperazine side chain provides more Van der Waal’s contacts with 2-substituent than the alkylamino side chain. Thus, piperizine phenothiazine are less potent in antischizophrenic effects than alkylamino phenothiazines.
IV. Hydroxyethylpiperazine side chain phenothiazines displays more favorable Van der Waal’s interactions with ring A than simple piperazines.
a) I, III, IV
b) I, II
c) III, IV
d) I, III
Q.3 The correct order for the synthesis of drug Chlorpromazine hydrochloride from 3-chloro-N-phenylbenzenamine can be?
I. Reaction with Iodine
II. Reaction with sulfur
III. Alkylation with 3-dimethylaminopropylchloride
IV. Alkylation with 2-methylaminopropylchloride
a) I – III
b) I – IV
c) II – III
d) II – IV
Q.4 Side effects of drug Chlorpromazine hydrochloride is/are?
a) Dizziness
b) Drowsiness
c) Extrapyramidal symptoms
d) All of the above
Q.5 Match the following drugs with their correct melting points:
i. Chlorpromazine hydrochloride | A. 145.75oC |
ii. Droperidol | B. 200oC |
iii. Atazanavir | C. 195oC |
iv. Thiamylal | D. 133.5 oC |
a) i-A, ii-C, iii-B, iv-D
b) i-C, ii-A, iii-D, iv-B
c) i-C, ii-A, iii-B, iv-D
d) i-B, ii-D, iii-A, iv-C
Q.6 An example of drug from class phenothiazine antipsychotic drug is?
a) Tacrine
b) Chlorpromazine
c) Procyclidine
d) Parathion
Q.7 The type of ring system found in Chlorpromazine hydrochloride?
a) Phenothiazine
b) Piperizine ring
c) Pyrimidine ring
d) Pyridine ring
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1-c
2-d
3-c
4-d
5-c
6-b
7-a
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