The post DIPHENOXYLATE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
]]>Ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 452.6 g/mol |
2 | Physical appearance | Solid |
3 | Melting point | 221°C |
4 | Solubility | 800 mg/L |
5 | Octanol/water partition coefficient | 6.3 |
6 | Presence of ring | Piperidine, phenyl |
7 | Number of chiral centers | Not present |
SAR for opiates can be summarized as follows:
i. 2,2-diphenyl-4-carboxylic acid is synthesized from 1-benzyl-4-phenyl-4-cyanopiperidine.
ii. The former compound undergoes ethanolysis in presence of acid followed by benzylation to give diphenoxylate.
Diphenoxylate is used for:
Side effects diphenoxylate are:
Q.1 Choose the correct option related with the mechanism of action of drug Diphenoxylate?
a) Acts as Opiate receptor antagonist
b) Increases the peristaltic movement of GIT
c) Produces antidiarrheal effects
d) All of the above
Q.2 Therapeutic use of drug diphenoxylate is/are?
a) Treatment of diarrhea
b) As an anesthetic
c) Prevention of Diarrhea
d) All of the above
Q.3 Which amongst the following are the correct statements with respect to the SAR of drug diphenoxylate?
I. Due to presence of asymmetric halogenated carbon in ether, they are lesser anesthetics.
II. Halogenated methyl ethyl ethers are less stable, less potent and have lesser clinical profile than halogenated diethyl ether.
III. Fluorination increases the stability and decreases the flammability.
IV. Compete halogenations of the alkane or ether decreases the anesthetic potency and increases the convulsant potency
a) I, IV
b) II, III
c) III, IV
d) I, II, III, IV
Q.4 Number of chiral carbons present in the structure of Diphenoxylate is?
a) 0
b) 1
c) 2
d) 3
Q.5 Correct sequence for the True/False for the physiochemical properties of the drug diphenoxylate is?
I. Molecular weight = 452.6 gm/mol
II. Melting point = 180.2oC
III. Present in creamy liquid form
IV. Ring structure absent
a) FFTF
b) TFFT
c) FTTF
d) TFFF
Q.6 Correct statements for the IUPAC nomenclatures of the drugs are?
I. Diphenoxylate: ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate
II. Esmolol: methyl (RS)-3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate
III. Loperamide: 8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepine
IV. Gabapentin: 5-ethyl-5-pentan-2-yl-2-sulfanylidene-1,3-diazinane-4,6-dione
a) I, II
b) II, III, IV
c) II , III
d) III, IV
Q.7 Match the following drugs with their correct classifications-
i. Mechlorethamine | A. Nitrogen mustard |
ii. Diphenoxylate | B. Nitrosoureas alkylating agent |
iii. Carmustine | C. Pyrimidine antagonist |
iv. 5-FU | D. Antidiarrheal agent |
a) i-B, ii-D, iii-C, iv-A
b) i-B, ii-C, iii-A, iv-D
c) i-C, ii-B, iii-D, iv-A
d) i-A, ii-D, iii-B, iv-C
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1-c
2-a
3-d
4-a
5-d
6-a
7-d
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