The post DOBUTAMINE Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
]]>(RS)-4-(2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)benzene-1,2-diol.
Dobutamiine is ß1-adrenergic agonist. [1]
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 301.4 g/mol |
2 | Physical appearance | Present in solid form |
3 | Melting point | 184-186°C |
4 | Solubility | Water solubility 0.0137 mg/mL |
5 | Octanol/water partition coefficient | 3.6 |
6 | Presence of ring | Benzene rings present |
7 | Number of chiral centers | 1 |
Myocardial contractility and stroke volume of heart is increased by action of dobutamine on ß1-receptors of heart. This results in increased cardiac output.
R1 substitution:
R2 substitution:
R3 substitution on the aromatic ring:
i. 3,4-dimethoxyphenyl-2-amine reacts with 1-(4-methoxyphenyl)-3-butanone followed by reduction togive an imine.
ii. Treatment with hydrogen bromide results in the cleavage of the methoxyl-protecting groups to give dobutamine.
The drug used for the treatment of:
Side Effects
The common side effects of dobutamine are hypertension, angina, arrhythmia and tachycardia.
Q.1 Correct statements for the physicochemical properties of Dobutamine are?
I. Molecular weight is 251.5 g/mol
II. It is present in solid form at room temperature
III. Octanol/water partition coefficient is 3.6
IV. 2 chiral centers are present in its structure
a) I, III
b) II, IV
c) I, II, IV
d) II, III
Q.2 Match the following of the drugs with their correct IUPAC names.
i. (RS)-4-(2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)benzene-1,2-diol | A. Dobutamine |
ii. 4-(2-Aminoethyl)benzene-1,2-diol | B. Dopamine |
iii. 3-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethyl-6-tert-butyl-phenol | C. Oximetazoline |
iv. (R)-3-[-1-hydroxy-2-(methylamino)ethyl]phenol | D.Phenylephrine |
a) i-D, ii-A, iii-B, iv-C
b) i-B, ii-C, iii-A, iv-D
c) i-A, ii-B, iii-C, iv-D
d) i-C, ii-B, iii-A, iv-D
Q.3 Dobutamine produces its action through?
a) Agonism of ß-receptors of heart
b) Cell proliferation
c) Alkylation of the DNA
d) None of the above
Q.4 Correct sequence for True/false for the classification of the drug can be?
a) TTFF
b) FTFT
c) TFFF
d) FTFT
Q.5 When R1 of dobutamine is increased in size-
a) Activity of ß-receptors increases
b) Activity of α-receptors increases
c) Activity of ß-receptors decreases
d) Activity of α and ß receptors increases
Q.6 The correct sequence for the steps for synthesis of drug dobutamine from “ 3,4-dimethoxyphenyl-2-amine”?
I. Reaction with hydrogen bromide
II. Reaction with 1-(4-methoxyphenyl)-3-butanone
III. Reduction
a) I – II – III
b) III – I – II
c) I – III – II
d) II – III – I
Q.7 Which of the following is not a side effect of drug dobutamine?
a) Angina
b) Arrhythmia
c) Hypotension
d) Tachycardia
1-a
2-c
3-a
4-a
5-a
6-d
7-c
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