The post ISOPROTERENOL Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
]]>(RS)-4-[1-hydroxy-2-(isopropylamino)ethyl]benzene-1,2-diol
Isoproterenol is ß2-adrenergic agonist. [1]
S. NO. | PHYSICAL AND CHEMICAL PROPERTIES | |
1 | Molecular weight | 211.26 g/mol |
2 | Physical appearance | Present in solid form |
3 | Melting point | 170.5°C |
4 | Solubility | 50mg/ml at r.t. in water. |
5 | Octanol/water partition coefficient | 1.4 |
6 | Presence of ring | Benzene ring present |
7 | Number of chiral centers | 1 |
i. Adenyl cyclase enzyme is stimulated through the ß-adrenergic receptors.
ii. The conversion of ATP to cyclic AMP also increases due to this.
iii. Due to raise in level of cAMP, relaxation of bronchial smooth muscles and inhibition of release mediators of immediate hypersensitivity from mast cells takes place.
R1 substitution:
R2 substitution:
R3 substitution on the aromatic ring:
i. Catechol reacts with chloroacetyl chloride in presence of Aluminium chloride and dichloromethane to give 2-chloro-3’,4’-dihydroxyacetophenone.
ii. Latter compound is reacted with isopropylamine followed by reaction with HCl to give 3’,4’-dihydroxy 2-(isopropylamino) acetophenone hydrochloride.
iii. It was then hydrogenated in presence of palladium catalyst and a resin, in an alcoholic solvent. Resin such as amberlite IRA-904 can be used to produce isoproterenol.
The drug used for the treatment of:
Common side effects of isoproterenol are
Less common side effect include insulin resistance leading to diabetic ketoacidosis.
Q.1 Due to action of isoproterenol-
a) CAMP level increases
b) ATP level increases
c) Contraction of bronchial smooth muscles takes place
d) Both a) and c)
Q.2 Therapeutic use of drug isoproterenol is/are?
a) Bronchospasm
b) Asthma
c) Congestive heart failure
d) All of the above
Q.3 Which amongst the following are the incorrect statements with respect to the SAR of drug Isoproterenol
I. The hydroxyl substituted carbon must be in the R configuration for the maximal direct activity.
II. Large lipophillic groups at R 1 can afford compounds with alpha blocking activity
III. Ethyl group at R2 can eliminate the alpha activity of the drug.
a) I
b) II,III
c) I, III
d) None
Q.4 The starting chemicals required for the synthesis of drug isoproterenol?
a) Catechol
b) Chloroacetyl chloride
c) Aluminium chloride
d) All of the above
Q.5 Correct sequence for the True/False for the physiochemical properties of the drug Isoproterenol?
I. Molecular weight is 211.26 g/mol
II. It is present in solid form at room temperature
III. Melting point is 170.5°C
IV. No chiral carbon is present in the structure
a) TTTF
b) FFTF
c) TFTF
d)FTFT
Q.6 Correct statements for the IUPAC nomenclatures of the drugs are?
I. Isoproterenol: (RS)-4-[1-hydroxy-2-(isopropylamino)ethyl]benzene-1,2-diol
II. Dopamine: 4-(2-Aminoethyl)benzene-1,2-diol
III. Oximetazoline: (R)-3-[-1-hydroxy-2-(methylamino)ethyl]phenol
IV. Phenylephrine: 3-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethyl-6-tert-butyl-phenol
a) I, II
b) III, II
c) I, III, IV
d) III, IV
Q.7 Match the following drugs with their correct classifications-
i. Isoproterenol | A. Mixed-acting sympathomimetics |
ii. Amphetamine | B.ß2-adrenergic agonist |
iii. Epinephrine | C. Nonselective α-adrenergic antagonist |
iv. Tolazine | D. Nonselective adrenergic agonist |
a) i-B, ii-C, iii-D, iv-A
b) i-A, iiD-, iii-C, iv-B
c) i-B, ii-A, iii-D, iv-C
d) i-B, ii-C, iii-A, iv-D
1-a
2-d
3-d
4-d
5-a
6-a
7-c
The post ISOPROTERENOL Synthesis, SAR, MCQ,Structure,Chemical Properties and Therapeutic Uses appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
]]>