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2-Chloro-N-(2-chloroethyl)-N-methylethan-1-amine
Mechlorethamine falls under the category of Nitrogen mustard alkalyting agents.
S. NO. |
PHYSICAL AND CHEMICAL PROPERTIES |
|
1 | Molecular weight | 156.05 g/mol |
2 | Appearance | Mobile liquid, pale yellow when fresh |
3 | Melting point | 109-110°C |
4 | Solubility | Very slightly soluble in water |
5 | Dissociation constant (pKa) | 6.43 at 25°C |
6 | Presence of ring | No rings present |
The drug binds with the Guanine nitrogen base pair and this results in the fragmentation of the DNA by the repair enzymes. This leads to the prevention of the DNA synthesis. This also affects the RNA transcription in the cells.[1]
Ethylene oxide is treated with methanamine. Product so formed is further treated with SOCl2 to obtain mechlorethamine.
Q.1 What is the correct IUPAC name of mechlorethamine?
a)2-Chloro-N,N-bis-(2-chloroethyl)-N-methylethan-1-amine
b)3-Chloro-N-(2-chloroethyl)-N-methylethan-1-amine
c)2-Chloro-N-(2-chloroethyl)-N-methylethan-1-amine
d)2-Chloro-N-(2-chloroethyl)-N-ethylmethane-1-amine
Q.2 Mechlorethamine produces action through?
a)cell membrane destruction
b)DNA damage
c)cell wall dissolution
d)inhibiting the ETC cycle
Q.3 Match the following with respect to the drug mechlorethamine (nitrogen mustard alkylating agents)-
i. introduction of substituted phenyl group | A. local and faster action of the drug |
ii. binding of drug with amino group | B. increase the oral route availability |
iii. introduction of aromatic ring | C. increase the stability of the drug |
iv. introduction of benzimidazol ring | D. increase oral route availability |
a) i-C, ii-A, iii-D, iv-B
b) i-B, ii-D, iii-A, iv-C
c) i-D, ii-C, iii-A, iv-B
d) i-D, ii-B, iii- C, iv-A
Q.4 What is the starting product for the synthesis of mechlorethamine?
a) ammonia and thiazide
b) methanol and ethane
c) ethylene oxide and methanamine
d)ammonia and methanamine
Q.5 Mechloroethanamine is used for the treatment of
a) acute gout
b) prostatic cancer
c) leukemia
d) cardiac arrhythmia
Q.6 Which amongst the following compounds were used in the formulation of war gases.?
a) nitrogen gas
b) mechlorethamine
c) pyridine
d) chlorine gas
Q.7 Which type of ring is present in the Mechlorethamine?
a) indole ring
b) benzene ring
c) cycloalkane
d) none of the above
ANSWERS
1-d
2-b
3-d
4-c
5-b
6-b
7-d
References
[1] Tripathi KD. Essentials of medical pharmacology. JP Medical Ltd; 2013 Sep 30.: p.822. [2] Pires J, Kreutz OC, Suyenaga ES, Perassolo MS. PHARMACOLOGICAL PROFILE AND STRUCTURE-ACTIVITY RELATIONSHIP OF ALKYLATING AGENTS USED IN CANCER TREATMENT. [3] Wilson CO, Beale JM, Block JH. Wilson and Gisvold’s textbook of organic medicinal and pharmaceutical chemistry. Baltimore, MD: Lippincott Williams & Wilkins,; 2011: pp.360-362.The post MECHLORETHAMINE Synthesis, SAR, MCQ and Chemical Structure appeared first on Gpatindia: Pharmacy Jobs, Admissions, Scholarships, Conference,Grants, Exam Alerts.
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