A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug for the control of gastric acidity and peptic ulcers. Cimetidine reduces gastric acid secretion by inhibiting the interaction of histamine with gastric H, recep- tors. In the development of this drug, a cyano group was added to the substituted gua- nidino group to alter its basicity. Do you expect this modified guanidino group to be more basic or less basic than the guanidino group of arginine? Explain. N-CN H,C CH,SCH,CH,NHËNHCH, HN, Cimetidine (Tagamet)
A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug for the control of gastric acidity and peptic ulcers. Cimetidine reduces gastric acid secretion by inhibiting the interaction of histamine with gastric H, recep- tors. In the development of this drug, a cyano group was added to the substituted gua- nidino group to alter its basicity. Do you expect this modified guanidino group to be more basic or less basic than the guanidino group of arginine? Explain. N-CN H,C CH,SCH,CH,NHËNHCH, HN, Cimetidine (Tagamet)
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter27: Amino Acids And Proteins
Section: Chapter Questions
Problem 27.39P: A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug...
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Transcribed Image Text:A chemically modified guanidino group is present in cimetidine (Tagamet), a widely
prescribed drug for the control of gastric acidity and peptic ulcers. Cimetidine reduces
gastric acid secretion by inhibiting the interaction of histamine with gastric H, recep-
tors. In the development of this drug, a cyano group was added to the substituted gua-
nidino group to alter its basicity. Do you expect this modified guanidino group to be
more basic or less basic than the guanidino group of arginine? Explain.
N-CN
H,C
CH,SCH,CH,NHËNHCH,
HN,
Cimetidine
(Tagamet)
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