Exam 2: Lecture X, AntiHistamine Etc Med Chemistry Flashcards
Molecules released due to mast cell degranulation include….
Preformed mediators
Newly formed lipid mediators
Cytokines
Preformed mediators
Histamine
Serine Proteases
Proteoglycans, mainly heparin
Newly formed lipid mediators
Leukotriene C4
Prostaglandins D2
Binding site of histamine?
in Aspartic Acid in third transmembrane domain of H1/H2
t form when…
NH on 3
preferred in solution state
pi form when…
NH on 1
preferred in solid state
H2 selectivity driven by…
methyl group at 4
H1 selectivity driven by…
alkylation at 1 positon
decreasing activity at H1/H2 by alkylating the…
NH on chain
Confirmation preferred at H1/H2?
Trans
Where is histamine synthesized?
Golgi of mast and basophils by enzymatic decarboxylation of histidine
Histamine metabolism
rapidly metabolized invite by 2 major pathways
1: N-Methylation
2: Oxidation
SAR Ethanolamine ethers
increasing alkyl group size at C2’ = large decreases in antihistamine activity and increase anticholinergic activity
Para/Ortho substition C4’ = increase antihistamine/anticholinergic activity
main metabolism of Histmaine?
CYP450
Oxidative N-Dealkylation
Which series of Alkyl amines has chiral center?
only Pheniramine
