Location
Comstock Memorial Union, MSUM
Document Type
Poster
Event Website
https://www.mnstate.edu/sac/
Start Date
23-4-2024 12:00 AM
Publication Date
April 2024
Description
Idiopathic Pulmonary Fibrosis (IPF) is a progressive and fatal lung disease that affects thousands of people worldwide. Current drugs are used in clinical settings to treat IPF but these drugs have low efficacy and a high monetary costs. The molecule antipyrine has been identified by colleagues at Mayo Clinic as an early-stage drug candidate for treatment for IPF. The Jasperse group is synthesizing analogs of antipyrine to create a drug library for improved IPF treatment. A novel three step process via a silyl enol ether intermediate has been developed to convert a C-C bond to a C=C bond between C4-C5 in previously modified analogs to better represent antipyrine. This process successfully yielded 14 novel antipyrine analogs with variations in aryl attachments. Product conversion and purity were assessed, and the final samples were around 90% or greater in purity. Relevant procedural details, NMR, GC-MS data, analog structures, and a hypothetical mechanism will be presented.
Improving the Drug Antipyrine: Synthesis of N2-Aryl Analogs Through Oxidation of Dihydroantipyrines
Comstock Memorial Union, MSUM
Idiopathic Pulmonary Fibrosis (IPF) is a progressive and fatal lung disease that affects thousands of people worldwide. Current drugs are used in clinical settings to treat IPF but these drugs have low efficacy and a high monetary costs. The molecule antipyrine has been identified by colleagues at Mayo Clinic as an early-stage drug candidate for treatment for IPF. The Jasperse group is synthesizing analogs of antipyrine to create a drug library for improved IPF treatment. A novel three step process via a silyl enol ether intermediate has been developed to convert a C-C bond to a C=C bond between C4-C5 in previously modified analogs to better represent antipyrine. This process successfully yielded 14 novel antipyrine analogs with variations in aryl attachments. Product conversion and purity were assessed, and the final samples were around 90% or greater in purity. Relevant procedural details, NMR, GC-MS data, analog structures, and a hypothetical mechanism will be presented.
https://red.mnstate.edu/sac/2024/cshe/6