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Video for UM Honors Organic Chemistry discussion section. Student: Stephanie, Maggie, Morgan, Maddie, and Nancy

Hi everyone i’m stefan i know science gal have you been sick lately if so you might be on something called amoxicillin have you ever wondered what amoxicillin is well today we’re gonna dive into the structure and properties of this drug let’s have a fireside chat about the history of amoxicillin in the 1960s researchers had an objective to identify a broad-spectrum

Penicillin this led to a synthesis of amoxicillin in 1970 amoxicillin is very closely related to ampicillin but is better absorbed when given orally so in 1981 researchers made this into tablet form and launched it in the uk in 2007 they are still developing very high dose regimens which means that it is still an important role in the treatment of many community

Acquired infections hey guys it’s nancy so what’s moxon for well you can use it for bacterial infections for the nose ear throat and skin and also be used on pneumonia tonsillitis and bronchitis it’s a type of inhibitor that stops the bacteria wall from forming which leads to bacterial death it comes in capsules tablets in powder form some side effects can include

Headache stomach pain nausea vomiting and diarrhea ichi or swollen tongue thanks for listening that was morgan what a dipole say in passing i have enough stuff and i hey have you got above it hi i’m chemist maggie and i’m gonna teach you about how amoxicillin works in the body so here we have a bacteria and zooming into the cell wall of the bacteria inside we

Have these peptidoglycan cross linkages given its rigidity and strength and also we have penicillin binding proteins so what happens is mock sicilian comes in and binds to these pvps which causes the cross linkages to break and the salt loses its strength and rigidity which that causes the cell to lace why you come and say that you shouldn’t drink water while

You’re studying why because it reduces your concentration hi i’m chemist maddie and i’m going to tell you some of the basic things about amoxicillin so here we can see that the chemical formula is 16 carbons 19 hydrogen’s three nitrogen’s five oxygens and one sulfur and this is what it looks like on a 2d form and here is the molecular structure so amoxicillin

Is a part of the penicillin class and it has a melting point of 194 degrees celsius it is water soluble and it also has two different sites for pka values there’s a 3.2 site for like for these sitting sites and 11.7 which is more of like the immune sites did you hear that oxygen potassium went on a date last night they did it how’d it go it went okay hello i’m

Chris morgan and i’m going to teach you how to make a monster silly the mechanism that it’s is the simple acyl transfer reason for this ester into this life so in the first half of the reaction these electrons from nitrogen attack the carbonyl forming your tetrahedral intermediate over here in step number two the tetrahedral intermediate clap-clap says 2 for

This molecule and then our methoxy that we created in the last step deep remains the nitrogen forming your final product amoxicillin hey give us more you want to hear a fun joke shirt two chemists going to bar the first one says i think i’ll have h2o and the other one says i think i’ll have h2o too but then he died

Transcribed from video
Amoxicillin By UM SSG