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Med Chem

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Exam 1 module 2
Lindsey Weixler
Flashcards by Lindsey Weixler, updated more than 1 year ago
Lindsey Weixler
Created by Lindsey Weixler over 7 years ago
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Ciprofloxacin Antibacterial agent, Fluroquinoline synthetic product
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Erythromycin antibiotic (natural Product) targets bacterial ribosomes microlide
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Quinine malaria treatment Natural product
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Linezolid antibacterial attacking bacterial ribosomes synthetic
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Tetracycline antibiotic attacks bacterial ribosomes natural product
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Topotecan Campothecin analog anti-cancer drug
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Lipitor derived from fungus synthetic antihyperlipidemic
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Getifinib anti-cancer drug
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Lovastatin derived from fungus Prodrug Antihyperlipidemic
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Taxol anti-cancer agent
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Morphine natural product
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Penicillin Cell wall synthesis/inhibition natural product
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cephalosporin Cell wall synthesis/inhibition
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Heroin
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Oyxcodone
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Hydrocodone
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Naloxone
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Nalorphine
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Methadone
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Aspirin
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Pyrrole
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Pyrazole
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Imidazole
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Oxazole
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Thiazole
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Furan
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thiophene
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Pyridine
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Pyrimidine
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Indole
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Benzofuran
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Quinoline
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Benzoimidazole
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benzothiophene
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Isoquinolline
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Tautomerization are two molecules with the same molecular formula but different connectivity - constitutional isomers, in other words - which can interconvert in a rapid equilibrium.
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Basicity of Nitrogens on Ciprofloxacin
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Xarelto synthetic blood thinner
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Zofran
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Camptothecin natural product
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Nexium Proton pump inhibitor synthetic drug
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Bioisosteres - ex: Tetrazole In medicinal chemistry, bioisosteres are chemical substituents or groups with similar physical or chemical properties which produce broadly similar biological properties to another chemical compound. ionized form is much more lipid permeable than a carboxylic acid
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Estrogen
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pKa Phenol 9-11
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Sulfonamide pKa 9-10
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Imide pKa 9-10
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pKa Aklylthiol 10-11
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pKa Thiophenol 9-10
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pKa N-Aryl Sulfonamide 6-7
Image: 9ab8968d-b0bb-49ca-a4de-1aa2222b5573.gif (image/gif)
pKa Sulfonimide 5-6
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pKa Arylcarboxylic acid 4-5
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pKa Sulfonic acid 0-1
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pKa Aniline 5-6
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pKa Pyridine 4-5
Image: 52c84b23-c753-48b3-9898-29b18a671e06.gif (image/gif)
pKa Imine 3-4
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pKa Amine Primary - 9-10 Secondary - 10-11
Image: b5cfc56e-8439-4990-8f5b-d61ea0b86bb3.gif (image/gif)
pKa Amidine 10-11
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pKa Guanidine 12-13
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Acid/Base Concentration Calculation pH = -log(H+) pOH = -log(-OH) [H] = 10^x = 10^-pH [OH] = 10^x = 10^-pOH
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Carbon Solubility of different functional groups (mono-functional/poly-functional)
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Determine solubility based on functional groups
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Water solubility based on partition coefficient Anything below 0.5 is considered water soluble
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Calculated water solubility based on logP (pi values)
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Synthroid natural product
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Zoloft antidepressant synthetic
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Latuda bipolar/depresion synthetic
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estrogen
Image: 38e53a8f-d74d-4768-a569-31baa3a6c2f5 (image/png)
Adderall
Image: 631f7728-5b8c-4aff-aee5-23d44c632631 (image/png)
Zyrtec allergy synthetic
Image: 75828668-511e-4916-8df2-c96ed6dcc1e1 (image/jpeg)
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Effects on pKA and pH on weak acids and weak bases Weak acid - if pH is above pKa value, the molecule will be deprotonated (ionized) Weak Base - if pH is below the pKa value, the molecule will be protonated.
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Name hybridizations of the following:
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Alkenyl & Aryl Group Terminology
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Image: 487fb5e1-885a-4df3-9814-efeb317e371c (image/png)
Electron Donating group (activating the ring)
Image: cbda4676-5b0f-4b7b-adf1-698d5f4db58a (image/png)
Electron withdrawing group (deactivating ring)
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Halfordinol anti-adipogenic activity, obesity
Image: 88ca1853-8c90-4eeb-a4b8-5bb51e7a2394 (image/png)
Amias Benzimidazole Prodrug angiotensin receptor antagonist for hypertension
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