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30 Cards in this Set
- Front
- Back
oxirane/epoxide
|
oxirane/Epoxide:
very reactive b/c of ring strain |
|
aziridine
|
aziridine:
DNA alkylator rxn with intra-cellular nucleophiles i.g. glutathione because of ring strain |
|
azetidine
|
azetidine:
seen in beta lactams anti-cancer compounds in cephalexin |
|
oxetane
|
oxetane
|
|
furan
|
furan:
aromatic w/ oxygen group found in furosemide (diuretic) |
|
Tetrahydrofuran
|
tetrahydrofuran (non-aromatic)
|
|
pyrrole
|
pyrrole
|
|
pyrrolidine
|
pyrrolidine (non-aromatic)
|
|
thiophene
|
thiophene
|
|
imidazole
|
imidazole
pKa = 6-7 |
|
oxazole
|
oxazole
|
|
thiazole
|
thiazole
|
|
pyrazole
|
pyrazole
|
|
isoxazole
|
isoxazole
|
|
isothiazole
|
isothiazole
|
|
triazole
|
triazole (3 nitrogens)
|
|
tetrazole
|
tetrazole (4 nitrogens)
|
|
hydantoin ring
|
hydantoin ring (2 nitrogens):
urea-like |
|
pyridine
|
pyridine (aromatic)
pKa = 4-5 |
|
piperidine
pKa = 9-10 |
piperidine
pKa = 9-10 |
|
pyrimidine
|
pyrimidine (aromatic) (1,3)
|
|
piperazine
|
piperazine (1,4)
pKa = 9-10 found in cipro derivative |
|
indole
|
indole ("benzopyrrole")
in L-tryptophan (amino acid) |
|
benzimidazole ring
|
benzimidazole ring
pKa = 4-5 in Dabigatran (Pradaxa) |
|
benzoxazole ring
|
benzoxazole ring
in Ontazolast (anti-asthmatic) |
|
quinoline ring
|
quinoline ring
in cipro derivative pKa = 4-5 |
|
isoquinoline
|
isoquinoline
in Papaverine (smooth muscle relaxant) |
|
phenothiazine
|
phenothiazine
in chlorpromazine (thorazine) |
|
benzodiazepine
|
benzodiazepine
|
|
barbiturate
|
barbiturate
not benzo-fuzed hydantoin-like |