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