Synthesis of diazipine and [3H]diazipine: novel dihydropyridines as photoaffinity probes of calcium channels.
Diazipine and [3H]diazipine were synthesized as new 1,4-dihydropyridine photoaffinity ligands containing a phenyldiazirine group. After simple high performance liquid chromatography separation, both compounds were purified in good overall yields. [3H]Diazipine (21.2 Ci/mmol) was synthesized in two steps from commercially available [3H]ethanolamine. Diazipine competitively inhibited [3H]PN200-110 binding to the calcium channel of cardiac membranes with high affinity.
Taki
M
M
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.
Kuniyasu
A
A
Nakayama
H
H
Kanaoka
Y
Y
D000345:Affinity Labels / Q000138:chemical synthesis; D000818:Animals; D001389:Azirines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015220:Calcium Channels / Q000187:drug effects*; D004095:Dihydropyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D066298:In Vitro Techniques; D007553:Isotope Labeling; D009206:Myocardium / Q000378:metabolism; D013552:Swine
D000345:Affinity Labels; D001389:Azirines; D015220:Calcium Channels; D004095:Dihydropyridines; C069267:diazipine