A small family of phenyl quinazolinone ureas is reported as potent modulators of Hedgehog protein function. Preliminary SAR studies of the urea substituent led to a nanomolar Hedgehog antagonist.
The predominant extension of the ir-electron density toward the exo face of norbornene and norbornadiene has been invoked to explain the exo stereoselectivity of their additions,1,2 but no experimental evidence for this structural problem has been reported so far. MINDO/3 calculations suggested a larger anisotropy in 7-oxanorbornene than in norbornene derivatives.1 23 We report here the synthesis, characterization, and X-ray crystal structure of a 5,6-bis(methylene)-7-oxanorborn-2-ene derivative (3) in which the substituents at C2f3 deviate toward the endo face by ca. 10°w ith respect to the C1A3i4 plane. A smaller, insignificant distortion is measured for the exocyclic diene at C56.
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