One‐Pot Synthesis of Novel Derivatives of Spiro‐[6H‐indolo[2,1‐b]quinazoline‐6,3′‐[1,2,4]oxadiazoline].

Azizian, Javad; Madani, Masoud; Souzangarzadeh, Saeid

doi:10.1002/chin.200534216

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2011

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“…The imidazolylbenzaldehyde 6 reacted with (formylmethylene)triphenylphosphorane to form imidazolylcinnamaldehyde 7 which was subsequently converted to oxime 8 . Nitrile oxide 9 , generated in situ by treatment of 8 with N -chlorosuccinimide and pyridine, reacted with the ketimine 10 through a [3 + 2] dipolar cycloaddition to form compound 4 .…”

Section: Chemistrymentioning

confidence: 99%

Cyclic Hydroxyamidines as Amide Isosteres: Discovery of Oxadiazolines and Oxadiazines as Potent and Highly Efficacious γ-Secretase Modulators in Vivo

Sun¹,

Asberom²,

Bara³

et al. 2011

J. Med. Chem.

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Cyclic hydroxyamidines were designed and validated as isosteric replacements of the amide functionality. Compounds with these structural motifs were found to be metabolically stable and to possess highly desirable pharmacokinetic profiles. These designs were applied in the identification of γ-secretase modulators leading to highly efficacious agents for reduction of central nervous system Aβ(42) in various animal models.

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Section: Chemistrymentioning

confidence: 99%