846558-24-5Relevant academic research and scientific papers
Novel synthetic route to fluoxetine
Schulze, Matthias
experimental part, p. 3415 - 3422 (2011/01/12)
Racemic fluoxetine was synthesized from 3-benzoylpropionic acid in five steps in 54% overall yield. Copyright
1-Azido-4-Phenyl-1,4-Butanedione as a Convenient Precursor for the Synthesis of Various Nitrogen Heterocycles
Abdel-Fattah, A. A.,Nasar, S. A.,El-Shenawy, A. I.
, p. 153 - 162 (2007/10/03)
1-Azido-4-phenyl-1,4-butanedione 2 proved to be a convenient precursor for the synthesis of a variety of heterocyclic systems through its treatment with some acidic and the basis reagents. For example, 2-benzazepine-1,5-dione 3, 1,3-oxazolane-2,4-dione 4a, 1,3-thiazolane-2,4-dione 4b, 1,3-oxazol-5-one 5, quinazoline-2,4-dione 7, 4,6-diaryl-2-pyrimidineones 9a-d, 2,5-bis-substituted amino-1,3,4-oxadiazole 11, 5-aryl-2-N-substituted amino-1,3,4-oxadiazoles 13a,b, 1,2,4-triazol-3-ones 14a,b, 1,3-benzoxazine-2,4 (3H)-dione 15 and 1,3,4-oxadiazol-2(3H)-ones 16a,b.
Orally Active β-Lactam Inhibitors of Leukocyte Elastase-1. Activity of 3,3-Diethyl-2-azetidinones
Shah, Shrenik K.,Dorn, Conrad P.,Finke, Paul E.,Hale, Jeffrey J.,Hagmann, William K.,et al.
, p. 3745 - 3754 (2007/10/02)
A thorough analysis of the mechanism of inhibition of human leukocyte elastase (HLE) by a monocyclic β-lactam and the mechanism of β-lactam hydrolysis led to the preparation of potent and highly stable inhibitors of HLE.This work led to the identification of 4--3,3-diethyl-1-carbonyl>-2-azetidinone (2) as the first orally active inhibitor of human leukocyte elastase (HLE).Analogs of 2 with different substituents on the urea N were synthesized and evaluated for their activity in vitro against HLE as well as in vivo in a hamster lung hemorrhage model.Compounds with a methyl or a methoxy group in the para position of the benzene ring were very potent in both assays.The results are discussed on the basis of the proposed model for the binding of this class of inhibitors to HLE and a possible mechanism of inhibition is presented.
