41085-27-2Relevant articles and documents
Total syntheses of gerberinol i and the pterophyllins 2 and 4 using the Casnati-Skatteb?l reaction under different conditions
Pergomet, Jorgelina L.,Bracca, Andrea B. J.,Kaufman, Teodoro S.
, p. 7040 - 7049 (2017)
The concise and efficient total syntheses of the naturally-occurring coumarin derivatives gerberinol I, and the pterophyllins 2 and 4, from 5-methyl-4-hydroxycoumarin as a common precursor employing different Casnati-Skatteb?l reaction conditions, are reported. The synthesis of the key intermediate coumarin was achieved by the organocatalytic condensation of acetylacetone and crotonaldehyde followed by a LiCl-assisted cyclization, CuCl2-promoted aromatization and a final Et2CO3-mediated cyclization. A Casnati-Skatteb?l formylation under high-temperature conditions afforded gerberinol I, whereas milder conditions resulted in an unstable 3-formyl-4-hydroxycoumarin derivative, which was subjected to a basic alumina-mediated one pot O-alkylation with chloroacetone and intramolecular aldolization to furnish pterophyllin 4. Wittig methylenation of the latter conveniently afforded pterophyllin 2.
NEW ANTIBACTERIAL COMPOUNDS
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Page/Page column 56-57, (2016/07/05)
The present invention relates to novel antibacterial compounds, pharmaceutical compositions containing them and their use as antimicrobials.
Chromenones as potent bradykinin B1 antagonists
Bryan, Marian C.,Biswas, Kaustav,Peterkin, Tanya A.N.,Rzasa, Robert M.,Arik, Leyla,Lehto, Sonya G.,Sun, Hong,Hsieh, Feng-Yin,Xu, Cen,Fremeau, Robert T.,Allen, Jennifer R.
scheme or table, p. 619 - 622 (2012/02/04)
A series of fused 6,6-bicyclic chromenones was investigated for activity against the bradykinin B1 receptor. SAR studies based on a pharmacophore model revealed compounds with high affinity for both human and rabbit B1. These compounds demonstrated favorable pharmacokinetic properties and 5-chlorochromenone 15 was efficacious in a carrageenan-induced mechanical hyperalgesia model for chronic pain.