Grella, Melissa Phelps; Danso-Danquah, Richmond; Safo, Martin K.; Joshi, Gajanan S.; Kister, Jean; Marden, Michael; Hoffman, Stephen J.; Abraham, Donald J. published the artcile< Synthesis and Structure-Activity Relationships of Chiral Allosteric Modifiers of Hemoglobin>, Electric Literature of 29027-20-1, the main research area is chiral allosteric modifier Hb preparation; structure activity aryloxyalkanoicacid preparation Hb.
A series of allosteric effectors of Hb, 2-(aryloxy)-2-alkanoicacids, was prepared to investigate the effect of the stereocenter on allosteric activity. The chiral analogs were based on the lead compound, RSR13, with different alkyl/alkanoic and cycloalkyl/cycloalkanoic groups positioned at the acidic chiral center. Of the 23 racemic mols. synthesized, 5 were selected for resolution based on structure-activity relationships. One chiral analog, (-)-(1R,2R)-1-[4-[[(3,5-dimethylanilino)carbonyl]methyl]phenoxy]-2-methylcyclopentanecarboxylic acid (I), exhibited greater in vitro activity in Hb solutions than its antipode, racemate, and RSR13. Compound I was equipotent with RSR13 in whole blood, is a candidate for in vivo animal studies, and if efficacious and safe has a potential for use in humans. In general, it was found that chirality affects allosteric effector activity with measurable differences observed between enantiomers and the racemates.
Journal of Medicinal Chemistry published new progress about Chirality. 29027-20-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H8ClN, Electric Literature of 29027-20-1.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics