Phosphine Oxides (-POMe2) for Medicinal Chemistry: Synthesis, Properties, and Applications.

Maksym V StambirskyiTetiana KostiukSerhii I SirobabaAlexander RudnichenkoDmytro L TitikaievYurii V DmytrivHalyna KuznietsovaIryna PishelPetro BoryskoPavel K Mykhailiuk

Published in: The Journal of organic chemistry (2021)

A general practical approach to hetero(aromatic) and aliphatic P(O)Me2-substituted derivatives is elaborated. The key synthetic step was a [Pd]-mediated C-P coupling of (hetero)aryl bromides/iodides with HP(O)Me2. The P(O)Me2 substituent was shown to dramatically increase solubility and decrease lipophilicity of organic compounds. This tactic was used to improve the solubility of the antihypertensive drug prazosin without affecting its biological profile.

Keyphrases

blood pressure
molecular docking
water soluble
room temperature
drug discovery
adverse drug
emergency department
drug induced
molecular dynamics simulations