52893-45-5Relevant academic research and scientific papers
Differential binding of phenothiazine urea derivatives to wild-type human cholinesterases and butyrylcholinesterase mutants
Darvesh, Sultan,Pottie, Ian R.,Darvesh, Katherine V.,McDonald, Robert S.,Walsh, Ryan,Conrad, Sarah,Penwell, Andrea,Mataija, Diane,Martin, Earl
experimental part, p. 2232 - 2244 (2010/05/18)
A series of N-10 urea derivatives of phenothiazine was synthesized and each compound was evaluated for its ability to inhibit human cholinesterases. Most were specific inhibitors of BuChE. However, the potent inhibitory effects on both cholinesterases of one sub-class, the cationic aminoureas, provide an additional binding mechanism to cholinesterases for these compounds. The comparative effects of aminoureas on wild-type BuChE and several BuChE mutants indicate a binding process involving salt linkage with the aspartate of the cholinesterase peripheral anionic site. The effect of such compounds on cholinesterase activity at high substrate concentration supports ionic interaction of aminoureas at the peripheral anionic site.
SYNTHESIS OF 10-(N'-PHENYL)IMIDOYL DERIVATIVES OF PHENOTHIAZINE, AND THEIR REACTIONS WITH O,O-DIALKYLTHIO- AND DITHIOPHOSPHATES
Kamalov, R. M.,Makarov, G. M.,Yarmukhametova, D. Kh.,Pudovik, M. A.,Cherkasov, R. A.,Pudovik, A. N.
, p. 2382 - 2388 (2007/10/02)
Condensation of phenothiazine with phenyl isocyanide dichloride has given 10-(N'-phenylchloroformimidoyl)phenothiazine, exchange reactions of which with salts of dialkylthio- and dithiophosphoric acids result in rearrangement of the initially formed 10-phenothiazines to 10-thiocarbamoyl>phenothiazines, while reaction with diisopropyl dithiophosphoric acid affords diisopropyl chlorothiophosphate, phenyl isothiocyanate, and phenothiazine. 10-(N'-Phenylethoxyformimidoyl)phenothiazine alkylates dithiophosphoric acid to give 10-(N'-phenylcarbamoyl)phenothiazine, while N2-phenyl-N1,N1-diethyl-(10-phenothiazinyl)formamidine reacts with diisopropyl dithiophosphoric acid, affording the salt N2-phenyl-N1,N1-diethyl-(10-phenothiazinyl)formamidinium O,O-diisopropyl dithiophosphate.
