54006-10-9Relevant academic research and scientific papers
DIARYLUREA DERIVATIVES AND THEIR USE AS CHLORIDE CHANNEL BLOCKERS
-
Page 34, (2008/06/13)
The present invention relates to novel diarylurea derivatives useful as chloride channel blockers. In other aspects the invention relates to the use of these compounds in a method for therapy, such as for the treatment of bone metabolic diseases, diseases responsive to modulation of the mast cell or basophil activity, diseases responsive to inhibition of angiogenesis, or sickle cell anaemia, and to pharmaceutical compositions comprising the compounds of the invention.
Organophosphorus Compounds. XIX. Synthesis of 2,3-Dihydro-1H-1,2-benzazaphosphole 2-Oxides, Variously Substituted on Nitrogen and Phosphorus, by N-P Cyclization of Zwitterionic Intermediates
Collins, David J.,Drygala, Peter F.,Swan, John M.
, p. 2517 - 2536 (2007/10/02)
2-Phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (7a) was prepared by thermolysis of the corresponding zwitterionic amino phosphinic acid (4), or its hydrochloride salt (1).Thermolysis of methyl (2-aminobenzyl)phenylphosphinate (5a) was accompanied by intermolecu;ar O->N transmethylation to give, after cyclization, 1-methyl-2-phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (9a); similarly, the ethyl ester (5b) gave the N-ethyl heterocycle (9b). Reaction of 2-phthalimidobenzyl bromide (13a) with diethyl methylphosphonite (14b) gave ethyl (2-phthalimidobenzyl)methylphosphinate 15a).Hydrolysis of (15a) afforded (2-aminobenzyl)-methylphosphinic acid (16), and thermolysis of this produced 2-methyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (18a). 1-Methyl-2-methoxy-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (24) was synthesized in an analogous manner. Base catalyzed N-alkylation of the benzazaphosphole derivatives (7a) and (18a) was readily achieved, and the interconversion of 2-oxides and 2-sulfides was accomplished by conventional methods.
ORGANOPHOSPHORUS COMPOUNDS XVI. SYNTHESIS OF SOME NOVEL 2,3-DIHYDRO-1H-1,2-BENZAZAPHOSPHOLE 2-OXIDES AND -SULPHIDES
Collins, David J.,Drygala, Peter F.,Swan, John M.
, p. 1117 - 1120 (2007/10/02)
Several derivatives of 2,3-dihydro-1H-1,2-benzazaphosphole, a new class of benz-fused N-P heterocycle, have been synthesised by thermal and DCC-promoted N-P ring closure from zwitterionic intermediates.
