Aryloxyalkyloxy- and aralkyloxy-4-hydroxy-3-nitrocoumarins which inhibit histamine release in the rat and also antagonize the effects of a slow reacting substance of anaphylaxis

Abstract

The syntheses and structure--activity relationships of a number of 4-hydroxy-3-nitrocoumarins, which are both antagonists of a slow reacting substance of anaphylaxis and potent inhibitors of antigen-induced histamine release in the rat, are described. Most active among these are 7-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy(-2-hydroxypropoxy] derivatives having hydrogen or lower alkyl substituents at the C-8 position of the coumarin ring, 168, 171, 173, and 174.

New developments concerning leukotriene antagonists: a review

“…Numerous research groups have synthesized LT antagonists by substantial modification of the right hand portion of FPL-55,712 while retaining the left hand hydroxyacetophenone moiety [43][44][45][46][47][48][49][50][51][52][53][54][55][56][57]. Table 1 presents a summary of these compounds (3-17) along with their biological profiles.…”

Synthesis, Characterization and Antimicrobial Studies of N1‐[(1E)‐1‐(2‐Hydroxyphenyl) ethylidene]‐2‐oxo‐2H‐chromene‐3‐carbohydrazide and its Metal Complexes

“…Owing to their diverse bioactivities viz. anticoagulant 2,3 antibacterial, antifungal 4 , antibiotic 5 , spasmolytic 6 , anthelmintic 7 , diuretic 8 , anti-inflammatony 9 , antitubercular agents 10 , anti-histamic agents 11 , antidepressant 12 and antimalerial 13 . Hence it was thought to undertake such study.…”

Rat Passive Peritoneal Anaphylaxis Following Sensitisation with Guinea Pig Antiserum: an Immediate Hypersensitivity Reaction without Histamine Release

“…Extravasation, during PPA in rats sen sitised with guinea pig antiserum, was not reduced by prior treatment of the rats with the H, antihistamines pyrilamine and cy proheptadine [8], given at doses which pro duced a marked inhibition of extravasation in PPA produced in rats sensitised with rat antiserum [23], Methysergide, a 5-HT an tagonist [8], when given at high doses [22], also failed to inhibit extravasation of PPA in rats sensitised with guinea pig antiserum. Administration of high doses of the SRS-A antagonist FPL 55712 [1] or BRL 19880 [5] to rats, just before subjecting them to this type of PPA, had no effect on the extra vasation. Further evidence that SRS-A might not be the only mediator of extrava sation in this type of rat PPA was provided by the finding that pre-treatment of the rats with appropriate compounds produced a marked inhibition of the release of SRS-A at doses which had little effect on extravasa tion.…”

“…London, UK). Animals were sensitised with the grade III ovalbumin and rats were challenged with the grade V. [4,5]; phenidone (l-phenyl-3-pyrazolidone) and DL-isoproterenol sulfate (Sig ma, St. Louis, Mo. ); salbutamol (Allen & Hanbury, Ware, UK); Hetrazan (diethylcarbamazine; Lederle Lab., Pearl River, N.Y.).…”