On October 29, 1992, Shibayama, Katsuhiro; Makino, Tetsuya; Imaoka, Takayuki; Katou, Tetsuya; Kaneko, Masayuki published a patent.Formula: C7H6ClNO2 The title of the patent was Preparation of tricyclic triazole derivatives as antiinflammatory, antiallergic, and anti-platelet activating factor (PAF) drugs. And the patent contained the following:
The title compounds [I; R1 = H, alkyl, C3-5 cycloalkyl; R2, R3 = H, alkyl, alkoxy, halo; W = CO, CR4R5; R4, R5 = H, alkyl; A = C1-5 linear or branched (un)saturated alkylene optionally containing heteroatoms; l = 0-2; n = 1-3; Y = N, C; Z = C(B)Ar1Ar2, CAr1Ar2, OCHAr1Ar2, fused aromatic ring; B = H, HO, MeO; Ar1, Ar2 = H, (un)substituted aryl] are prepared Thus, cyclocondensation of 4-(3-ethoxypropyl)-2-chloroquinoxaline (preparation given) with acetohydrazide in BuOH under reflux and bromination of the the resulting [1,2,4]triazolo[4,3-a]quinoxaline derivative (II; R6 = OEt) with 48% HBr followed by condensation with 4-(diphenylmethylene)piperidine and NaCO3 in DMF at 60-70° gave a title compound (II; R6 = Q). I at 50 mg/kg p.o. inhibited 44-75% passive cutaneous anaphylaxis and 19-87% histamine-induced allergy in rats. I showed IC50 of 0.013-5.4 μg/mL for inhibiting PAF-induced rabbit’s blood platelet aggregation. A tablet formulation containing II (R6 = Q1) was given. A total of 121 I were prepared The experimental process involved the reaction of 2-Chloro-4-methyl-1-nitrobenzene(cas: 38939-88-7).Formula: C7H6ClNO2
The Article related to tricyclic triazole preparation antiinflammatory, antiallergic triazoloquinoxaline triazolobenzodiazepine, platelet activating factor antagonist triazoloquinoxaline, paf antagonist triazoloquinoxaline, blood platelet aggregation inhibitor triazoloquinoxaline, triazolobenzimidazole antiinflammatory and other aspects.Formula: C7H6ClNO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics