ChemInform Abstract: STRUCTURE‐ACTIVITY RELATIONSHIPS IN A SERIES OF ANTIINFLAMMATORY N‐ARYLANTHRANILIC ACIDS

Abstract

Auf den drei im Formelschema angegebenen Reaktionswegen werden die N‐Arylanthranilsäuren (III) hergestellt.

The triphenyltin(VI) complexes of NSAIDs and derivatives. Synthesis, crystal structure and antiproliferative activity. Potent anticancer agents

“…Compounds 3, 5 and 7 were synthesized according to UllmannGoldberg condensation [5]. The triphenyltin(IV) complexes Ph 3 Sn (dmpa) (6) and [Ph 3 Sn(mef)] (8) were synthesized by the reaction of (Hmef) or (Hdmpa) with Ph 3 SnOH in a molar ratio of 1:1 according to published procedure [13,14].…”

“…benzoic acid] (Hmef) (5), [2-(2,6-dimethylphenylamino)benzoic acid], (Hdmpa) (7) were synthesized according to Ullmann-Goldberg condensation [5]. 6 and 8 were synthesized according to published procedure [13,14].…”

“…[2-(2,3-dichlorophenylamino)benzoic acid], Hdcpa (3) (Scheme 1) and [2-(2,6-dimethylphenylamino)benzoic acid], Hdmpa (5) chemically resemble to fenamates in clinical use. Hdcpa (3) was found to inhibit by 56.6% on triiodothyronine (T3) uptake by H4 hepatocytes and octanol-water partition coefficient (logP) was found to be 5.457 [5]. The anti-inflammatory activity of Hdcpa (3) was measured by the anti-UV-erythema test and the minimum effective dose (MED) was found to be 3.1 mg/kg, while for flufenamic and tolfenamic the MED value was found to be 3.3 and 5.3 mg/kg, respectively [6].…”

“…Crystal structures of dimeric tetraorganodistannoxanes of flufenamic, mefenamic, meclofenac, Hdcpa and Hmpa have been reported [7][8][9][10]. The crystal structures of triphenyltin(IV) esters of mefenamic acid, meclofenamic (9) and Hdmpa (5) have been also reported and were tested for antimycobacterial activity against Mycobacterium tuberculosis H37Rv. These triphenyltin esters were found to be very good anti-tuberculosis agents [11][12][13][14].…”

Organotin meclofenamic complexes: Synthesis, crystal structures and antiproliferative activity of the first complexes of meclofenamic acid – Novel anti-tuberculosis agents

“…Elemental analyses were carried out by the microanalytical service of the University of Ioannina, Greece. This compound was synthesized by Ullmann-Goldberg condensation [10]. 2,6-Dichloro-3-methylaniline (16.33 g, 92.5 mmol), potassium 2-bromobenzoate (22.70 g, 95.0 mmol), 4-ethylmorpholine (12 mL, 95.0 mmol) and anhydrous copper acetate (1.0 g) in distilled dimethylformamide (DMF) (40 mL) were refluxed for 4 h under N 2 atmosphere.…”