Novel immunosuppressive butenamides

Axton, C.A.; Billingham, M. E. J.; Bishop, Paul M.; Gallagher, P. T.; Hicks, T. A.; Kitchen, E. A.; Mullier, Graham; Owton, W. Martin; Parry, Mark G.; Scott, Susan J.; Steggles, David J.

doi:10.1039/p19920002203

Cited by 20 publications

(8 citation statements)

References 16 publications

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“…This aryl-aryl cross coupling has been widely applied as a key step in the total synthesis of numerous biologically active targets. As an example, Axton et al 128 produced this reaction (Scheme 81) in the preparation of novel immunosuppressive butenamides to mimic the metabolic product of leflunomide.…”

Section: B Cross-coupling Reactions Between Aryl Halides and Organome...mentioning

confidence: 99%

Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction

et al. 2002

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Section: B Cross-coupling Reactions Between Aryl Halides and Organome...mentioning

confidence: 99%

Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction

et al. 2002

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“…Leflunomide is a prodrug that is rapidly converted in the gastrointestinal tract and plasma to its active, open ring metabolite, the malononitrilamide, A771726 (2-cyano-3-hydroxy-N-(4trifluoromethylphenyl) butenamide). Structure-activity studies have shown how modifications to A771726 affect its immunoregulatory activity [7][8][9]. This drug along with NSAIDs (prostaglandin inhibitors) is used in the initial stages of remedy within three months of diagnosis to eradicate or diminish soreness, irritation, joint damage and to sustain normal function in RA patient [10,11].…”

Section: Introductionmentioning

confidence: 99%

Development of Liquid Chromatography? UV Method for Simultaneous Determination of Leflunomide and NSAIDs in API and Pharmaceutical Formulations: It?s Application to In vitro Interaction Studies

Sultana¹,

Arayne²

2012

Med Chem (Los Angeles)

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An efficient analytical method for the simultaneous determination of leflunomide and non steroidal anti-inflammatory drugs in API and formulations by LC-UV has been developed. The analytes were separated on Purospher Star, C 18 (5 µm, 250×4.6 mm) column at ambient temperature with methanol: water (80:20, v/v, pH at 2.7) at flow rate of 1.5 mL min -1 . Experiment was conducted in two phases. Leflunomide was separated with flurbiprofen and ibuprofen (phase-I) and diclofenac sodium and mefenamic acid (phase II). Calibration curves were linear over the range 0.625-5 µg mL -1 in both phases for leflunomide while for flurbiprofen, ibuprofen, diclofenac sodium, mefenamic acid linearity were achieved in the range of 0.625-5, 11.25-90, 1.56-50 and 0.78-25 µg mL -1 , respectively with r 2 >0.9998. Intraday variation was <1.2 and <1.4 %, while in inter-day ranged between 0.042-1.45% and 0.08-1.27% in phase-I and II, respectively. Mean recovery values for intra-day ranged from 99.04-100.4% and 98.48-100.2% and for inter-day were between 98.54-100.29% and 98.85-100.54% in phase-I and II, respectively. The LLOD of leflunomide was 13 ng mL -1 , while LLOQ was 39ng mL -1 , respectively. LLOD and LLOQ for flurbiprofen, ibuprofen, diclofenac sodium and mefenamic acid were 6.9, 296, 71 and 1.2 ng mL -1 and 21, 897, 214.3 and 3.676 ng mL -1 , respectively. Present study showed that nanogram quantities of all the compounds can be estimated accurately. The newly established method was successfully applied to study in vitro interactions between leflunomide and NSAIDs.

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“…5-Arylthiophene-2-carboxylates find their application in the synthesis of immunosuppressive, 3 antifungal and flourescence 5 intermediates. A number of substituted thiophene derivatives have been reported as anti hypertensive, antiprotozoal, antibacterial, 1 antifungal, and anti-inflammatory 2 agents.…”

Section: Introductionmentioning

confidence: 99%