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note
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2O 2.54. Isometric contractions were evoked by stimulation with 0.9 s trains of three pulses of 110% maximal voltage (train frequency 0.1 Hz; pulse duration 0.9 ms) through a platinum electrode attached to the upper end and a stainless steel electrode attached to the lower end of each bath. Contractile response was recorded using Spel Isosys computer aided data acquisition system (Experimetria, Hungary). Concentration response curve of WIN-55212-2 was taken in presence of control, 1, 2, and 3 using three different tissue preparations of mouse vas deferens. WIN-55212-2 was dissolved in 5% v/v Tween 80 in water, and test compounds were dissolved in 1% v/v DMSO and 5% v/v Tween 80 in water. Further dilutions were achieved by adding water both to the stock solution of WIN-55212-2 and test compounds.
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48949122024
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note
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Procedures for synthesis of compounds 5, 7, 8, 2, and 3: Synthesis of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carbony l azide 5: The 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxy lic acid 4 (1.2 g, 3.14 mmol) was taken in dichloromethane (12 mL) to which oxalyl chloride (0.35 mL, 4.08 mmol) was added drop wise at -20 °C. The solution was stirred at 0-5 °C for 30 min and stirred at 25-27 °C for a period of 1 h. The progress of the reaction was monitored by TLC using 5% methanol in chloroform as a mobile phase. The solvents were evaporated on a rotatory evaporator under reduced pressure to afford an oil (1.25 g, 100%), which was dissolved in dichloromethane (14.5 mL) and to this tetrabutylammonium bromide (3.0 mg, 9.0 mmol) was added followed by addition of 35% aqueous sodium azide (1 mL) at 0 °C. The resulting mixture was stirred at 0-5 °C for 2 h. The progress of the reaction was monitored by TLC using 40% EtOAc in petroleum ether as a mobile phase.
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