SU1059851A1 - 2-[n-[4-(3,3-dimethyltriazeno)-benzenesulfonyl]amido]-4,6-dimethypyrimidine sodium salt displaying anti-inflammatory activity - Google Patents

Abstract

SODIUM SALT

Description

exhibiting anti-inflammatory effect.

The method of its production is based on the diazotization of aromatic amines, the subsequent (processing of the obtained

product dimethylamine in an alkaline medium 3 and the action of the resulting (3,3-dimethyltriazeno) benzene sulphonyl-amido-4,6 dimethylpyrimidine according to the scheme:

.sh,

Ny 3 SOgUHHD)

SNS) 2N-H

- /

N-L,

CH:

NaOH

(CH3)

xCH.

N S02NNa- O

N

Example 1, 1 g (0.02 mol) NaOH is dissolved in 5 ml of distilled water, 30 ml of ethanol is added, and 3.3 рас g (0.01 mol) of 2-N- is added to the resulting solution. f4- (3.3 dimethyltriazeno) -benzenesulfonyl amndo1-4, 6-dimethylpyrimidine and heat until complete dissolution. The solution is filtered and left for several hours. The crystallized product is filtered, washed with alcohol, and once crystallized from an alcohol-water mixture (30 ml of alcohol and 5 ml of water), passed through with activated carbon. Get 3 g (84,27%) of the sodium salt of 2-G4- (3,3-dimethyltriazeno) -benzenesul fonamido-4,6-dimethylpyrimidine, so pl, 268-270 C, they say, weight 356,384, Spectrum NDP (m , d ,, s, d20): 2.09; (CH) 3.12; CH 6.18 j, 7.43 and 8.08; Found,%: C 47.14, H 5.00; N 23.29; S 8.89; Na 6.16, BOA yKaCalculated,%: C 47.18; H 4.81; N 23.58; S 9.00; Na 6.45. Biological tests of the proposed compound were carried out in laboratory animals. The anti-inflammatory effect is studied in male rats weighing 150170 g, in which adjuvant arthritis is reproduced by injecting 0.1 ml of Freund's adjuvant into the sole of the left hind paw. On the day of the reproduction, the treatment is started. A proposed compound was intramuscularly administered to the experimental group in a volume of Oj2 ml of saline, and the control animals were injected intramuscularly with saline. The treatment was carried out daily, except for weekends, for 16 days, a total of 12 injections. Daily dose of the drug 40 mg / kg body. For comparison, rats were treated with adjuvant arthritis with acetylsalicylic acid at a dose of 120 mg / kg (a preparation widely used in medical practice as an anti-inflammatory agent 4),. During the course of the experiment, the dynamics of body weight and swelling of the limbs of the animals were monitored. Limb volume is determined by the amount of water displaced when immersed in a graduated tube. To determine the swelling of the joints, the volume of the normal leg of the rats is subtracted from the volume of the affected limb. At the end of the test, after bleeding, the activity indicators of the process are determined and the internal organs are weighed. The percentage deviation of swelling from control is calculated using the formula,, 00, where O 1 is the average swelling of the extremities in the control group; On the average swelling of limbs in experimental rats. I Similarly calculate the percentage of deviations of other indicators. Sharp toxicity is determined on healthy white mice after intramuscular administration. Data on activity and toxicity are presented in the table.

As can be seen from the table, the proposed compound has a pronounced anti-inflammatory effect in adjuvant arthritis in rats, KOtopoe appears during the whole experience, and also inhibits the development of the immune process, i.e. development

polyarthritis, which is mild with the introduction of acetylsalicylic acid.

The compound is soluble in water, which makes it possible to use it in the form of injections. Besides,; This compound causes an involution of the lymphoid organs, which indicates an immunosuppressive effect.

2000

200 8.38

25

46.86), OI

37.9 p 0.02

69.9, OJ

77.2, 00t

73.8

, 01

8.1

4.8

"0.81.

, 001

74.1 RNO, 001

51.9, 001

Claims (1)

SODIUM SALT 2- ^ 4- (3,3DIMETHYLTRIAZENO) -BENZENESULFONAMIDO] 4,6-DIMETHYLPYRIMIDINE of the formula (CH ₃ ) ₂ NN ^ X ^> - SO ₂ NNa- ^ Q> CHz. Showing anti-inflammatory effect.