JPS5951535B2 - 2-amino-5-methylpyridine-3-sulfonamide and anticoccidial agent containing it as an active ingredient - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to 2-amino-5-methylpyridine-3-sulfonamide and an anticoccidial agent containing the same as an active ingredient.

2-Amino-5-methylpyridine-3-sulfonamide is a new substance and can be synthesized by the following method.

After heating 2-amino-5-methylpyridine with chlorosulfonic acid, it is further reacted with thionyl chloride to synthesize 2-amino-5-methylpyridine-3-sulfonic acid chloride, which is then brought into contact with ammonia.

Next, examples will be shown to explain in more detail.

Example 2 - Synthesis of amino-5-methylpyridine-3-sulfonamide 2-amino-5-methylpyridine 2
1.69 to chlorosulfonic acid 1169 at 15°C with stirring.
Add below.

This solution was heated and stirred at 150° C. for 100 hours, then returned to room temperature, and 3Owj of thionyl chloride was added dropwise. Gas is generated violently. After the temperature has dropped to 125°C, the mixture is heated and stirred at 125°C for 2 hours. Add the reaction mixture to ice water, and extract the precipitated crystals with chloroform. The extract is washed with water, dried, passed through ammonia gas, and the precipitated crystals are recrystallized from water to give a contact point of 183-
The desired compound 309 was obtained exhibiting a temperature of 185°C. Calculated value as elemental analysis value C6H0N802S: C, 38.50:H, 4.85■N222.4
5:5 | 17.10 Experimental value: C238.45:H, 4.
65 ■ N322.68:5 | 16.96 This compound is useful as an anti-coccidial agent, and is particularly effective against Eimeria tenella, a highly pathogenic caecal parasite.
lla).

Furthermore, this compound is thiami, which is currently widely used. It is also highly effective against strains resistant to coccidial agents. In order to use the compound of the present invention as an anticoccidial agent, 2-amino-5-methylpyridine-3-sulfonamide is used, if necessary, in combination with a physiologically harmless carrier. It is usually added to animal feed or dissolved in drinking water. Animal feeds include, for example, flour, hulls, fermentation residues,
Examples include lees and sugars. This sample may be mixed with crushed limestone, talc powder, etc., and mixing can be done by crushing, stirring,
Manufactured into solid or semi-solid forms by methods such as rolling. The above preparations of the invention may contain other anticoccidial agents such as sulfur agents such as sulfachlorpyrazine, sulfadimethoxine, sulfaquinoxaline; or thiamine derivatives such as vecrothiamine, amprolium, dimethylium liquinoline derivatives such as puquinolate, decoquinate, Methylbenzokuwait: Folate antagonists e.g. pyrimethamine, diaveridine: Antibiotics e.g. monensin: or other anticoccidial agents e.g. 3-hydroxy-5-hydroxymethyl-2-methylpyridine, clopidol (3,5-dichlor-2,6-
Dimethyl-4-pyridinol), lobenzidene, etc. may be contained.

The dosage concentration of the compound of the present invention cannot be determined unconditionally depending on the type of poultry or livestock, administration method, purpose of administration, symptoms, etc., but for example, when preventing by adding it to feed, it is 25 to 250p.
pm and for treatment at 500-1000 ppm.

Next, a test example showing the effect of the compound of the present invention as an anticoccidial agent will be given.

Test Example Test Materials and Test Methods 1) Test chicks: single crowned white leghorn, male chicks, 14 days old from the start of the experiment (immediately after hatching, day-old chicks were fed a compound feed for young chicks that did not contain an anticoccidial agent until the start of the test) They were fed and kept in isolation.

)2) Test coccidium Eimeria tenella (ElI
1 sporulating oocyst of Teriatenella)
Infection was carried out by orally inoculating 42,000 eggs per wing directly into the pouch.

3) Test drug: 2-amino-5-methylpyridine-
3-Sulfonamide 4) Concentration of test drug added to feed: 200 ppm of the test drug was mixed into a commercially available compounded feed for young chicks that did not contain an anti-coccidial agent.

5) Test method: The above test chicks were raised in isolation from chickens with coccidiosis, their health conditions were observed, and the weight of normal chicks was measured. The birds were divided into 10 birds per area.

Furthermore, two groups were established: an infection-free control and a no-medication and infection-free control. After dividing, a certain number of oocysts were inoculated in all plots except for the uninfected and unmedicated control plot, and feed containing the test drug was fed at the same time, and the two control plots were fed with feed containing the same composition (without the test drug). Feed from the same lot was fed. 6) Judgment: Body weight was measured at certain times from the start of the test (during administration and infection) to the end (7F3 after infection), and the number of oocysts excreted during the 6-7 days after infection was measured every day. .

All surviving chicks were necropsied on the 7th day after infection, and the degree of cecal lesions caused by coccidia was determined using Experimental Parasitology Vol. 28, 30-
Johnson &
By the method of JOhnsOnandROld
) Judgment was made using a 5-stage method of 0 to 4. The amount of weight gain from the start of the test to the end of the test was defined as the amount of weight gain, and the value divided by the number of birds in each test section was defined as the average amount of weight gain.

The number of oocysts in the feces 11 discharged on the 6th and 7th days after infection was added for each test area to obtain the oocyst count.

Test results It is shown in Table 1.

Claims (1)

[Claims] 1 2-Amino-5-methylpyridine-3-sulfonamide. 2. An anticoccidial agent containing 2-amino-5-methylpyridine-3-sulfonamide as an active ingredient.