JPS5869812A - Blood sugar level depressing agent - Google Patents

Abstract

PURPOSE:To provide a blood sugar level depressing agent containing a compound such as 4-methoxy-N-3-pyridylbenzamide, etc. as an active component, and having excellent blood sugar level depressing effect and long duration of the activity. CONSTITUTION:The agent contains the compound of formula[R1 is H or lower alkyl; R2 is straight-chain, branched-chain or cyclic alkyl, (nuclear-substituted) pyridyl, or pyridylmethyl; n is 1-3]as an active component. The active compound of formula can be prepared easily by reacting an amine with a methoxybenzoyl chloride in the presence of a base such as triethylamine by conventional process. It is administered in an arbitrary form prepared by the conventional means for the preparation of ordinary drug preparation.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the following general formula (% formula %) (wherein, R1 represents a hydrogen atom or a lower alkyl group, and R
Ifl whose active ingredient is a compound represented by 4 linear chains □ 1 branched or cyclic alkyl group, pyridyl group or pyridylmethyl group which may have a substituent on the nucleus, and % indicates 1 to 3) 'This is an invention of a Lw lowering agent.

The compounds represented by the above formula (13) include known compounds, but the prior literature in which they are described does not describe any hypoglycemic action or pharmacological action suggesting it.

The compound of the present invention represented by the above formula [1] can be prepared, for example, by reacting an amine and a methoxybenzoyl chloride in the presence of a chemical group, such as triethylamine, by a conventional method, as shown in the following Reference Examples. can be obtained easily.

Reference example.

3-aminopyridine 9.41F,) ethylamine 15
Add 17% of 4-methoxybenzoyl chloride to a mixed solution of ad and 200wj of acetone under water-cooling and stirring. Add gradually. The reaction solution was stirred at the same temperature for 30 minutes and then at room temperature for 1 hour. The reaction solution was poured into 11 water, and the precipitated crystals were collected in a furnace, washed with water, and then recrystallized from methanol to form colorless needle-like crystals of 4-methoxy N- 3-pyridylbenzand (compound 1) 17.5
Obtained f9, yield, yield 77%, melting point 168-170℃ Elemental analysis value Molecular formula otsl (OHN as uNzoz Theory Ill~ 68.41 5.30 1127 Actual value (2) 68.33 5.27 1λ24 Same as above The compounds shown in Table 1 were obtained.

The compound of the present invention obtained in this way has an excellent hypoglycemic effect, and has an effect of 0.1 to 100 mP/
It is effective against Af and maintains its efficacy for more than 24 hours when administered once a day at a dose of 0.1 to 10019/#.

For administration, a preparation is used which is formed into a desired dosage form by a conventional means used for normal formulation.

Example 1 5-week-old DDY mice (1 male weighing 25-30
f) t- After fasting for 16 hours, alloxan 751877kl
was administered intravenously, and 48 hours later, one of the compounds of the present invention (20
Orally administered an aqueous solution or suspension of 150
After a few minutes, blood was collected from the heart, and st in the blood was measured by the glucose oxidase method.

The measurement results are illustrated in Table 2.

Note that the compound numbers in the table correspond to the compound numbers of Reference Examples.

Table 2 *+p<o, os 111:P<0.01, 111:P
<0.001 Example 2 4-methoxy-N-3-pyridyllupenzamide (compound 1) 100 parts Calcium hydrogen phosphate 5 parts 5 parts Crystalline cellulose
50 parts cornstarch
40 parts Calcium stearate 1.5
Mix these ingredients thoroughly and press into one 25019 tablet (containing the active ingredient IOOD) by a conventional method to use as a hypoglycemic tablet.

Applicant: Chugai Pharmaceutical Co., Ltd. Continuation of page 1 0 shots clear person Masuo Koizumi 3-41-8 Takada, Toshima-ku, Tokyo Inside Chugai Pharmaceutical Co., Ltd. 0 shots: Yasushi Murakami 3-41-8 Takada, Toshima-ku, Tokyo Inside Chugai Pharmaceutical Co., Ltd. [Phase] Founder: Yoshikazu Hinohara Tokeito Toshima-ku Takada 3-41-8 Inside Chugai Pharmaceutical Co., Ltd. 0 shots clear by Hideki Nakano 3-41-8 Takada, Toshima-ku, Tokyo Inside Chugai Pharmaceutical Co., Ltd. 0 shots: Yoshio Takashiro 3-41-8 Takada, Toshima-ku, Tokyo Inside Chugai Pharmaceutical Co., Ltd.

Claims (1)

[Claims] General formula % formula %) (In the formula, R1 represents a hydrogen atom or a lower alkyl group, and R
4-digit straight chain 9-branched or cyclic alkyl group, pyridyl group or pyridylmethyl group that may have a substituent on the nucleus;
~3, represented by )