SU1253559A1 - Bromhydrate 2-methyl-4-dimethylaminomethyl-5-oxybenzimidazol, possessing growth-regulating activity with respect to coniferous trees - Google Patents

Abstract

2-Methyl-4-dimethyl-aminomethyl-5-hydroxybenzimidaeol bromohydrate of the formula CH2HSSH) 2 HO-tA-N. Nbg has a growth-regulated activity for conifers.

Description

"

This invention relates to a novel hydroxybenzylidazole derivative, namely, 2-methyl-4-dimethylaminomethyl-5-hydroxybenzimidazole hydrobromide of the formula

BUT

СН2ЖСЩ) г - .Н8г СНз

possessing growth-regulating activity in relation to coniferous tree species.

The purpose of the invention is to search for new compounds in the range of hydroxybenzimidazoles with higher growth-regulating activity.

2-Methyl-4-dimethylamino methyl-5-hydroxybenzimidazole bromohydrate (BIO-40B) is a water-soluble antioxidant of the pheno-7 type. It is prepared by reacting 2-methyl-4-dimethyl-aminomethyl-5-hydroxybenzimidazole with hydrobromic acid. Synthesis of the drug is quite simple, based on cheap domestic raw materials and can be produced in large quantities.

This compound is a white crystalline substance with T.Sh1. 239.5-240 C, easily soluble in water and alcohol.

Example 1 Preparation of β-2-methyl-4-dimethiol-1-methyl-5-hydroxybenzimidol bromide (BIO-40B).

2.05 g (0.01m) of 2-methyl-4-dimethyl-aminomethyl-5-hydroxybenzimidazole is dissolved in 20 ml of concentrated hydrobromic acid and boiled for 15 ffln. Then the solvent is distilled off to dryness, the residue is recrystallized twice from absolute alcohol. 2-methyl-4-dimethylaminomethyl-5-hydroxybenzimidazole hydrobromide is obtained in the form of white needle-like crystals.

Vnsod 3.31 g (90%), mp. 239.5-240 C.

Found: C, 36.48, 36.56, H, 4.80; 4.75.

;., H ONv-HBr

Calculated,%: C 36.03, H 4.68.

50 seeds of pine than the CIB preparation. The effective concentration of BIO-40B is 10-times less than that of the HIB preparation: BIO-40B at a concentration of 0.1 mg / l increases germination up to 155%, and HIB

PMR spectrum: 7.71; 7.62 (d, 1H, 7-H) 55 at a concentration of 10 mg / l increases 7.21, 7.12 (d, 1H, 6-H), 4.63 (s, 2H-CH-); vmestet up to 135% relative to the control. By significant criterion (increase in the length of the root seedlings)

2.99 (c, 6H, 4- (CHj ,, 2.89 m / d (s.ZN,

CH).

ten

15

2535591

 The stimulating effect of this drug was shown in experiments to improve the germination of seeds of pine and spruce and to accelerate the growth of seedlings

5 pine trees growing in dry conditions and wetlands.

Example 2. Seeds of pine growing in dry land conditions are soaked for days in an aqueous solution of BIO-40B. Then the seeds are sown on experienced affairs nki. Seeds that swell during the day in water serve as controls. The measurement of the main morphological parameters of the seedlings was made after 4 months. after sowing is seated in the ground. The data are given in table 1 (in% of the control).

The preparation BIO-40B has the advantage in comparison with nitrosodimethylurea (111SCH1), as it exhibits higher activity. Its effective concentrations are 5–5,000 times lower than for NDMM. Besides,

 BIO-40B has a wider spectrum of action: it significantly increases the length of the zone of conservation and needles, the weight of the needles and the zone of conservation, the number of needles per 1 plant. When applied to the NDNM Research Institute, this effect was not detected.

Example 4. Pine seeds are soaked in aqueous solutions of PreparE-BIO-4OB, 6 (6) chloro-2-methylbenzi35 midazole (CIB) and 2-methyl-4-dimethylaminomethyl-5-hydroxybenzimidazole hydrochloride (BIO-40 ). The control are the seeds of pine and spruce, soaked in water. Germination is carried out in cups.

40 Petri, in the thermostat. For 7 days, take into account the germination of seeds of pine and spruce and measure the length of the roots of seedlings. Comparison of the effect of BIO-40B and CIB on the germination of pine seeds and the length of 45 g of seedlings is presented in Table 2.

The data presented in Table 2 indicate that the proposed preparation BIO-40B is more effective as a means of stimulating the germination of pine seeds than the preparation HIB. The effective concentration of BIO-40B is 10-times less than that of the HIB preparation: BIO-40B at a concentration of 0.1 mg / l increases germination up to 155%, and HIB

BIO-40B is more effective than HIB. BIO-40B in a concentration of 0.1 and 1, 0 mg / l increases the length of the root of pine seedlings by 3-4 times, and CIB - only 1.5 times with respect to the control.

Thus, the proposed BIO-40B preprat is a more effective growth stimulator than its known structural analogue of the HIB.

A drug

Concentration

mg / l

10.0

1.0

0.1

10.0

1.0

0.1

Comparison of the influence of BIO-40B and BIO-40 on the germination of seed of pine and spruce and the length of the root of seedlings is presented in Table 3.

The data in Table 3 shows that the BIO-40B preparation is a more effective regulator of the growth of coniferous trees. The germination of pine seeds and spruce when using drugs at a concentration of 0.1 mg / l increases by 17-25%, respectively, compared with BIO-40, and the root length - by 45-50 / S.

Table 1

table 2

Germination,% of control

The length of the root,% of the control

100 300 400 150 100 100

0B

0.1

40

0.1

.El Pine El Pine El Pine El Pine

Compiled by D.Satarov Editor M.Dylyn Tehred and. Veres Proofreader A. Obruchar

Order 4652/6 Circulation 679. Subscription to the National Committee of the USSR

for inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab., 4/5

Production and printing company, Uzhgorod, st. Project, 4

T a

faces

200 400 300 400 180 350 250 355

Claims (2)

2-Methyl-4-dimethylaminomethyl-5-hydroxybenzimidaeol bromohydrate of formula SNGZHNz ‘NOAg — N. NVG ϊ Lunch having growth control activity with conifers. ka SP camping ΟΊ cl with 2 one