SU719581A1 - 1-(n-nitrophenyl)-2-amino-1,3-propandiol nitrate exhibiting plant growth control activity - Google Patents

Description

- t. The invention relates to agriculture, mainly to plant growth regulators. Chemicals that have the ability to regulate growth in plant development are known: - indopyl acetic acid (hethoruxin) 0-1 - naphthylacetic acid 2. 1- (P-cytophenyl) -2-amino-1, 3 is also a known plant growth regulator. -propanediol Ij3l of the formula YH-CK-KH2 (G) OH (jHj-OH) However, the known compounds have insufficient activity. The purpose of the invention is to expand the range of plant growth regulators. The goal is achieved by using the azsggnate acid salt 1- (p-nitrophenyl) -2-amino-1, 3-pr pandiol of formula H-CH-TJH-HNOj (P) OH The process for preparing the compound of formula (P) is based on the reaction of 1- (P-nitrophenyl) -2-amino-1,3-propanediol (intermediate of the synthesis of synthomycin) with nitric acid. To a suspension of 21.2 g (0.1 mol) of 1- (P-nitrofensh1) -2-amino-1,3-propanediol in 20 ml of distilled water, 69 ml of 1O are slowly added with cooling (ice and water) and stirring. % solution of nitric acid-- (0.11 mol). After nitric acid was added, the mixture was stirred at room temperature for 3 hours. The 1- (p-nitrophenyl) -2-amino-1,3-propacdiopium nitrate salt precipitate was separated, washed with 10 ml of distilled water and dried. 19 g of substance are obtained. Yield 69%; m.p. (with different). . Found: C 39.34; H 4.92; N 15.0 Calculated, C 39.27: H 4.75: W 15.27; - ..-...-; -. ..-... ".-..- ..: -... The resulting substance is well dissolved in li Bod and metiyoye, does not dissolve in ether, petroleum ether, benzene and chloroform. The compound of formula (U.) dissolves well in cold water, which facilitates its use in agricultural production conditions: it has the properties of a plant growth regulator and can be used along with well-known regulators or instead of them. The proposed compound improves the similarity of the seeds of lettuce, winter wheat, as well as a mouse of bluish and buckwheat spreading, with low germination energy. It stimulates the growth of stem and Intireifee BbHCa, increases the weight of the aboveground young plants of winter wheat. Thanks to the use of the compound of formula (), not only the emergence of winter wheat is enhanced, but also its resistance to adverse conditions. The proposed compound is more active and has a wider spectrum of action than the compound of formula (I). Compound of formula (U). May be used as a plant growth regulator in pre-sowing treatment of seeds of various plant species and to be added to rows during sowing in order to increase field germination and increase yield. In addition, this combination can be used to regulate the processes of seed germination of various plant species, which have: low germination, in the paTHBiHOM decoupling and communal farming (greening) as a means of improving the decorative properties of flowers and stimulating growth and development The development of various types of plants that are used for urban greening. Example. Laboratory experience; TABLE of research: salad, oats. Ogshupiruyukuyu aktyyoshonSh III is studied in seedlings of plants grown in Petri dishes on an agar medium, T. , Petri dishes on frozen agar, holding the compound of formula (I) of a certain concentration, spread the seeds.

f19581 Seed germinate in a thermostat for three days at 22-24 ° C). Borrow the seedling cups and expose for 4 days in a hood with light for growing plants, and then measure the length of the roots, stems and leaves of the germina. In the coitropic version, astyushi agar-agar containing only water is used. As a reference, take a compound of the formula (T). In the rezul (the experiment carried out was established (Table 1) that the compound of formula (I) stimulates the growth of the stalks of Seagatga y oats: oats, it increases the germination of the salat. In relation to the dicotyledonous (lettuce) the proposed compound and as a stimulant (stalks , and as an inhibitor (0.01% root), more active than the standard. IB difference from the latter, a compound of formula (IT) does not have a stimulating effect on the growth of oat roots. At the same time, depending on the concentration, it can either inhibit or to stimulate the growth of oats (Table 1). EXAMPLE 2. Laboratory experience; volume Study kits: mouse weed seeds are bluish, spreading buckwheat. The choice of objects is due to the lowered seed germination energy and their positive response to stimulant processing. Stimulation of seed germination processes is carried out according to the standard method. Filter paper soaked with water is placed at the bottom of the Petri dish. with a solution of the conjugated compound of the required concentration. Then, 5O seeds of one type of weed are laid on this paper. The cups are placed in a thermostat where the temperature is 2 ° -24 ° C. After 30 days, the number of germinated seeds is calculated. In the control case, filter paper is treated with water only. Etrel (chloroethylphosphinic acid), which is known as a stimulator of seed germination, is taken as a reference. The compound of formula (I) does not have a positive effect on seed germination, therefore it is not used as a reference. As a result of the experiment (table. 2) found that the connection

Formula (D) has a positive effect on the germination of seed of a mouse of bluish and buckwheat, which is loosely spreading, with low germination energy. It is more active than the standard.

PRI me R 3. Experience of laboratory; object of study: winter wheat.

The experiments are laid according to the generally accepted methodology.

Before sowing, seeds are processed. an aqueous solution of a reference or a compound of formula (5). In the control variant, the seeds are treated with an equivalent amount of water. A compound of formula (I) is taken as a reference. The consumption rate of a solution or water is 40 m per i kg of seed. The area of the record is 2 m, the repetition is 15 times.

The experiments lay a year unfavorable for plant growth.

In the tillering stage, before the plants leave for the winter, they take into account the number of plants per unit area and determine the degree of development, ah.

As a result of the experiment performed (Table 3), it was established that the compound of the formula (L) at an optimal concentration of 0.01% significantly improved field germination, and most importantly, the survival rate of young plants under adverse conditions. In the experiment with the standard, the same effect is achieved when its concentration is O, 1%, i.e. for the time being Bbiuie dock.

The compound of formula (P) stimulates tillering energy and contributes to an increase in the weight of the above-ground mass: by stimulating activity it exceeds the standard, and the nature of its effect on plants differs somewhat from the nature of the action of the standard, which makes it possible to expand its field of application in agriculture.

EXAMPLE 4 The toxicity of 1- (P-nitrophenyl) -2-amino-1,3-propanedis1 is examined by introducing them into the stomach of white rats and mice as an emulsion in sunflower oil or as a uniform emulsion prepared

by diluting the preparation in distilled water mixed with OP-7. Healthy animals of both sexes, exposed to different doses of the substance, are selected for the experiment. Each dose is tested on at least 6 animals. Animals are observed for 14 days after administration of the drug. The drug is administered into the stomach using a metal probe. The main criterion for assessing the toxic effect are the doses that cause the death of 50% of the live (), which is calculated by the method of probit analysis. .

In the study of the toxicity of 1- (P-nitrophenyl) -2-amino-1,3-propane diol on white rats and mice, it was established that this substance has low toxicity for warm-blooded animals. In experiments with peroral Injection of the drug, it is not possible to achieve complete death of the animals, since it is impossible to introduce such an amount of compound that would cause I.X death. Therefore, it is estimated that LD is about 60OO mg / kg for white mice, and 8000 mg / kg for white rats. In addition, a study was conducted of the possible cumulative effect of the drug. It was shown that with the introduction of 1/20 rats from the normal E0 P0 (400 mg / kg) for 4 months both in the experimental group and in the control, the animals did not die. This indicates that the 1- (P-nitrophenyl) -2-amino-1,3-propychol has not accumulated cumulative properties.

In the study of the compound of formula (I) in white mice after intraperitoneal administration, it was established that, at a dose of 1OOO mg / kg, it did not cause animal death. Thus, anion N03 does not enhance the toxic properties of 1- {P nitrophenyl) -2-amino-1,3-propane diol ..

Thus, the proposed compound has the properties of a plant growth regulator and is not toxic to humans and warm-blooded animals.

719581

8 Table 97195 of the Invention Nitrate Formula 1- (P-nitrophenyl) -S-aMHHO-l .S-nponaHflHona salt of the formula C VCH-CH-TirF 2 OH (JHfOH with plant growth regulator properties. 5 ° 81 Sources of information, at 1 those taken into account during the examination 1.Melnikov N.N. Baskakov Yu.A. Chemistry of herbicides and plant growth regulators, M., Goskhimizdat, 1962, pp. 190. 2. In the same page, p. 265. 3. Author's certificate of the USSR №563148, class A 01 N 5/00, 1977 (prototype).

Claims (1)

Claim The nitric acid salt of 1- (P-nitrophenyl) -2-amino-1,3-propanediol of the formula ’HNO j OH (JHfOH with plant growth regulator properties.