CS225008B1 - 2-R-3-R1-substituted benzothiazolium salt stimulating agent - Google Patents

Abstract

The invention relates to the chemical and biological field. The invention addresses the possibility of using 2-R-3-R1-substituted benzothiazolium salts as growth stimulants in agrochemistry. A method for preparing the above compounds has been developed, which exhibit a stimulating effect comparable to, or better than, the standards used so far, beta-indolylacetic acid, which is imported, and 2,4-dichlorophenoxyacetic acid. The invention can be used in agriculture.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention This invention relates to a 2-R-3-R ¹ -substituted benzothiazolium salt-stimulating agent.

Growth stimulators act on plant cells either by volume increase or division. Accordingly, they are classified into a group of growth agents that cause the growth of cells by enlargement or bioses that affect the embryonic or plasma growth of the cells. One of these is beta-indolylacetic acid, which causes cell enlargement, as evidenced by tests, for example, using oat-germs cut off by Went. Others are 2,4-dichlorophenoxyacetic acid and di-isobutylphenoxyacetic acid, which at higher concentrations affect some types, for example broad-leaved plants, of toxicity. Growth agents of the biose family include nyoinosit, biotin, pantothenic acid, thiamine, nicotinic acid, pyridoxine, riboflavin and p-aminobenzoic acid.

Said growth promoters may be supplemented with a 2-R-3-lithium-substituted benzothiazolium salt stimulating agent according to the invention which comprises, as an active ingredient, a 2-R-3-R ¹ -substituted benzothiazolium salt of general of formula I

wherein R is H and CH 2 and R is methyl, ethyl, allyl, propargyl, carboxymethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, propoxycarbonylmethyl, isopropoxycarbonylmethyl, benzyl and o-nitrobenzyl, and X is chloro, bromo, iodo, and metosulfate, and at 10 '' and 10 ^ ^-, M ^is preferably in the range of 10 ^-1 aZ- ^ 10 ^- ^ M dissolved in organic solvents, preferably in water.

Growth tests were carried out by a modified method on the model object of the lid. This model was selected for high homogeneity in seed germination and germination growth. In a series of experiments, the correlation between structure, molarity and biological activity was sought.

Claims (1)

The object of the invention is demonstrated by examples. Example 1 The vetch seeds were germinated in Petri dishes in a thermostat in the dark at 25 °C. Seedlings after 48 hours of growth were exposed to molar solutions of 2-R-3-R ¹ -substituted benzothiazolium salts. The following compounds were used in the exposure: X 3-Methylbenzothiazolium iodide II 3-Methylbenzothiazolium methosulphate III 3-Ethylbenzothiazolium iodide IV 2-Methyl-3-®ethylbenzothiazolium iodide V 3-allylbenzothiazolium bromide VI 2-methyl-3-allylbenzothiazolium bromide VII 2-Methyl-3-propargylbenzothiazolium bromide VIII 3-Carboxymethylbenzothiazolium bromide IX 2-Methyl-3-carboxymethylbenzothiazolium bromide X 3-Methoxycarbonylmethylbenzothiazolium bromide XI 3-Methoxycarbonylmethylbenzothiazolium chloride XII 2-Methyl-3-methoxycarbonylmethylbenzothiazolium bromide XIII 3-Ethoxycarbonylmethylbenzothiazolium bromide XIV ' 2-methyl-3-ethoxycarbonylmethylbenzothiazolium bromide XV 3-propoxycarbonylmethylbenzothiazolium bromide XVI 2-methyl-3-propoxycarbonylmethylbenzothiazolium bromide XVII 3-isopropoxycarbonylmethylbenzothiazolium bromide XVIII 3-Benzylbenzothiazolium bromide .... XIX 3-(2-Nitrobenzyl)benzothiazolium bromide Beta-indolylacetic acid (IAA), 2,4-dichlorophenoxyacetic acid (2,4-D) were tested as Standards. The results of the growth effect of compounds I to XIX are shown in table no. 1. Table 1. Stimulating effect of synthesized compounds according to the invention and standards - ^With 'CR II --N -Ft, X' Stimulation (mm) molarity Compound R I H ^GH 3 II if GH-, III H c _? h ₅ IV ch ₃ ^G 2 ^H 5 in H ch ₂ ch=ch _? VI CH, J _CH2CH = _CH2 VII ch _{3 CH2CsCH} VIII H CHgCOOH IX CH ₃ CHjCOOH X H CHjCOOCH-j XI H CH„COOCH _n 2 3 XII CH ₃ CH,C00CH, <· 3 XIII H ch ₂ cooc _? h ₅ XIV CH-, GHjCOOcýí^ XV H CHjCOOC^H^ XVI ^CH 3 _{CH2COOC3H7 ​ ​} XVII H CH.COOC H„-i 2 3 ( XVIII H CH,,C,H _r £ 6 5 XIX H acid acid CE.,G,K„ML-0 2 6 4 2 beta--indole±octo 2,4-Dichlorophenox J 0.85 10 ⁷ ch ₃ so _z) J 3.75 1.35 10' ¹ 10'3 J 4.25 10 ⁷ Br 2.60 10”’9 Br 4.30 1C~ ⁷ Br 0.90 10" ⁹ Br 0.95 10”’ ’ ... 1 ton Br 1 .25 10 Br 6.80 10”' ¹ Cl 5.00 10” ⁵ Br 2.35 1f ⁷ Br 4.05 ,0-9 year Br 2.00 í o · Br 5.55 10' ¹³ Br 2.10 1 0 Br 4.80 1 by ⁷ Br 6.70 10” ⁷ Br 2.70 1 0”' ’ IAA) 3.10 10” ¹² its (2,4-D) 4.95 f Π E B a E 1 OF THE INVENTION Means with salt marked team, formula I 1 > “stimulating effects based on 2-R-3-R-substituted benzothiazoliums, which as an active ingredient contains 2-R~3~3 ^1- benzothiazolium salt' of the general type where R means H and a CH^ group and R means methyl, ethyl, allyl, propargyl, carboxymethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, propoxycarbonylmethyl, isopropoxycarbonylmethyl, benzyl and o-nitrobenzyl group and X means chlorine, bromine, iodine and methosulfate group, in a concentration of 10'® to 10' M, preferably in the range of 10"'3 to 10~® M dissolved in organic solvents, preferably in water.