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Keywords: Acetylene, hydrochlorides, acetylene amino alcohols, ammonium salts, pesticides, inhibitors Introduction



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Keywords: Acetylene, hydrochlorides, acetylene amino alcohols, ammonium salts, pesticides, inhibitors


Introduction. At present time different derivatives of acetylene and compounds on their base are used in agriculture as pesticides [1]. Value of these compounds in particular acetylenic aminoalcohols is their low toxicality for warm-blooded animals [2]. In this work the stimulation and inhibition actions on plants of substituted aminopentinols (I-III), aminohexinols (IV-VI) obtained by Mannich reaction [3-6] from acetylenic alcohols and secondary amines were investigated. Also different chloronium (VII-XII), bromonium (XIII-XVIII) salts and hydrochlorides (XIX-XXIV) were synthesized according to following scheme:






For determination of the biological activity of synthesized preparates the known method –bio testing on wheat was used [7,8]. Preparates were used as their water solutions with concentrations 1000; 100 and 1 mkg/3ml and tests were carried out three times. Seeds have been sprout during 36 h at 25-260C and then growth of coleoptiles was determined. Results of determination of biological activity of investigated preparates are presented in table 1, from which it is shown that compounds I, III, V and XIII have possesed by inhibition activity; compounds XII and XXII- by stimulation activity and compounds VII-XI, XIV-XVIII, XX, XXIII – are low active. Also it was shown that substances II, IV, VI, XIX, XXI and XXIV in high concentration (1000mg/3ml) are inhibitors of plants growth but at low concentrations (100 and 1 mkg/3ml) have stimulated growth of wheat coleoptiles.




Table 1 – Biological activity of acetylenic aminoalcohols and their ternary ammonium salts



№ of compound

Compounds



Type of biolo-gical activity

Active dose, mkg/3ml

Lite-rature

I

5-(Dimethylamino)-2-methylpent-3-yn
-2-ol

Growth-inhibition

1000

6

II

5-(Diethylamino)-2-methylpent-3-yn-2-ol

-:-

1000
100

7,8

III

2-Methyl-5-(piperidin-1-yl)pent-3-yn-2-ol

-:-

1000

10

IV

(S)-6-(Dimethylamino)-3-methylhex-4-yn-3-ol

-:-

100
1000

9

V

(S)-6-(Diethylamino)-3-methylhex-4-yn-3-ol

-:-

1000

7,8

VI

(S)-3-Methyl-6-(piperidin-1-yl)hex-4-yn-3-ol

-:-

100
1000

10

VII

Dichloronium salts 5-(dimethyl- amino)-2-methylpent-3-yn-2-ol

Low active

1000

11

VIII

Dichloronium salts 5-(diethylamino)-2-methylpent-3-yn-2-ol

-:-

1000

11

IX

Dichloronium salts (S)-6-(dimethyl- amino)-3-methylhex-4-yn-3-ol

-:-

1000

-

X

Dichloronium salts (S)-6-(diethyl - amino)-3-methylhex-4-yn-3-ol

-:-

1000

-

XI

Dichloronium salts 2-methyl-5-(piperidin-1-yl) pent-3-yn-2-ol

-:-

1000

11

XII

Dichloronium salts (S)-3-methyl-6-(piperidin-1-yl) hex-4-yn-3-ol

Growth-stimulated

1

11

XIII

Dibromonium salts 5-(dimethyl- amino)-2-methylpent-3-yn-2-ol

-:-

1000

-

XIV

Dibromonium salts (S)-6-(dimethyl- amino)-3-methylhex-4-yn-3-ol

Low active

1000

-

XV

Dibromonium salts 5-(diethylamino)-2-methylpent-3-yn-2-ol

-:-

1000

-

XVI

Dibromonium salts(S)-6-(diethyl- amino) -3-methylhex-4-yn-3-ol

-:-

1000

-

XVII

Dibromonium salts 2-methyl-5-(piperidin-1-yl) pent-3-yn-2-ol

-:-

1000

11

XVIII

Dibromonium salts (S)-3-methyl-6-(piperidin-1-yl) hex-4-yn-3-ol

-:-

1000

11

XIX

Hydrochloride 5-(dimethylamino)-2-methylpent-3-yn-2-ol

Growth-stimulated

1
1000

11

XX

Hydrochloride (S)-6-(dimethyl- amino)-3-methylhex-4-yn-3-ol

Low active

1000

-

XXI

Hydrochloride 5-(diethylamino)-2-methylpent-3-yn-2-ol

Growth-stimulated

1
1000

-

XXII

Hydrochloride (S)-6-(diethylamino)-3-methylhex-4-yn-3-ol

-:-

1




XXIII

Hydrochloride 2-methyl-5-(piperidin-1-yl) pent-3-yn-2-ol

Low active

1000

11

XXIV

Hydrochloride (S)-3-methyl-6-(piperidin-1-yl) hex-4-yn-3-ol

Growth-stimulated

1
1000

11

Also influence of some most active compounds on the seeds germination and growth of different types of culture plants: wheat of sort Albidum-43 (Triticum durum), Orange-160 sorghum (Sorghum durra) and chickpeas -173 (Cicer dricti num) in preplant or preemergence periodwas investigated. It is known [10-12] that in preplant period there are two methods of seed treatment: 1) weting of them in water solutions of used investigated compounds or 2) introduction of them in composition of the shell-forming covers.


It was determined that first method for investigated compounds was uneffective and correspondenly the second method was used at treatment of above-mentioned plants. Seeds were sow by 16 pieces in vessel with soil. After sowing the soil was sprinkled by 50 ml of 1,0% water solutions of preparates by pulverizer control sample was sprinkled by water. Germination of seeds and growth of sprouting’s have been determined through 6, 12 and 30 days after sowing. Obtained results are presented in tables 2 and 3.




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