DD149505A1 - UREASE-INHIBITING MEDIUM - Google Patents

Abstract

The invention relates to urease-inhibiting agents, as well as their use in agriculture. The object is to provide new agents that counteract an enzymatic urea cleavage to form ammonia and can be used successfully at low rates. According to the invention, agents are proposed which contain as active ingredients omega (naphthoxy) -alkylhydroxamic acids of the general formula I in which R is hydrogen or lower alkyl and n is 1 to 10 (R = H). The invention is applicable in conjunction with urea distillation and in animal production plants to reduce the undesirable release of ammonia from urea.

Description

-a- it 9 872

C05G 3/00.

AOHT 39/02. -

DESCRIPTION OF THE INVENTION Title of the Invention Urease Inhibiting Agents

Field of application of the invention

The present invention relates to urease inhibiting agents. containing cJOlaphthoxyJ-alkylhydroxamic acids as active ingredients and their use in agriculture,

Characteristic of the known technical solutions

The undesirable decomposition of urea to form ammonia, z, B _o in urea-containing fertilizers and animal by-products leads to economic losses. "This process is significantly effected by the enzyme urease. By the use of inhibitors, the ammonia release is influenced. A range of organic compounds , such as, for example, acethydroxamic acid and benzhydroxamic acid (JP 39-7364), have already been proposed as urease inhibitors. These compounds are insufficiently effective at low application rates.

Aim of the invention;

The object of the invention is the development of new urease-inhibiting agents with improved efficacy *

Darlegung- of the invention We s sen

The invention has for its object to provide new means which counteract an enzymatic urea cleavage to form ammonia and thereby act in concentrations which allow an economic benefit,

It has now been found that cj (naphthoxy) -alkyl hydroxamic acids of the general formula I

0- (CH) -CO-NH-OH

ι ⁿ (D

in v / elcher

R is hydrogen or lower alkyl, and η is 1 to 10 (R ~ H),

strongly inhibit the enzyme urease and are particularly suitable as agents for urease-inhibiting agents,

Surprisingly, the agents according to the invention bring about a significantly greater inhibition of urease than the alkylhydroxamic acids known from the prior art, which are the closest active ingredients. An additional advantage is that the active compounds have good fungicidal and bactericidal properties against phytopathogenic pests (DD WP A01E / 209 998) * Your plant compatibility is good ο The means according to the invention thus represent an enrichment of the state of the art «

The cJ (Na-phthoxy) -alkylhydroxamic acids are prepared in a known manner,

The agents according to the invention can be used particularly advantageously in conjunction with urea fertilization. Due to the inhibition of the enzymatic urea hydrolysis and the ammonia release regulated thereby, the loss of plant-available ammonia nitrogen in culture soil is reduced. In addition, soil-borne phytopathogenic fungi and bacteria are prevented from developing. The application of the agent can occur before, simultaneously with or after the Fertilization of the culture soil is carried out «

A further field of application of the agents according to the invention is in animal production. In animal production plants, a treatment of soil materials of animal husbandry, Ab.sorbermatten, animal waste products and the like can be carried out with such amounts of agents according to the invention which are toxicologically safe for the animals caused decomposition of urea from the urine and the associated annoying smell of ammonia pushed back O

The fatty acids hydroxamic acids can be used either together with urea or as a constituent of urea-containing fertilizers or together with such fertilizers or in admixture with a conventional solid, ground or granulated carrier _q

If the compounds according to the invention are applied together with the fertilizer, the active ingredient content is between 0.01 and 50 % by weight, preferably between 0.01 and 5%, based on the nitrogen content of the fertilizer. When applied before and after fertilization, the application rate is 0.1 to 100 kg of active ingredient / ha _o

A combination and common application of the compositions of the invention with crop protection agents, agents for biological process control and soil conditioners is possible and useful.

For treatment in animal production plants, soil materials, absorber mats, animal wastes and the like, an active ingredient content of 0.00005 to 0.02 % by weight, preferably 0.0001 to 0.005%, based on 1 kg of animal urine, is required to decompose the To suppress urea «

The <x / (ß ~ naphthoxy) ~ alkylhydroxamic acids are converted to this in a known manner with the usual excipients and carriers in liquid or solid Pormulierungen,

Ausführungsbeisüiel

In the example below, the inhibitory effect of the cj (naphthoxy) alkyl hydroxamic acids on urease-induced urea cleavage is described

In a vessel is added a defined amount of 0.1 M acetate buffer pH 5 ₉ 6 10 4 ml "" ⁴ m Harnst off solution, 1 ml of 1% urease (isolated from soybeans, manufactured by VEB Arzneimittelwerk Dresden, specific activity: 150 -200 Sumner-E / g) and 1 ml hydroxamic acid of defined concentration, Then in the main vessel a central vessel with 4.0 ml of 0.1 η sulfuric acid and outstanding piled paper strips provided, the main vessel airtight and 3 hours left at room temperature

Then, in the main vessels 0 ₉ 1 M borate buffer pH filled 10.3, this again sealed and h are transmitted The ammonium sulfate formed from the above previous ammonia at room temperature 21 is stained with Heßler reagent and colorimetrically using a calibration curve determined O

The table shows the hydroxamic acid concentrations which cause a 50% inhibition of urease (Icq).

I 9872

active substance

I ₅₀ (mol / l)

- CONHOH

COMOH

(known)

(known)

0-CH ₂ -COOHTHOH (known)

0-CH ₂ -CONHOH

0-GH-CONHOH C ₃ H ₇ (i)

0-CH ₂ -CONHOH

0-CH-CONHOH C ₂ H ₅

0-CH-CONHOH C ₃ H ₇ (i)

1.2 x 1O ^-6 3.6 x 1O ~ ⁷

5.5 · 1Ο ~ ^β

3.2 x 10 "" ⁷

7.6 · 10 ~ ⁷

5.0 · 101.0 · 10 "

6.5 * 10 '

C-

-CONHOH

0- (CH ₂ ) -, Q-CONHOH

5.8

7.5 · 10

~ ⁷

Claims (1)

invention claims 1 * urease inhibiting agents, characterized in that they contain as active ingredients in addition to excipients and carriers or fertilizer components at least one ^ ^ (naphthoxy) -alkylhydroxalsäure the general formula I, 0- (CH) -CO-NH-OH ι · ^η (D. in the R is hydrogen or lower alkyl, and η 1 to lOc means (R = H), contained 2 _e Use of the preparations according to item 1, characterized in that they are used together with urea or as a constituent of urea-containing fertilizers or together with such fertilizers or in admixture with a conventional solid, ground or granulated frit material ₀ 3 "Use of means according to item ^1, characterized in that they reduce the loss of plant-available ammoniacal nitrogen in cultivated soils and at the same time inhibit the development of soil-borne, phytopathogenic fungi and bacteria." 4 · Use of preparations according to point 1 »characterized by the fact that they are used before, at the same time, with or after fertilizer application« Use of means according to item 1, characterized in that they are used for the treatment of soil materials, absorber mats, animal wastes and the like in animal production plants.