JPS623A - Plant growth promoter and promotion of plant growth - Google Patents

Abstract

PURPOSE:A plant growth promoter, containing a readily available inexpensive phenylglycine or a salt, acid addition salt thereof, etc. as an active constituent and having improved growth promoting effect and yield increasing effect and general-purpose properties for various plants. CONSTITUTION:A plant growth promoter containing a phenylglycine expressed by the formula [R<1> is -OR<11> or -NR<12>R<13> (R<11> is H or alkyl; R<12> and R<13> are H, alkyl or link to form a heterocyclic ring); R<2> and R<3> are H, alkyl or acyl; R<4> is H, halogen, OH, alkyl or alkoxy], a salt or acid addition salt thereof as an active constituent. The above-mentioned plant growth promoter is incorporated with an inert carrier and/or adjuvant, e.g. talc, diatomaceous earth, surfactant or emulsifying agent and used in the ordinary form of solution, emulsion, dust or paste, etc. The amount thereof to be used is 0.1-500g active constituent based on 10 ares plant growth area.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a plant growth promoter and a method for promoting plant growth. More specifically, the present invention relates to a plant growth promoter and a method for promoting plant growth using phenylglycines as active ingredients for plant growth.

BACKGROUND OF THE INVENTION Various active compounds have been proposed for the purpose of promoting the growth, increasing yield, and enlarging fruits of ornamental plants and cultivated plants.
An example of this is plant hormones isolated from natural products. However, when such plant hormones are isolated from natural products, it is extremely difficult to obtain canine i1c, and the K used to synthesize it is extremely expensive.

On the other hand, many proposals have been made to promote plant growth using artificially synthesized compounds, and among these, certain 7-minocarboxylic acids or their rust conductors have a stimulating or promoting effect on plant growth. It is known.

German Patent Publication No. 2217896 describes that J-methionine + dl-methionine, their esters or salts are effective in enlarging fruits, increasing yield, increasing sugar content, etc.

In addition, 1% Publication No. 49-3344 discloses that aliphatic carboxylic acids such as α-human p-xyα-hexylmalonic acid, or its salts, esters, or amides, represented by the following formula: It has been described to have activities that influence metabolism, especially its water balance.

In addition, in Japanese Patent Publication No. 46-23020, the growth of Amanori species that grow in seawater is described in DL-)! J Butofan, L
-a Isine, L-cystine, L-7 Subaragin El, L
- The application of phenylalanine, L-tyrosine or their salts is described.

OBJECTS OF THE INVENTION Therefore, one object of the present invention is to provide a novel plant growth promoter.

Another object of the present invention is to provide a plant growth promoter containing ferruglycines, which are relatively easily available and inexpensive compounds, as an active ingredient.

Still another object of the present invention is to provide a plant growth promoter with excellent growth promoting effects and yield increasing effects.

Still another object of the present invention is to provide a plant growth promoter that is relatively versatile for various plants.

Still another object of the present invention relates to a method of promoting plant growth by applying the plant growth promoter of the present invention to living plants or their living environments.

Further objects and advantages of the present invention will become apparent from the description below.

Structure of the Invention According to the present invention, such objects and advantages of the present invention are achieved by phenylglycines represented by the following formula (1) (is an alkoxy group having 5 or less carbon atoms), and carboxyl when R1 is a hydroxyl group. its salt in the group, or R' or R3
This is achieved by a plant growth promoter containing an acid addition salt of a 7mino group as an active ingredient for promoting plant growth when R is a group other than an acyl group, and R11 is a hydrogen atom or an alkyl group having 5 or less carbon atoms. , R11 and R1 are each independently a hydrogen atom or an alkyl group having 5 or less carbon atoms, or Bit and R1'' are bonded to each other and combined with the nitrogen atom to which they are bonded to further form a heteroatom. may form a 5- or 6-membered heterocycle that may contain.

The furkyl group having 5 or less carbon atoms in R'' may be linear or branched, such as methyl.

Ethyl, n-propyl, two-propyl, n-butyl/l/, 36cm butyl, 1so-butyl, t-
Butyl, n-pentyl, etc.

As the alkyl group having 5 or less carbon atoms for R4 and R'', the same groups as mentioned above for R11K can be exemplified.

The 5- or 6-membered heterocycle formed by the bond R'' and R'' can, for example, further contain nitrogen, oxygen or sulfur atoms as heteroatoms.

As the group -oR11, according to the definition of R11, 1 such as hydroxyl, methoxy, ethoxy, n-pboxy +
"15X)'-propoxy, n-butoxy or n-
Mention may be made of groups such as pentoxy.

Examples include groups such as amino, methylamino, ethylamialkylamine; dialkyl7mines such as dimethylamine, diethylamine, and di-n-propylamine; piperidino, piperazino, morpholino, and pyridyl.

In the above formula (1), Rt and Rs each independently represent a hydrogen atom, a furkyl group having 5 or less carbon atoms, or an acyl group having 5 or less carbon atoms. Examples of the alkyl group having 5 or less carbon atoms include the same ones as exemplified for R11. In addition, examples of acyl groups having 5 or less carbon atoms include formyl, acetyl, p-pionyl, p5t'LSD: "butyl,
Valeryl, Nka? Valeryl, etc. can be mentioned.

Moreover, R4 is a hydrogen atom, a halogen atom, or a hydroxyl group.

It is an alkyl group having 5 or less carbon atoms or an alkoxy group having 5 or less carbon atoms. An example of a halogen atom is fluorine.

They are chlorine, bromine, and iodine. As the alkyl group having 5 or less carbon atoms, the same ones as exemplified for R11 can be mentioned.

When the phenylglycine represented by the above formula +11 has a carboxyl group (in formula (1), R1 is a hydroxyl group), the carboxyl group can be in the form of a salt. Such salts include, for example, sodium,
Salts of alkali metals such as potassium.

Examples include salts of alkaline earth metals such as calcium and magnesium, and heptadium salts.

In addition, a group other than the phenylglycine group represented by the above formula (1), that is, a hydrogen atom or a/l having 5 or less carbon atoms.
When a z-kyl group, the ami7 group can be in the form of its acid addition salt. Examples of such acid addition salts include mineral acid salts such as hydrochloride and hydrobromide, and lower aliphatic carboxylic acid salts such as acetate.

As the phenylglycines represented by the above formula (11), for example, compounds in which either R1 or R3 is a hydrogen atom or an alkyl group having 5 or less carbon atoms are preferred.

Examples of such phenylglycines, salts thereof, or acid addition salts thereof include the following compounds.

(a-1) Phenylglycine (a-2) 4-hydroxyphenylglycine (a-3)
4-Methoxyphenylglycine (a-4) 4-chlorophenylglycine (a-5) 4-methylphenylglycine (a-6) Phenylglycine methyl ester (a-7)
Phenylglycine ethyl ester (a-8) Phenylglycine-2-methoxyethyl ester (a-9
) 4-hydroxyphenylglycine methyl ester (a
-10) 4-Methoxyphenylglycine methyl ester (i-11) 4-chlorophenylglycine methyl ester (a-12) 4-methylphenylglycine methyl ester (a-13) N-methylphenylglycine (a-1
4) N,N-dimethylphenylglycine (a-
15) N-formylphenylglycine (a-16) N-
7 Cetyl phenylglycine (a-17) N-)!
j fluo p7 cetyl phenylglycine (a-18) N-
7 cetyl-4-prophenylglycine (a-19)N
-7 cetyl-4-methylphenylglycine (a-20)
N-7 cetyl phenylglycine methyl ester (a-2
1) Phenylglycinamide (a-22) 2-amino-2-phenylacetylaminoethane (a-23) 2-7 minnow 2-phenyl 7 cetylamine butane-1 (a-24) Phenylglycine methyl ester! Acid acid salt (a-25) 4-hydroxyphenylglycine methyl ester hydrochloride (a-26) 4-Og phenylglycine methyl ester hydrochloride (a-27) 4-methylphenylglycine methyl ester hydrochloride (a-28) Phenylglycine hydrochloride (a-29) Phenylglycine sodium salt (a-
30) 4-Chlorphenylglycine sodium salt (a-
31) 4-methylphenylglycine sodium salt (a-
32) N-7 cetyl phenylglycinna) l lamb salt (a
-33) N-7 cetyl phenylglycine ammonium salt (a-34) N-acetylphenylglycine isopropylammonium salt The plant growth promoter of the present invention is a phenylglycine of the above formula (11, its salt or acid addition salt) Contains as an active ingredient for promoting plant growth.

The plant growth promoter of the present invention is usually used in combination with an inert carrier or adjuvant.

Such inert carriers or adjuvants include, for example, talc,
Bentonite, clay, kaolin, diatomaceous earth, white carbon, vermiculite, slaked stone! Solid carriers such as ammonium sulfate and urea; water and alcohol.

Geo? San, 7 setone, xylene, cyclohexane,
Liquid carriers such as methylnaphthalene and dimethylform 7s; furkyl sulfur esters, furkyl sulfonates,
Surfactants such as lidanine sulfonates, polyoxyethylene glycol ethers, polyoxyethylene furkyl 7-aryl ether, polyoxyethylene rubitan monoalkylate, dinaphthylmethane disulfonate,
Examples include various auxiliary agents such as emulsifiers or dispersants, carboxymethyl cellulose, and gum arabic.

These inert carriers and adjuvants can be used together or in combination of two or more.

The plant growth promoter of the present invention can be prepared by mixing the above-mentioned active ingredient with the above-mentioned inert carrier and/or adjuvant, for example, in a solution,
Preparations K11ll are prepared in the usual forms such as emulsions, III suspensions, powders, pastes or granules.

The plant growth promoter of the present invention is usually prepared in the form of a preparation as described above, containing 0.00% of the active ingredient. It is contained in an amount of 1 to 99% by weight, more preferably 0.1 to 96% by weight.

The plant growth promoter of the present invention promotes plant growth by applying it to living plants or their living environment in an amount effective for promoting plant growth.

The application to living plants can be the whole or part of the living plant, such as leaves, roots,
It can be a stem, a bud, a callus in plants that are tissue cultured.

The plant growth promoter of the present invention contains 0.1 to 0.1 of the above active compound.
500,9. More preferably, 1 to 2 oOy is applied.

Application can be carried out by conventional methods such as, for example, spraying, spraying, dusting.

When applied to seeds or callus, it is preferable to contact the seeds or callus as a solution with an active ingredient concentration of 1P to 10%, preferably 104 to 1%.

The plant growth promoter of the present invention has the activity of promoting the growth of one variety of plants. For example, rice, wheat as useful plants,
In addition to major grains such as corn and soybeans, there are also cotton, sugarcane, millet, millet, radish, turnip, mizuna, Chinese cabbage, and cabbage.

When applied to broad-leaved crops such as spinach, lettuce, salad greens, and watercress, it exhibits an extremely significant growth promoting effect.

The present invention will be explained in further detail with reference to Examples below.

Examples 1-20 In order to examine the growth promoting effect, the following test method was used.

First, 10q of the test compound (each of the 7-functional nylene glycine derivatives shown in Table 1 below) was added to 77 tons or 1Qc of each of water.
c) (Dissolved to obtain a solution. (This is called 1 solution A")
.

When Solution A was a 77 ton solution, 1 cc of the solution was further added with 3 cc of acetone and 4 cc of an aqueous solution containing 0.1% Tsurupol 268° (Toho Chemical Exhibition) to prepare a uniform solution. (This is called 1 spray liquid B").

When solution A is an aqueous solution, the solution 1 ce K O,1
Aqueous solution 7w containing % Tsurupol 2680 (Toho Chemical Exhibition)
was added to prepare a homogeneous solution (this is referred to as 1-spray solution C'').

The spray liquids B and C prepared in this way have an area of 100 cm.
When I grow Chinese cabbage as a crop in a vinyl pot, I grow 5 plants.
Five mizuna plants, two corn plants, five radish plants, and three rice plants 2 weeks after sowing (mainly at the 3-leaf stage) were fertilized and the stems and leaves were treated. As a control, a spray solution B containing no active substance was prepared, and each crop was treated with this solution for foliage. After approximately 3 weeks had elapsed after the foliage treatment, the foliage of each crop was cut off, and its total fresh weight was compared to that of the control group, and the weight ratio was determined to measure the promoting effect. The results are shown in Table 1 below.

Example 22.23 (Embedding of the helmet with L-phenylglycine) Dissolve L-phenylglycine in water toocc. Thereafter, 3 corn seeds and 10 Chinese cabbage seeds were sown in a vinyl pot with a g 100 c* surface containing Akadama soil. 1
On the 8th day, the stems and leaves were cut off and the total fresh weight was measured.

As a control, corn seeds and Chinese cabbage seeds were sown in the same manner without being soaked in the above solution, and then the stems and leaves were cut off at 18r:1 and the whole fresh IIk
was measured.

The ratio of the amount of the stem and leaf parts to that of the comparison control material was calculated.

The results were the following 20 types of clothing.

Table 2 Examples 24 to 34 Mizuna, corn, soybean, and radish in Example 1
The seeds were sown in the same manner in the same pots as in ~21, and 14 days after sowing, the compounds shown in Table 3 below (compounds/l6
13P (meaning the same as the compound shown in this specification) was treated on foliage using the spray solution shown in Table 3. In the section on types of spray liquids, B and C'' were prepared in the same manner as in Examples 1 to 21, respectively, and the "wettable powder" was 1 part by weight of a phenylglycine derivative and equal amounts of talc and pennite. 8.7 parts by weight of the mixture and 0.3 parts of a mixture of equal amounts of SQLFOR 5060 (manufactured by Toho Chemical Industry Co., Ltd.) and 7 Lubol (SQLFOR) 800A (manufactured by Toho Chemical Industry Co., Ltd.) were thoroughly ground and mixed, and then mixed with water. It was used as a Japanese medicine.

On the other hand, each crop was grown as a control without treatment with the active substance. After the above-mentioned stem vegetable treatment (DAT 520 days), the stem and leaves of each crop were cut, and the total fresh weight was compared with that of the control sample, and the weight ratio was determined to measure the promoting effect.The results are summarized in Table 3 below. It was shown to.

Claims (1)

[Claims] 1 The following formula (I) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼... (I) [Here, R^1 is -OR^1^1 or ▲ Numerical formulas, chemical formulas, tables, etc. There is ▼, R^1^1 is a hydrogen atom or an alkyl group having 5 or less carbon atoms, and R^1^2 and R
^1^3 are each independently a hydrogen atom or an alkyl group having 5 or less carbon atoms, or R^1^2 and R^1^3 are bonded to each other and the nitrogen atom to which they are bonded. Together, they may form a 5- or 6-membered heterocycle which may further contain a heteroatom, and R^2 and R^3 each independently represent a hydrogen atom, an alkyl group having 5 or less carbon atoms, group or carbon number 5
These are the following acyl groups, and R^4 is a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group having 5 or less carbon atoms, or an alkoxy group having 5 or less carbon atoms. ] Phenylglycines represented by, its salt at the carboxyl group when R^1 is a hydroxyl group, or R^2
Or a plant growth promoter containing an acid addition salt of an amino group when R^3 is a group other than an acyl group as an active ingredient for promoting plant growth. 2 In the above formula (I), the definition of R^1 is the same as above, one of R^2 and R^3 is a hydrogen atom or an alkyl group having 5 or less carbon atoms, and R^4 is 2. The plant growth promoter according to item 1, which has the same definition as above. 3 The following formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼……(I) [Here, R^1 is -OR^1^1 or ▲There are mathematical formulas, chemical formulas, tables, etc.▼, and R ^1^1 is a hydrogen atom or an alkyl group having 5 or less carbon atoms, and R^1^2 and R
^1^3 are each independently a hydrogen atom or an alkyl group having 5 or less carbon atoms, or R^1^2 and R^1^3 are bonded to each other and the nitrogen atom to which they are bonded. Together, they may form a 5- or 6-membered heterocycle which may further contain a heteroatom, and R^2 and R^3 each independently represent a hydrogen atom, an alkyl group having 5 or less carbon atoms, group or carbon number 5
These are the following acyl groups, and R^4 is a hydrogen atom, a halogen atom, a hydroxyl group, an alkyl group having 5 or less carbon atoms, or an alkoxy group having 5 or less carbon atoms. ] Phenylglycines represented by, its salt at the carboxyl group when R^1 is a hydroxyl group, or R^2
Or a plant characterized in that when R^3 is a group other than an acyl group, the acid addition salt of an amino group is applied to living plants or their living environment in an amount effective for promoting plant growth. Growth promotion method. 4. The method according to item 3, wherein the amount effective for promoting plant growth is 0.1 to 500 g per 10 are of area where plants live.