# US 2021/0276950 A1 · Plant growth inhibiting agent, and plant growth inhibiting method using same

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- Number: US 2021/0276950 A1
- Document ID: US20210276950A1
- Status: Published application
- Kind: A1
- Application number: 16/482,790
- Filed: 2018-02-06
- Published: 2021-09-09
- Earliest claimed: 2017-02-07
- Assignees: National University Corporation Kumamoto University; Nippon Soda Co., Ltd.
- Applicants: National University Corporation Kumamoto University; Nippon Soda Co., Ltd.
- Inventors: Hayato ISHIKAWA; Tokio TANI; Shinichiro SAWA; Takashi ISHIDA; Yusuke FUKUSHIMA; Jun INAGAKI
- Web page: https://patentgrep.com/patent/US20210276950A1

## CPC

- A01P 21/00: Plant growth regulators
- C07D 207/46: with hetero atoms directly attached to the ring nitrogen atom
- A01N 43/36: five-membered rings
- A01P: BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS

## Abstract

An object of the present invention is to provide a novel plant growth inhibiting agent and a plant growth inhibiting method using the same. The plant growth inhibiting agent of the present invention comprises, as an active ingredient, a compound represented by the following formula (I′) and/or a salt thereof. In the formula (I′), R1a represents a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C14 aryl group, a substituted or unsubstituted C3 to C13 heteroaryl group, or the like; R2 represents a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C14 arylene group, or the like; R3a represents OH, a substituted or unsubstituted C1 to C6 alkoxy group, or the like; X represents an oxygen atom; Y represents a substituent; q represents any integer of 0 to 3; n represents 0 or 1; and m represents 0 or 1.

## Claims

### Claim 1

A plant growth inhibiting agent comprising, as an active ingredient, at least one compound selected from the group consisting of a compound represented by the following formula (I′) and a salt thereof:
wherein
R1a represents a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C14 aryl group, a substituted or unsubstituted C3 to C13 heteroaryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, or a substituted or unsubstituted C4 to C30 heteroarylalkyl group;
R2 represents a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C14 arylene group, a substituted or unsubstituted C3 to C13 heteroarylene group, or a divalent linking group consisting of a combination thereof;
R3a represents OH, a substituted or unsubstituted C1 to C6 alkoxy group, or a group represented by a formula: N(R4)2 wherein R4 represents a hydrogen atom or a substituted or unsubstituted C1 to C6 alkyl group, and two R4 together can form a divalent organic group;
X represents an oxygen atom;
Y represents a substituent;
q represents any integer of 0 to 3;
n represents 0 or 1; and
m represents 0 or 1.

### Claim 2 (depends on 1)

The plant growth inhibiting agent according to claim 1, wherein the compound represented by the formula (I′) is a compound represented by the following formula (I):
wherein
R1 represents a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C14 aryl group, a substituted or unsubstituted C3 to C13 heteroaryl group, a substituted or unsubstituted C7 to C30 arylalkyl group, or a substituted or unsubstituted C4 to C30 heteroarylalkyl group;
R2 represents a substituted or unsubstituted C1 to C20 alkylene group, a substituted or unsubstituted C6 to C14 arylene group, a substituted or unsubstituted C3 to C13 heteroarylene group, or a divalent linking group consisting of a combination thereof;
R3 represents OH or NH2;
X represents an oxygen atom;
n represents 0 or 1; and
m represents 0 or 1.

### Claim 3 (depends on 2)

The plant growth inhibiting agent according to claim 2, wherein in the formula (I), R3 represents OH.

### Claim 4 (depends on 2)

The plant growth inhibiting agent according to claim 2, wherein in the formula (I), R1 represents a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C14 aryl group, or a substituted or unsubstituted C7 to C30 arylalkyl group.

### Claim 5 (depends on 2)

The plant growth inhibiting agent according to claim 2, wherein in the formula (I), R1 is a substituted or unsubstituted C1 to C20 alkyl group, or a substituted or unsubstituted C7 to C30 arylalkyl group, and R3 represents OH.

### Claim 6 (depends on 2)

The plant growth inhibiting agent according to claim 2, wherein in the formula (I), n represents 0, and m represents 0.

### Claim 7 (depends on 6)

The plant growth inhibiting agent according to claim 6, wherein in the formula (I), R1 represents a C1 to C4 alkyl group, or a benzyl group.

### Claim 8

A compound represented by the following formula (III), or a salt thereof:

### Claim 9

A compound represented by the following formula (IV), or a salt thereof:
wherein
R1b represents a substituted or unsubstituted C2 to C20 alkyl group, a substituted or unsubstituted C6 to C14 aryl group, a substituted or unsubstituted 5- to 10-membered heteroaryl group, a substituted or unsubstituted C6 to C10 aryl C1 to C6 alkyl group, or a substituted or unsubstituted 5- to 10-membered heteroaryl C1 to C6 alkyl group;
R3b represents OH, a substituted or unsubstituted C1 to C6 alkoxy group, or a group represented by a formula: N(R4)2 wherein R4 represents a hydrogen atom, or a substituted or unsubstituted C1 to C6 alkyl group, and two R4 together can form a divalent organic group;
Y represents a substituent; and
q represents any integer of 0 to 3.