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US4193788A Expired / Lapsed US ⏱️ 0.0 years remaining

N-(2-Chloro-4-pyridyl)ureas

Assignee: Individual
•
Filing: 1978-10-02
•
Granted: 1980-03-18
•
Expires: 1998-10-02
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Abstract

Abstract N-(2-Chloro-4-pyridyl)ureas represented by the formula (I): ##STR1## wherein R 1 represents hydrogen or alkyl, R 2 represents an aromatic group, especially phenyl, which may be substituted by alkyl, alkoxyl, hydroxyl or halogen, and X is oxygen or sulfur, and acid addition salts thereof, useful as plant growth regulators, are disclosed. Method of making and using same and agricultural compositions thereof are also disclosed.

Inventors

  • 👤 Koichi Shudo
  • 👤 Toshihiko Okamoto
  • 👤 Yo Isogai
  • 👤 Soshiro Takahashi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 01:51
CPC Classifications
B; B63; B63B; B63B25/00; C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/75; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 82 words
A compound selected from the group consisting of N-(2-chloro-4-pyridyl)ureas of the following formula. ##STR4## wherein R 1 represents hydrogen or alkyl of from 1 to 3 carbon atoms, inclusive; R 2 represents aryl selected from the group consisting of phenyl, pyridyl, naphthyl, and biphenyl, which may be substituted by alkyl of from 1 to 3 carbon atoms, inclusive; alkoxy; of from 1 to 3 carbon atoms, inclusive; hydroxyl or halogen; and X stands for oxygen or sulfur; and acid addition salts thereof.
Claim 2
Dependent Claim 82 words
A compound selected from the group consisting of N-(2-chloro-4-pyridyl)ureas of the following formula. ##STR4## wherein R 1 represents hydrogen or alkyl of from 1 to 3 carbon atoms, inclusive; R 2 represents aryl selected from the group consisting of phenyl, pyridyl, naphthyl, and biphenyl, which may be substituted by alkyl of from 1 to 3 carbon atoms, inclusive; alkoxy; of from 1 to 3 carbon atoms, inclusive; hydroxyl or halogen; and X stands for oxygen or sulfur; and acid addition salts thereof.
Claim 3
Dependent Claim 13 words
An N-(2-chloro-4-pyridyl)urea as claimed in claim 1 wherein X is an oxygen atom.
Claim 4
Dependent Claim 12 words
An N-(2-chloro-4-pyridyl)urea as claimed in claim 1 wherein R 1 is hydrogen.
Claim 5
Dependent Claim 20 words
A compound of claim 1 which is selected from the group consisting of N-(2-chloro-4-pyridyl)-N'-phenylurea and an acid addition salt thereof.
Claim 6
Dependent Claim 111 words
An agricultural composition useful as a plant growth regulator comprising as active ingredient a compound selected from the group consisting of an N-(2-chloro-4-pyridyl)urea of claim 1, of the formula: ##STR5## wherein R 1 represents hydrogen or alkyl of from 1 to 3 carbon atoms, inclusive; R 2 represents aryl selected from the group consisting of phenyl, pyridyl, naphthyl, and biphenyl, which may be substituted by alkyl of from 1 to 3 carbon atoms, inclusive; alkoxy of from 1 to 3 carbon atoms, inclusive; hydroxyl or halogen; and X is oxygen or sulfur; and an acid addition salt thereof, in an effective plant-growth regulating amount, together with an inert carrier or diluent.
Claim 7
Dependent Claim 14 words
The agricultural composition of claim 5 which further contains an emulsifying or dispersing agent.
Claim 8
Dependent Claim 15 words
The agricultural composition of claim 5 wherein said N-(2-chloro-4-pyridyl)urea is present in a herbicidally-effective amount.
Claim 9
Dependent Claim 112 words
A method of controlling plant growth which comprises contacting a plant or part thereof with a compound selected from the group consisting of an N-(2-chloro-4-pyridyl)urea of claim 1, of the formula: ##STR6## wherein R 1 represents hydrogen or alkyl of from 1 to 3 carbon atoms, inclusive; R 2 represents aryl selected from the group consisting of phenyl, pyridyl, naphthyl, and biphenyl, which may be substituted by alkyl of from 1 to 3 carbon atoms, inclusive; alkoxy of from 1 to 3 carbon atoms, inclusive; hydroxyl or halogen; and X is oxygen or sulfur; and acid addition salt thereof, in an amount effective for regulation of the growth of the plant involved.
Claim 10
Dependent Claim 17 words
The method of claim 8, wherein the compound is in admixture with an inert carrier or diluent.
Claim 11
Dependent Claim 18 words
The method of claim 8, wherein the compound is contacted with the plant in a herbicidally-effective amount thereof.
Claim 12
Dependent Claim 15 words
The composition according to claim 5, wherein X is oxygen and R 2 is phenyl.
Claim 13
Dependent Claim 11 words
The composition according to claim 11, wherein R 1 is hydrogen.
Claim 14
Dependent Claim 19 words
The method of controlling plant growth according to claim 8, wherein X is oxygen and R 2 is phenyl.
Claim 15
Dependent Claim 15 words
The method of controlling plant growth according to claim 13, wherein R 1 is hydrogen.
Claim 16
Dependent Claim 9 words
A compound of claim 1, wherein X is sulfur.
Claim 17
Dependent Claim 10 words
A compound of claim 1, wherein R 2 is pyridyl.
Claim 18
Dependent Claim 9 words
A composition of claim 5, wherein X is sulfur.
Claim 19
Dependent Claim 10 words
A composition of claim 5, wherein R 2 is pyridyl.
Claim 20
Dependent Claim 9 words
A method of claim 8, wherein X is sulfur.
Claim 21
Dependent Claim 9 words
A method claim 8, wherein R 2 is pyridyl.

References Cited (Backward Citations)

US3330641A Cited
US3335142A Cited
US3426031A Cited
US3705170A Cited
US3682934A Cited
US3687959A Cited
US3992391A Cited
US4149872A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-03-18 1983-09-17 1984-03-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-03-18 1987-09-17 1988-03-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-03-18 1991-09-17 1992-03-18 $7700.00 Window Closed / Lapsed

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