US4369320A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-[Heterocyclicaminocarbonyl]-8-quinolinesulfonamides
Assignee: EIDP Inc
•
Filing: 1981-09-03
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Granted: 1983-01-18
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Expires: 2001-09-03
Abstract
Abstract N-[Heterocyclicaminocarbonyl]-8-quinolinesulfonamides such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)amino-carbonyl]-8-quinolinesulfonamide or N-[(4,6-dimethoxy-pyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide are useful for plant growth retardation, brush control and weed control in crops.
Inventors
- 👤 George Levitt
- 👤 Chin-Lung Yeh
- 👤 John C. Budzinski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:07
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/46; C07D239/47; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; A01N47/40; A01N47/42; C07D215/00; C07D215/02; C07D215/16; C07D215/36; C07D521/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
310 words
A compound selected from ##STR75## wherein A is ##STR76## R 1 is H, F, Cl, Br, OCH 3 , CH 3 , NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 ; R 2 is C 1 -C 4 alkyl, C 3 -C 4 alkenyl, CH 2 CH 2 Cl or CH 2 CH 2 OCH 3 ; R 3 is C 1 -C 4 alkyl; R 4 and R 5 are independently C 1 -C 4 alkyl; R 6 is C 1 -C 4 alkyl or CF 3 ; n is 0, 1 or 2; X is C 1 -C 2 alkyl, C 1 -C 2 alkyl substituted with OCH 3 , CF 3 , C 1 -C 3 alkoxy, N(CH 3 ) 2 , NHCH 3 , NH 2 , or SCH 3 ; Y is CH 3 , OCH 3 or Cl; Z is CH; and W is O or S; provided that (1) A is in the 5 or 8 position of the quinoline ring; (2) when R 1 is NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 , then R 1 is at the 6-position when A is at the 5-position, and R 1 is at the 7-position when A is at the 8-position of the quinoline ring; 7-position of the quinoline ring; (3) the total number of carbon atoms of R 4 and R 5 is less than or equal to 5; and (4) when Y is Cl, then Z is CH and X is NH 2 , NHCH 3 , N(CH 3 ) 2 or OCH 3 .
Claim 2
Dependent Claim
310 words
A compound selected from ##STR75## wherein A is ##STR76## R 1 is H, F, Cl, Br, OCH 3 , CH 3 , NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 ; R 2 is C 1 -C 4 alkyl, C 3 -C 4 alkenyl, CH 2 CH 2 Cl or CH 2 CH 2 OCH 3 ; R 3 is C 1 -C 4 alkyl; R 4 and R 5 are independently C 1 -C 4 alkyl; R 6 is C 1 -C 4 alkyl or CF 3 ; n is 0, 1 or 2; X is C 1 -C 2 alkyl, C 1 -C 2 alkyl substituted with OCH 3 , CF 3 , C 1 -C 3 alkoxy, N(CH 3 ) 2 , NHCH 3 , NH 2 , or SCH 3 ; Y is CH 3 , OCH 3 or Cl; Z is CH; and W is O or S; provided that (1) A is in the 5 or 8 position of the quinoline ring; (2) when R 1 is NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 , then R 1 is at the 6-position when A is at the 5-position, and R 1 is at the 7-position when A is at the 8-position of the quinoline ring; 7-position of the quinoline ring; (3) the total number of carbon atoms of R 4 and R 5 is less than or equal to 5; and (4) when Y is Cl, then Z is CH and X is NH 2 , NHCH 3 , N(CH 3 ) 2 or OCH 3 .
Claim 3
Dependent Claim
37 words
A compound of claim 1 in which A is in the 8-position of the quinoline ring; R 1 is H, Cl, Br, OCH 3 , CO 2 CH 3 or NO 2 ; and W is O.
Claim 4
Dependent Claim
16 words
A compound of claim 2 where R 1 is in the 7-position of the quinoline ring.
Claim 5
Dependent Claim
9 words
A compound of claim 3 where A is ##STR77##
Claim 6
Dependent Claim
14 words
A compound of claim 4 where X is CH 3 or OCH 3 .
Claim 7
Dependent Claim
16 words
A compound of claim 5 where R 1 is H, Cl Br or OCH 3 .
Claim 8
Dependent Claim
6 words
The compound of claim 1, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide.
Claim 9
Dependent Claim
6 words
The compound of claim 1, N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide.
Claim 10
Dependent Claim
6 words
The compound of claim 1, N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide
Claim 11
Dependent Claim
6 words
The compound of claim 1, 7-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide.
Claim 12
Dependent Claim
6 words
The compound of claim 1, 7-Chloro-N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide.
Claim 13
Dependent Claim
6 words
The compound of claim 1, 7-Chloro-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide.
Claim 14
Dependent Claim
198 words
A compound selected from ##STR78## R 1 is H, F, Cl, Br, OCH 3 , CH 3 , NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 ; R 2 is C 1 -C 4 alkyl, C 3 -C 4 alkenyl, CH 2 CH 2 Cl or CH 2 CH 2 OCH 3 ; R 3 is C 1 -C 4 alkyl; R 4 and R 5 are independently C 1 -C 4 alkyl; R 6 is C 1 -C 4 alkyl or CF 3 ; n is 0 or 2; X 1 and Y 1 are independently Cl or Br; and Z is CH; provided that (1) when R 1 is NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 , the R 1 is in the 7-position of the quinoline ring; and (2) the total number of carbon atoms of R 4 and R 5 is less than or equal to 5.
Claim 15
Dependent Claim
198 words
A compound selected from ##STR78## R 1 is H, F, Cl, Br, OCH 3 , CH 3 , NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 ; R 2 is C 1 -C 4 alkyl, C 3 -C 4 alkenyl, CH 2 CH 2 Cl or CH 2 CH 2 OCH 3 ; R 3 is C 1 -C 4 alkyl; R 4 and R 5 are independently C 1 -C 4 alkyl; R 6 is C 1 -C 4 alkyl or CF 3 ; n is 0 or 2; X 1 and Y 1 are independently Cl or Br; and Z is CH; provided that (1) when R 1 is NO 2 , CO 2 R 2 , S(O) n R 3 , SO 2 NR 4 R 5 , SO 2 N(OCH 3 )CH 3 or OSO 2 R 6 , the R 1 is in the 7-position of the quinoline ring; and (2) the total number of carbon atoms of R 4 and R 5 is less than or equal to 5.
Claim 16
Dependent Claim
6 words
The compound of claim 13, N-[(4,6-dichloropyrimidin-2-yl)aminocarbonyl]-8-quinolinesulfonamide.
References Cited (Backward Citations)
US4221585A
Cited
US4231784A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-01-17 | 1986-07-19 | 1987-01-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-17 | 1990-07-19 | 1991-01-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-17 | 1994-07-19 | 1995-01-18 | $7700.00 | Window Closed / Lapsed |