US4029815A
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US
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Anti-diarrheal anthranilic acids
Assignee: Merck Sharp & Dohme LLC
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Filing: 1975-04-30
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Granted: 1977-06-14
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Expires: 1995-04-30
Abstract
Abstract This invention relates to compositions of matter useful as anti-diarrheal agents and to the method of controlling and treating diarrhea in warm blooded animals. The active anti-diarrheal agents are substituted N-aryl-anthranilic acids, and salts thereof and ester and hydrazine derivatives of said acids.
Inventors
- 👤 Margaret H. Sherlock
- 👤 James F. Long
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:28
CPC Classifications
C; C07; C07C; C07C255/00; C07C243/00; C07C243/24; C07C243/38; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/18; C07D317/24
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
85 words
The method for the treatment and control of diarrhea which comprises administering to a mammal suffering from diarrhea a therapeutically effective quantity of an N-aryl-anthranilic acid of the formula: ##STR9## and the pharmaceutically acceptable salts thereof, wherein Y represents trifluoromethyl, difluoromethyl, or nitro, X represents hydrogen, bromo, chloro or nitro, and R represents OH, -O-lower alkyl, O-CH 2 CHOHCH 2 OH, O-alkyl-NR 1 R 2 , NHOH or NR 1 NR 2 , wherein R 1 and R 2 are each hydrogen or lower alkyl.
Claim 2
Independent Claim
85 words
The method for the treatment and control of diarrhea which comprises administering to a mammal suffering from diarrhea a therapeutically effective quantity of an N-aryl-anthranilic acid of the formula: ##STR9## and the pharmaceutically acceptable salts thereof, wherein Y represents trifluoromethyl, difluoromethyl, or nitro, X represents hydrogen, bromo, chloro or nitro, and R represents OH, -O-lower alkyl, O-CH 2 CHOHCH 2 OH, O-alkyl-NR 1 R 2 , NHOH or NR 1 NR 2 , wherein R 1 and R 2 are each hydrogen or lower alkyl.
Claim 3
Dependent Claim
9 words
The method of claim 1 wherein R is OH.
Claim 4
Dependent Claim
10 words
The method of claim 1 wherein the ester is glyceryl.
Claim 5
Dependent Claim
26 words
The method of claim 1 wherein X is hydrogen, Y is trifluoromethyl and R is O-CH 2 CHOHCH 2 OH, said compound being glyceryl N-(2-methyl-3-trifluoromethylphenyl) anthranilate.
Claim 6
Dependent Claim
26 words
The method of claim 1 wherein X is bromo, Y is trifluoromethyl and R is O-CH 2 CHOHCH 2 OH, said compound being glyceryl 5-bromo-N-(2-methyl-3-trifluoromethylphenyl) anthranilate.
Claim 7
Dependent Claim
22 words
The method of claim 1 wherein x is bromo, Y is difluoromethyl and R is OH, said compound being 5-bromo-N-(2-methyl-3-difluoromethylphenyl) anthranilic acid.
Claim 8
Dependent Claim
10 words
The method of claim 1, wherein R represents a hydrazide.
Claim 9
Dependent Claim
26 words
The method according to claim 1 for the treatment and control of diarrhea in horses, wherein the condition is caused by an infection by Colitis X.
Claim 10
Dependent Claim
21 words
The method according to claim 1 for the treatment and control of diarrhea wherein the diarrhea has been caused by cholera.
Claim 11
Dependent Claim
26 words
The method according to claim 1 for the treatment and control of diarrhea in piglets, wherein the diarrhea is caused by the condition known as scours.
Claim 12
Dependent Claim
72 words
The compounds of the formula: ##STR10## and the pharmaceutically acceptable salts thereof, wherein X' is H, chloro, bromo or nitro, Y is trifluoromethyl, difluoromethyl, or nitro, and R represents OH,-O-lower alkyl O-CH 2 CHOHCH 2 OH, NHOH, -0-alkyl NR 1 R 2 , or NR 1 NR 2 , wherein R 1 and R 2 are each hydrogen or lower alkyl, with the proviso that when X' is hydrogen, Y is difluoromethyl.
Claim 13
Dependent Claim
72 words
The compounds of the formula: ##STR10## and the pharmaceutically acceptable salts thereof, wherein X' is H, chloro, bromo or nitro, Y is trifluoromethyl, difluoromethyl, or nitro, and R represents OH,-O-lower alkyl O-CH 2 CHOHCH 2 OH, NHOH, -0-alkyl NR 1 R 2 , or NR 1 NR 2 , wherein R 1 and R 2 are each hydrogen or lower alkyl, with the proviso that when X' is hydrogen, Y is difluoromethyl.
Claim 14
Dependent Claim
11 words
The compounds of claim 11 wherein R represents the glyceryl ester.
Claim 15
Dependent Claim
24 words
The compounds of claim 11 wherein X' is bromo and Y is CF 3 , R is OH, said compound being 5-bromo-N-(2-methyl-3-trifluoromethylphenyl) anthranilic acid.
Claim 16
Dependent Claim
9 words
The glyceryl ester of the compound of claim 13.
References Cited (Backward Citations)
US3294813A
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1980-06-13 | 1980-12-13 | 1981-06-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-06-13 | 1984-12-13 | 1985-06-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-06-13 | 1988-12-13 | 1989-06-14 | $7700.00 | Window Closed / Lapsed |