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US3995044A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyridine carboxylic acid amides for mycobacterium infections

Assignee: Bayer AG
•
Filing: 1975-06-03
•
Granted: 1976-11-30
•
Expires: 1995-06-03
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Abstract

Abstract Benzoic acid amides characterized by the presence of a nitro, cyano, trifluoromethyl, alkylsulfonyl, carboxy, carbalkoxy, amido or sulfonamido substituent in the phenyl ring and by the presence of a heterocyclic group connected to the amide nitrogen atom through a hydrocarbon chain are antibacterial agents and in particular antituberculosis agents. The compounds, of which N-(pyrid-2-yl-methyl)3,5-dinitrobenzoic acid amide is a typical embodiment, are prepared by the reaction of an appropriately substituted benzoic acid, or derivative thereof, with an appropriate amine.

Inventors

  • 👤 Hans-Joachim Kabbe
  • 👤 Hinrich Otten
  • 👤 Karl Heinrich Mayer
  • 👤 Erich Klauke

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 06:07
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/16; C07D309/20; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/33; C07D207/335; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/14; C07D209/16; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/36; C07D213/40; C07D215/00; C07D215/02; C07D215/12; C07D217/00; C07D217/12; C07D217/14; C07D231/00; C07D231/54; C07D231/56; C07D235/00; C07D235/02; C07D235/04; C07D235/06; C07D235/14; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C07D249/00; C07D249/02; C07D249/04; C07D277/00; C07D277/02; C07D277/20; C07D277/22; C07D277/28; C07D307/00; C07D307/02; C07D307/04; C07D307/10; C07D307/14; C07D307/34; C07D307/38; C07D307/52

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 97 words
The method of combatting Mycobacterium infections in humans and other animals which comprises administering parenterally or orally to said human or other animal from about 20 mg to about 200 mg/kg of a compound of the formula: ##SPC13## wherein R is hydrogen, methyl, ethyl, benzyl or pyridylmethyl; R 1 is nitro, cyano, trifluoromethyl, methylsulfonyl, carboxy, carbomethoxy or carbethoxy; R 2 is hydrogen, nitro, cyano, trifluoromethyl, methylsulfonyl, carboxy, carbomethoxy or carbethoxy; each of R 3 and R 4 , independent of the other, is hydrogen, chloro, bromo or methyl; and A is methylene, ethylene, ethylidene, trimethylene or benzylidene.
Claim 2
Independent Claim 97 words
The method of combatting Mycobacterium infections in humans and other animals which comprises administering parenterally or orally to said human or other animal from about 20 mg to about 200 mg/kg of a compound of the formula: ##SPC13## wherein R is hydrogen, methyl, ethyl, benzyl or pyridylmethyl; R 1 is nitro, cyano, trifluoromethyl, methylsulfonyl, carboxy, carbomethoxy or carbethoxy; R 2 is hydrogen, nitro, cyano, trifluoromethyl, methylsulfonyl, carboxy, carbomethoxy or carbethoxy; each of R 3 and R 4 , independent of the other, is hydrogen, chloro, bromo or methyl; and A is methylene, ethylene, ethylidene, trimethylene or benzylidene.
Claim 3
Dependent Claim 19 words
The method according to claim 1 wherein said compound is administered in combination with a pharmaceutically acceptable nontoxic carrier.
Claim 4
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-[2-(pyrid-2-yl)ethyl]-3,5-dinitrobenzoic acid amide.
Claim 5
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-[1-(pyrid-2-yl)ethyl]-3,5-dinitrobenzoic acid amide.
Claim 6
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(pyrid-2-ylmethyl)-3,5-dinitrobenzoic acid amide.
Claim 7
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(pyrid-2-ylmethyl)-3-carboxybenzoic acid amide.
Claim 8
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(pyrid-3-ylmethyl)-3,5-dinitrobenzoic acid amide.
Claim 9
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(pyrid-4-ylmethyl)-3,5-dinitrobenzoic acid amide.
Claim 10
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(2-methylpyrid-6-ylmethyl)-3,5-dinitrobenzoic acid amide.
Claim 11
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(pyrid-2-ylmethyl)-3-cyanobenzoic acid amide.
Claim 12
Dependent Claim 14 words
The method according to claim 1 in which said compound is N-(pyrid-2-ylmethyl)-3-carbomethoxybenzoic acid amide.

References Cited (Backward Citations)

US3367940A Cited
US3270026A Cited
US3455940A Cited
US3439019A Cited
US3509166A Cited
US3676447A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-11-30 1980-05-31 1980-11-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-11-30 1984-05-31 1984-11-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-11-30 1988-05-31 1988-11-30 $7700.00 Window Closed / Lapsed

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