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3-Loweralkylcarbamylsulfonamido-4-phenylaminopyridine-N-oxides, derivatives thereof and pharmaceutical compositions containing same

Assignee: A Christiaens SA
•
Filing: 1975-04-16
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Granted: 1977-04-19
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Expires: 1995-04-16
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Abstract

Abstract This invention relates to new derivatives of pyridine having anti-inflammatory and diuretic properties. The new derivatives of pyridine may be represented by the following general formula: ##STR1## in which X represents an amino, C 1 -C 4 -alkylamino, oxy or thio group, R 1 represents a group of the formula R 3 NHCA (II), wherein A represents oxygen or sulfur, and R 3 represents a C 1 -C 4 -alkyl, alkenyl, cycloalkyl, phenyl (which may be substituted) or R 4 CO (III) group, R 4 representing a phenyl group (which may be substituted), R 2 represents hydrogen or a C 1 -C 4 alkyl group and Z represents a C 1 -C 4 -alkyl, methylfuryl, pyridyl or phenyl group (which may be substituted). This invention relates also to the N-oxides of the compounds of formula I, as well as to the acid and base addition salts of said compounds.

Inventors

  • 👤 Jacques E. Delarge
  • 👤 Charles L. Lapiere
  • 👤 Andre H. Georges

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 19:53
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/74; A; A61; A61P; A61P29/00; A61P7/00; A61P7/10; C07D213/62; C07D213/70; C07D213/71; C07D213/89

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 147 words
A compound of the following formula: ##STR10## in which X represents an amino or C 1 -C 4 -alkylamino group; R 1 represents a group of the formula: R.sub.3 NHCA (II), where A represents oxygen or sulfur and R 3 represents a C 1 -C 4 -alkyl, allyl, cyclohexyl, unsubstituted phenyl group or a phenyl group substituted by chloro, or a group of the formula R 4 CO(III), wherein R 4 represents an unsubstituted phenyl group or a phenyl group substituted by chloro; R 2 represents hydrogen or a C 1 -C 4 -alkyl group, and Z represents a C 1 -C 4 -alkyl, methylfuryl, pyridyl or unsubstituted phenyl group, or a phenyl group substituted by one or two halogen atoms or by a C 1 -C 4 -alkyl, alkoxy, trifluoromethyl or nitro group, or by a trifluoromethyl group and a halogen atom with the provisos that:
Claim 2
Dependent Claim 147 words
A compound of the following formula: ##STR10## in which X represents an amino or C 1 -C 4 -alkylamino group; R 1 represents a group of the formula: R.sub.3 NHCA (II), where A represents oxygen or sulfur and R 3 represents a C 1 -C 4 -alkyl, allyl, cyclohexyl, unsubstituted phenyl group or a phenyl group substituted by chloro, or a group of the formula R 4 CO(III), wherein R 4 represents an unsubstituted phenyl group or a phenyl group substituted by chloro; R 2 represents hydrogen or a C 1 -C 4 -alkyl group, and Z represents a C 1 -C 4 -alkyl, methylfuryl, pyridyl or unsubstituted phenyl group, or a phenyl group substituted by one or two halogen atoms or by a C 1 -C 4 -alkyl, alkoxy, trifluoromethyl or nitro group, or by a trifluoromethyl group and a halogen atom with the provisos that:
Claim 3
Dependent Claim 132 words
when X represents an amino group, Z, R 1 , R 2 , R 3 and R 4 have all the above indicated meanings; 2. when X represents an alkylamino group, Z may only represent a C 1 -C 4 -alkyl group or a phenyl group as defined hereabove and R 1 may further represent a group of the formula: R.sub.5 CO (IV) in which R 5 represents hydrogen or a C 1 -C 4 -alkyl group; 3. when X represents an amino group and Z is other than a phenyl group, R 1 may further represent hydrogen or a group of the formula (IV) as above defined, as well as a pyridine N-oxide of the compound of formula I and the pharmaceutically acceptable base and acid addition salts of said compounds.
Claim 4
Dependent Claim 132 words
when X represents an amino group, Z, R 1 , R 2 , R 3 and R 4 have all the above indicated meanings; 2. when X represents an alkylamino group, Z may only represent a C 1 -C 4 -alkyl group or a phenyl group as defined hereabove and R 1 may further represent a group of the formula: R.sub.5 CO (IV) in which R 5 represents hydrogen or a C 1 -C 4 -alkyl group; 3. when X represents an amino group and Z is other than a phenyl group, R 1 may further represent hydrogen or a group of the formula (IV) as above defined, as well as a pyridine N-oxide of the compound of formula I and the pharmaceutically acceptable base and acid addition salts of said compounds.
Claim 5
Dependent Claim 1 words
3-Ethylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine-N-oxide.
Claim 6
Dependent Claim 1 words
3-Ethylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine-N-oxide.
Claim 7
Dependent Claim 1 words
3-Isopropylcarbamylsulfonamido-4-(3'-methyl)-phenylaminopyridine-N-oxide.
Claim 8
Dependent Claim 1 words
3-Isopropylcarbamylsulfonamido-4-(3'-methyl)-phenylaminopyridine-N-oxide.
Claim 9
Dependent Claim 1 words
3-Methylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine.
Claim 10
Dependent Claim 1 words
3-Methylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine.
Claim 11
Dependent Claim 1 words
3-Ethylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine.
Claim 12
Dependent Claim 1 words
3-Ethylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine.
Claim 13
Dependent Claim 1 words
3-Isopropylcarbamylsulfonamido-4-(3'-chloro)-phenylaminopyridine.
Claim 14
Dependent Claim 1 words
3-Isopropylcarbamylsulfonamido-4-(3'-chloro)-phenylaminopyridine.
Claim 15
Dependent Claim 1 words
3-Methylcarbamylsulfonamido-4-(3'-methyl)-phenylaminopyridine.
Claim 16
Dependent Claim 1 words
3-Methylcarbamylsulfonamido-4-(3'-methyl)-phenylaminopyridine.
Claim 17
Dependent Claim 22 words
A pharmaceutical composition containing an anti-inflammatory or diuretic effective amount of a compound of claim 1 and a pharmaceutical carrier or vehicle.

References Cited (Backward Citations)

US3674794A Cited
US3819639A Cited
US3904636A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-04-18 1980-10-18 1981-04-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-18 1984-10-18 1985-04-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-18 1988-10-18 1989-04-19 $7700.00 Window Closed / Lapsed

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