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US4102889A Expired / Lapsed US ⏱️ 0.0 years remaining

1,2,4-Triazoles

Assignee: Merck and Co Inc
•
Filing: 1976-11-09
•
Granted: 1978-07-25
•
Expires: 1996-11-09
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Abstract

Abstract Triazoles substituted at the 3 and 5 positions having an optional substituent in the 1 position are provided. Methods of preparing the novel substituted triazoles are described. The substituted triazoles are useful as anti-gout and anti-hyperuricemic agents. Compositions useful in the treatment of gout and hyperuricemia containing a substituted triazole as the active ingredient are also provided.

Inventors

  • 👤 John J. Baldwin
  • 👤 Frederick C. Novello

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 04:44
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/14; C07D401/02; C07D401/04; C07D403/00; C07D403/14; C07D405/00; C07D405/02; C07D405/04; C07D409/00; C07D409/14

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 46 words
A compound of the formula ##STR5## and the amine oxides and non-toxic salts thereof, wherein R 1 is hydrogen, lower alkyl, lower alkanoyl, benzyl, carbamoyl or di- lower alkylcarbamoyl; R 3 is napthyl, halophenyl, dihalophenyl, aminophenyl, diloweralkylaminophenyl, loweralkanoylaminophenyl, monoloweralkoxyphenyl, or diloweralkoxyphenyl and R 5 is pyridyl.
Claim 2
Dependent Claim 46 words
A compound of the formula ##STR5## and the amine oxides and non-toxic salts thereof, wherein R 1 is hydrogen, lower alkyl, lower alkanoyl, benzyl, carbamoyl or di- lower alkylcarbamoyl; R 3 is napthyl, halophenyl, dihalophenyl, aminophenyl, diloweralkylaminophenyl, loweralkanoylaminophenyl, monoloweralkoxyphenyl, or diloweralkoxyphenyl and R 5 is pyridyl.
Claim 3
Dependent Claim 23 words
A compound of the formula: ##STR6## and the non-toxic salts thereof; wherein R 8 is halophenyl or dihalophenyl and R 9 is pyridyl.
Claim 4
Dependent Claim 23 words
A compound of the formula: ##STR6## and the non-toxic salts thereof; wherein R 8 is halophenyl or dihalophenyl and R 9 is pyridyl.
Claim 5
Dependent Claim 13 words
A compound of claim 2 selected from 5-(4-pyridyl)-3-(3,4-dichlorophenyl)-1,2,4-triazole, 5-(4-pyridyl)-3-(m-chlorophenyl)-1,2,4-triazole, 5-(4-pyridyl)-3-(3,5-dichlorophenyl)-1,2,4-triazole, 5-(4-pyridyl)-3-(p-bromophenyl)-1,2,4-triazole, or 5-(4-pyridyl)-3-(p-chlorophenyl)-1,2,4-triazole.
Claim 6
Dependent Claim 19 words
A compound selected from N-methyl-4-[2-(p-chlorophenyl)-1,2,4-triazolyl-5]-pyridinium iodide, 1-methyl-3-(p-chlorophenyl-5-(4-pyridyl)-1,2,4-triazole, 3-(p-aminophenyl)-5-(4-pyridyl)-1,2,4-triazole, 3-(p-acetylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole, 1-butyryl-3-(p-chlorophenyl)-5-(4-pyridyl)-1,2,4-triazole, N-methyl-4-[3-(m-chlorophenyl)-1,2,4-triazolyl-5] pyridinium iodide, 1-methyl-3-(p chlorophenyl)-5-(3-pyridyl)1,2,4-triazole, 3-(p-dimethylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole, 1-acetyl-3-(3-dichlorophenyl)-5-(4-pyridyl-1,2,4-triazole, or 1-methyl-3-(3,5-dimethoxyphenyl)-5-(4-pyridyl)-1,2,4-triazole.
Claim 7
Dependent Claim 19 words
A compound selected from N-methyl-4-[2-(p-chlorophenyl)-1,2,4-triazolyl-5]-pyridinium iodide, 1-methyl-3-(p-chlorophenyl-5-(4-pyridyl)-1,2,4-triazole, 3-(p-aminophenyl)-5-(4-pyridyl)-1,2,4-triazole, 3-(p-acetylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole, 1-butyryl-3-(p-chlorophenyl)-5-(4-pyridyl)-1,2,4-triazole, N-methyl-4-[3-(m-chlorophenyl)-1,2,4-triazolyl-5] pyridinium iodide, 1-methyl-3-(p chlorophenyl)-5-(3-pyridyl)1,2,4-triazole, 3-(p-dimethylaminophenyl)-5-(4-pyridyl)-1,2,4-triazole, 1-acetyl-3-(3-dichlorophenyl)-5-(4-pyridyl-1,2,4-triazole, or 1-methyl-3-(3,5-dimethoxyphenyl)-5-(4-pyridyl)-1,2,4-triazole.
Claim 8
Dependent Claim 26 words
A compound having the formula ##STR7## and the amine oxides and nontoxic salts thereof wherein R 3 is mono- or di-loweralkoxyphenyl and R 5 is pryidyl.
Claim 9
Dependent Claim 26 words
A compound having the formula ##STR7## and the amine oxides and nontoxic salts thereof wherein R 3 is mono- or di-loweralkoxyphenyl and R 5 is pryidyl.
Claim 10
Dependent Claim 10 words
A compound of claim 5 selected from 3-(3,5-dimethoxyphenyl)-5-(4-pyridyl)-1,2,4-triazole or 3-(p-methoxyphenyl)-5-(3-pyridyl)-1,2,4-triazole.

References Cited (Backward Citations)

US3515723A Cited
US3879404A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-07-24 1982-01-23 1982-07-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-07-24 1986-01-23 1986-07-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-07-24 1990-01-23 1990-07-25 $7700.00 Window Closed / Lapsed

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