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Aryloxypyridines

Assignee: Beecham Group PLC
•
Filing: 1975-10-29
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Granted: 1977-07-19
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Expires: 1995-10-29
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Abstract

Abstract Compounds of the formula ##STR1## wherein Py is a substituted or unsubstituted 2-, 3- or 4-pyridyl, N-oxidized or quaternized pyridyl group; A is a group of the formula (IIIA), (IIIB) or (IIIC) ##STR2## wherein ALK is straight or branched chain alkylene of 1 to 6 carbon atoms; R 1 is a carboxylic acid group, a group which is converted in the human body to a carboxylic acid group or acyl; R 2 , R 3 and R 4 are each hydrogen, a carboxylic acid group, a group which is converted in the human body to a carboxylic acid group, acyl, hydroxy, alkoxy, aralkoxy, aryloxy, an esterified hydroxy group, nitro, halogen or amino; May be formulated into pharmaceutical compositions useful for the treatment of hyperglycaemia by combining said compounds with a pharmaceutically acceptable non-toxic inert diluent or carrier. Compounds of the formula ##STR3## wherein Py is a substituted or unsubstituted 2-, 3- or 4-pyridyl, N-oxidized or quaternized pyridyl group; A is a group of formula (IIIA), (IIIB) or (IIIC) ##STR4## wherein ALK is straight or branched chain alkylene of 1 to 6 carbon atoms; R 1 is a carboxylic acid group, a group which is converted in the human body to a carboxylic acid group or acyl; R 2 , r 3 and R 4 are each hydrogen, a carboxylic acid group, a group which is converted in the human body to a carboxylic acid group, hydroxy, alkoxy, aralkoxy, aryloxy, an esterified hydroxy group, nitro, halogen, or amino, Provided that R 1 is not methyl, cyano or methoxycarbonyl when Py is 2-pyridyl or 5-ethylpyrid-2-yl and A is [O--CH 2 ]and R 2 , R 3 and R 4 are hydrogen or halogen, Are novel compounds per se. The compounds and compositions above described are useful for their hypoglycaemic activity and are useful in the treatment of hypoglycaemic conditions such as diabetes milletus.

Inventors

  • 👤 David Edward Thorne
  • 👤 Kurt Engel

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 06:28
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/28; C07D213/30; C07D213/60; C07D213/62; C07D213/63

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 72 words
A compound of the formula ##STR21## or a pharmaceutically acceptable non-toxic acid addition salt thereof, wherein Py is 3- or 4-pyridyl unsubstituted or meta- or para-lower alkyl substituted A is [ALK-O] or [ALK-O-ALK] wherein ALK is straight or branched chain alkylene of 1 to 6 carbon atoms, only one of R a and R b is hydrogen and the other is selected from the group consisting of carboxy, carboloweralkoxy, cyano and carbamyl.
Claim 2
Dependent Claim 72 words
A compound of the formula ##STR21## or a pharmaceutically acceptable non-toxic acid addition salt thereof, wherein Py is 3- or 4-pyridyl unsubstituted or meta- or para-lower alkyl substituted A is [ALK-O] or [ALK-O-ALK] wherein ALK is straight or branched chain alkylene of 1 to 6 carbon atoms, only one of R a and R b is hydrogen and the other is selected from the group consisting of carboxy, carboloweralkoxy, cyano and carbamyl.
Claim 3
Dependent Claim 14 words
A compound of claim 1 wherein ALK is of 1 of 3 carbon atoms.
Claim 4
Dependent Claim 12 words
The compound 4-β-carboxyethylenephenoxy-2'-pyridylmethane or a pharmaceutically acceptable non-toxic acid addition salt thereof.
Claim 5
Dependent Claim 12 words
The compound 4-β-carboxyethylenephenoxy-2'-pyridylmethane or a pharmaceutically acceptable non-toxic acid addition salt thereof.
Claim 6
Dependent Claim 12 words
The compound 4-carbamylphenoxy-3'-pyridylmethane or a pharmaceutically acceptable non-toxic acid addition salt thereof.
Claim 7
Dependent Claim 12 words
The compound 4-carbamylphenoxy-3'-pyridylmethane or a pharmaceutically acceptable non-toxic acid addition salt thereof.
Claim 8
Dependent Claim 3 words
The compound 3-(6-methyl)-pyridoxy-4'-carboxyethylphenylmethane.
Claim 9
Dependent Claim 3 words
The compound 3-(6-methyl)-pyridoxy-4'-carboxyethylphenylmethane.
Claim 10
Dependent Claim 3 words
The compound 3-(6-methyl)-pyridoxy-4'-methylphenylmethane.
Claim 11
Dependent Claim 3 words
The compound 3-(6-methyl)-pyridoxy-4'-methylphenylmethane.
Claim 12
Dependent Claim 3 words
The compound 3-carboxyethyl-phenoxy-4'pyridylmethane.
Claim 13
Dependent Claim 3 words
The compound 3-carboxyethyl-phenoxy-4'pyridylmethane.
Claim 14
Dependent Claim 17 words
A compound according to claim 1 wherein Py is 3- or 4-pyridyl, meta- or para-lower alkyl substituted.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-07-18 1981-01-17 1981-07-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-07-18 1985-01-17 1985-07-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-07-18 1989-01-17 1989-07-19 $7700.00 Window Closed / Lapsed

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