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8-Alkyl and alkenyl-10-hydroxy-5H[1]benzopyranopyridine derivatives having polyphagic activity

Assignee: SmithKline Beecham Corp
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Filing: 1975-04-21
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Granted: 1976-06-08
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Expires: 1995-04-21
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Abstract

Abstract 8-Alkyl and alkenyl-10-hydroxy-5H[1]benzopyranopyridines are prepared by dehydrogenation of the corresponding N-benzyl or N-hydrogen-8-alkyl or alkenyl-1,2,3,4-tetrahydro-5H[1]benzopyranopyridines in a high boiling solvent in the presence of a noble metal dehydrogenation catalyst. Alkyl derivatives of 5-11 carbon atoms are particularly useful. Also the O-acetyl derivatives are very useful. The compounds are central nervous system depressants and animal polyphagic agents.

Inventors

  • 👤 Clifton A. Baile
  • 👤 Paul E. Bender
  • 👤 Bernard Loev

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 22:25
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 72 words
A veterinary composition having polyphagic activity comprising as an active ingredient dispersed in an injectable or ingestible carrier a polyphagic but nontoxic quantity selected from the range of about 2.5-250 μ/kg. of body weight of a compound or a nontoxic, pharmaceutically acceptable salt thereof, said compound having the structure: ##SPC2## in which R is hydrogen, methyl or ethyl and R 1 is a straight or branched alkyl of from 1-20 carbon atoms.
Claim 2
Dependent Claim 72 words
A veterinary composition having polyphagic activity comprising as an active ingredient dispersed in an injectable or ingestible carrier a polyphagic but nontoxic quantity selected from the range of about 2.5-250 μ/kg. of body weight of a compound or a nontoxic, pharmaceutically acceptable salt thereof, said compound having the structure: ##SPC2## in which R is hydrogen, methyl or ethyl and R 1 is a straight or branched alkyl of from 1-20 carbon atoms.
Claim 3
Dependent Claim 15 words
The composition of claim 1 in which the pyridino ring is in the 3,4-d configuration.
Claim 4
Dependent Claim 23 words
The composition of claim 2 in which R 1 is 1,2-dimethylheptyl in the form of the base or an acid addition salt thereof.
Claim 5
Dependent Claim 23 words
The composition of claim 2 in which R 1 is 1,1-dimethylheptyl in the form of the base or an acid addition salt thereof.
Claim 6
Dependent Claim 49 words
The method of inducing polyphagic acitivity in healthy, immature ruminant animals comprising administering by injection or orally to said animals a polyphagically effective but nontoxic or nondepressant quantity of an active ingredient having the structure: ##SPC3## in which R and R 1 are as defined above in claim 1.
Claim 7
Dependent Claim 22 words
The method of claim 5 in which the administration is oral and the compound is 5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-5H[1]benzopyrano[3,4-d]pyridine or an acid addition salt thereof.
Claim 8
Dependent Claim 22 words
The method of claim 5 in which the administration is oral and the compound is 5,5-dimethyl-8-(1,1-dimethylheptyl)-10-hydroxy-5H[1]benzopyrano[3,4-d]pyridine or an acid addition salt thereof.
Claim 9
Dependent Claim 23 words
The method of claim 5 in which the quantity of active ingredient is selected from the range of 2.5-250 μ/kg. of body weight.
Claim 10
Dependent Claim 53 words
The method of claim 5 in which the administration is orally in a quantity selected from the range of from about 0.75-1.25 mg./kg. of feed ration and the active ingredient has a structure in which R 1 is an alkyl of from 5-11 carbons and the pyridine ring is in the 3,4-d configuration.

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) 1979-06-08 1979-12-08 1980-06-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-08 1983-12-08 1984-06-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-08 1987-12-08 1988-06-08 $7700.00 Window Closed / Lapsed

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