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US3956294A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted pyridine compounds

Assignee: Cassella Farbwerke Mainkur AG
•
Filing: 1974-11-06
•
Granted: 1976-05-11
•
Expires: 1994-11-06
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Abstract

Abstract Compounds of the formula ##SPC1## Wherein X is aliphatic, cycloaliphatic, aromatic, aralkyl, hetaryl, hetarylalkyl or hydrogen; Y is aliphatic, aromatic, aralkyl, --COOR 2 , --COR 2 , ##EQU1## --CN, --NH 2 , --NO, --NO 2 or hydrogen with the proviso that when Y is hydrogen, X is other than hydrogen; Z 1 is cyano, ##EQU2## --OR 12 , --SR 12 or --SO 2 R 12 and Z 2 is chlorine, bromine, cyano, hydroxy, mercapto, ##EQU3## R 1 is aliphatic; R 2 is aliphatic, cycloaliphatic, aromatic, aralkyl or heterocyclic; R 3 and R 4 when taken separately are hydrogen, aliphatic, cycloaliphatic, aromatic or aralkyl; R 3 and R 4 when taken together with the nitrogen atom to which they are attached form a heterocyclic moiety; R 5 and R 6 when taken separately are aliphatic, aromatic, aralkyl, heterocyclic or hydrogen; R 5 and R 6 when taken together with the nitrogen atom to which they are attached are heterocyclic; R 7 is hydrogen; aliphatic or aromatic; R 8 and R 9 are aliphatic or aromatic, R 10 is hydrogen, aliphatic or aralkyl, R 11 is aliphatc and R 12 is aliphatic, aromatic or aralkyl; R 10 and R 11 when taken together with the nitrogen atom to which they are attached are heterocyclic.

Inventors

  • 👤 Erwin Eleckenstein
  • 👤 Ernst Heinrich
  • 👤 Reinhard Mohr

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 17:54
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/04; C07D401/00; C07D401/02; C07D401/06; C07D401/12

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 114 words
A compound of the formula ##SPC37## wherein X is alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, phenyl, benzyl, phenethyl, hydrogen, 2-dimethylaminoethyl, 2-diethylaminoethyl, 2-morpholinoethyl, 2-piperidinoethyl, 2-pyrrolidinoethyl, N-methyl-N'-piperazinoethyl, 2-cyanoethyl, 2-hydroxyethyl, 2-methoxyethyl, 2-acetoxyethyl, 2-phenoxyacetoxyethyl, N-ethylcarbamoyloxyethyl, N-phenylcarbamoyloxyethyl, 2-phenoxyethyl, 3-methoxypropyl, 3-methylbenzyl, 2-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2-chloro-4-methylphenyl, 2-chlorophenyl, 4-chlorophenyl, 2-methoxyphenyl, 4-methoxyphenyl, 2,5-dimethyl-4-chlorophenyl. ##SPC38## ##SPC39## ##EQU16## wherein R 7 is hydrogen, alkyl having 1 to 6 carbon atoms or phenyl and R 8 and R 9 taken separately are alkyl having 1 to 6 carbon atoms or phenyl and taken together with the nitrogen atom to which they are attached form a morpholino, pyrrolidino, piperidino or piperazino radical.
Claim 2
Dependent Claim 114 words
A compound of the formula ##SPC37## wherein X is alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, phenyl, benzyl, phenethyl, hydrogen, 2-dimethylaminoethyl, 2-diethylaminoethyl, 2-morpholinoethyl, 2-piperidinoethyl, 2-pyrrolidinoethyl, N-methyl-N'-piperazinoethyl, 2-cyanoethyl, 2-hydroxyethyl, 2-methoxyethyl, 2-acetoxyethyl, 2-phenoxyacetoxyethyl, N-ethylcarbamoyloxyethyl, N-phenylcarbamoyloxyethyl, 2-phenoxyethyl, 3-methoxypropyl, 3-methylbenzyl, 2-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2-chloro-4-methylphenyl, 2-chlorophenyl, 4-chlorophenyl, 2-methoxyphenyl, 4-methoxyphenyl, 2,5-dimethyl-4-chlorophenyl. ##SPC38## ##SPC39## ##EQU16## wherein R 7 is hydrogen, alkyl having 1 to 6 carbon atoms or phenyl and R 8 and R 9 taken separately are alkyl having 1 to 6 carbon atoms or phenyl and taken together with the nitrogen atom to which they are attached form a morpholino, pyrrolidino, piperidino or piperazino radical.
Claim 3
Dependent Claim 67 words
The compound of claim 1 wherein X is alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, cycloalkyl having 3 to 8 carbon atoms, phenyl, benzyl, phenethyl or hydrogen; R 8 and R 9 taken separately are alkyl having 1 to 6 carbon atoms or phenyl and taken together with the nitrogen atom to which they are attached form a morpholino radical.
Claim 4
Dependent Claim 15 words
The compound of claim 1 wherein Z 1 is the same as Z 2 .
Claim 5
Dependent Claim 9 words
The compound of claim 1 wherein X is methyl.
Claim 6
Dependent Claim 17 words
The compound of claim 1 wherein X is methyl and Z 1 and Z 2 are ##EQU17##
Claim 7
Dependent Claim 17 words
The compound of claim 1 wherein X is methyl and Z 1 and Z 2 are ##EQU18##
Claim 8
Dependent Claim 17 words
The compound of claim 1 wherein X is methyl and Z 1 and Z 2 are ##EQU19##
Claim 9
Dependent Claim 17 words
The compound of claim 1 wherein X is methyl and Z 1 and Z 2 are ##EQU20##
Claim 10
Dependent Claim 17 words
The compound of claim 1 wherein X is methyl and Z 1 and Z 2 are ##EQU21##
Claim 11
Dependent Claim 17 words
The compound of claim 1 wherein X is methyl and Z 1 and Z 2 are ##EQU22##

References Cited (Backward Citations)

US3853895A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-11 1979-11-10 1980-05-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-11 1983-11-10 1984-05-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-11 1987-11-10 1988-05-11 $7700.00 Window Closed / Lapsed

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