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2,4,5,6-Tetrasubstituted pyrimidines and salts thereof

Assignee: Boehringer Ingelheim GmbH
•
Filing: 1974-08-14
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Granted: 1976-08-17
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Expires: 1994-08-14
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Abstract

Abstract Compounds of the formula WHEREIN R1 is alkoxy of 1 to 3 carbon atoms, morpholino, thiomorpholino, 1-oxido-thiomorpholino, 1,1-dioxido-thiomorpholino, or -NN-A where A is hydrogen, alkanoyl of 1 to 4 carbon atoms, alkenoyl of 2 to 4 carbon atoms, methoxy-(alkanoyl of 1 to 4 carbon atoms), carboxyl-(alkanoyl of 1 to 4 carbon atoms), acetyl-(alkanoyl of 1 to 4 carbon atoms), methoxy-(alkenoyl of 2 to 4 carbon atoms), carboxyl-(alkenoyl of 2 to 4 carbon atoms), acetyl-(alkenoyl of 2 to 4 carbon atoms), aminocarbonyl, mono(alkyl of 1 to 4 carbon atoms)-aminocarbonyl, di-(alkyl of 1 to 4 carbon atoms)-aminocarbonyl, methoxymethylaminocarbonyl, pyridinoyl, salicyloyl, furanoyl, or (alkyl of 1 to 3 carbon atoms)-sulfonyl, R2 is morpholino, thiomorpholino, 1-oxido-thiomorpholino, 1,1-dioxido-thiomorpholino, piperazino or N'-[acetyl-(alkanoyl of 1 to 3 arbon atoms)]-piperazino, R3 is hydrogen, chlorine, bromine, nitro, cyano, formyl, acetyl or carbalkoxy of 2 to 4 carbon atoms, and R4 is hydrogen, chlorine, bromine, cyano, carbalkoxy of 2 to 4 carbon atoms, alkyl of 1 to 6 carbon atoms, mono(carbalkoxy of 2 to 4 carbon atoms)-alkyl of 1 to 6 carbon atoms, di(carbalkoxy of 2 to 4 carbon atoms)-alkyl of 1 to 6 carbon atoms, hydroxyl, allyloxy, alkoxy of 1 to 6 carbon atoms, mercapto, allylmercapto, (alkyl of 1 to 6 carbon atoms)-mercapto, 1-oxidothiomorpholino, or -NHB where B is hydrogen, alkyl of 1 to 3 carbon atoms, cyclohexyl, phenyl, chloro-phenyl, carboxy-phenyl, carbomethoxy-phenyl or pyridyl, AND NON-TOXIC, PHARMACOLOGICALLY ACCEPTABLE ACID ADDITION SALTS THEREOF; THE COMPOUNDS AS WELL AS THE SALTS ARE USEFUL AS ANTITHROMBOTICS.

Inventors

  • 👤 Berthold Narr
  • 👤 Josef Roch
  • 👤 Erich Muller
  • 👤 Walter Haarmann

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 14:33
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/30; C07D239/32; C07D239/34; C07D239/38; C07D239/42; C07D239/46; C07D239/47; C07D239/48; C07D239/50; C07D239/52; C07D239/54; C07D239/545; C07D239/557; C07D239/56; C07D239/60

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 75 words
A compound of the formula ##SPC6## wherein A is hydrogen, alkanoyl of 1 to 4 carbon atoms or acetyl-(alkanoyl of 1 to 4 carbon atoms), R 2 is thiomorpholino, 1-oxido-thiomorpholino or 1,1-dioxido-thiomorpholino, R 3 is chlorine, bromine or nitro, and R 4 is cyano, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 6 carbon atoms or (alkyl of 1 to 6 carbon atoms)-mercapto, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 2
Dependent Claim 75 words
A compound of the formula ##SPC6## wherein A is hydrogen, alkanoyl of 1 to 4 carbon atoms or acetyl-(alkanoyl of 1 to 4 carbon atoms), R 2 is thiomorpholino, 1-oxido-thiomorpholino or 1,1-dioxido-thiomorpholino, R 3 is chlorine, bromine or nitro, and R 4 is cyano, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 6 carbon atoms or (alkyl of 1 to 6 carbon atoms)-mercapto, or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 3
Dependent Claim 17 words
A compound of claim 1, which is 6-methyl-5-nitro-2-piperazino-4-(1-oxido-thiomorpholino)-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 4
Dependent Claim 17 words
A compound of claim 1, which is 6-methyl-5-nitro-2-piperazino-4-thiomorpholino-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 5
Dependent Claim 17 words
A compound of claim 1, which is 5-chloro-6-cyano-2-piperazino-4-(1-oxido-thiomorpholino)-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 6
Dependent Claim 17 words
A compound of claim 1, which is 6-ethoxy-5-nitro-4-(1-oxido-thiomorpholino)-2-piperazino-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 7
Dependent Claim 17 words
A compound of claim 1, which is 5-nitro-4-(1-oxido-thiomorpholino)-2-piperazino-6-isopropoxy-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 8
Dependent Claim 17 words
A compound of claim 1, which is 6-sec.butoxy-4-(1,1-dioxido-thiomorpholino)-5-nitro-2-piperazino-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 9
Dependent Claim 17 words
A compound of claim 1, which is 6-methylthio-5-nitro-4-(1-oxido-thiomorpholino)-2-(N'-formyl-piperazino)-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 10
Dependent Claim 17 words
A compound of claim 1, which is 6-methyl-5-nitro-4-(1-oxido-thiomorpholino)-2-(N'-acetoacetyl-piperazino)-pyrimidine or a non-toxic, pharmacologically acceptable acid addition salt thereof.

References Cited (Backward Citations)

US3635962A Cited
US3856772A Cited
US3835132A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-17 1980-02-16 1980-08-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-17 1984-02-16 1984-08-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-17 1988-02-16 1988-08-17 $7700.00 Window Closed / Lapsed

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