TREA

Ylidene sulfonamide derivatives

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Information

  • Patent Grant
  • 4994612
  • Patent Number
    4,994,612
  • Date Filed
    Tuesday, April 11, 1989
    35 years ago
  • Date Issued
    Tuesday, February 19, 1991
    33 years ago
Information
Abstract
Dihydropyridine derivatives of the formula ##STR1## wherein the symbols R and R.sup.1 to R.sup.6 have the significance given in claim 1, have a pronounced calcium-antagonist activity and can accordingly be used as medicaments, especially in the control or prevention of angina pectoris, ischemia, high blood pressure and/or migraine. The compounds of formula I can be prepared by reacting an ylidene compound of the formula ##STR2## with an enamine of the formula ##STR3##
Description
Claims
  • 1. A compound of the formula ##STR9## wherein R is naphthyl or phenyl optionally monosubstituted by c.sub.1 -C.sub.6 -alkyl, halogen, trifluoromethyl or nitro or optionally disubstituted by halogen or halogen and nitro; imidazolyl; or pyridyl, R.sup.1 is C.sub.1 -C.sub.4 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, R.sup.5 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, R.sup.6 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, Chd 1-C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxycarbonyl-C.sub.2 -C.sub.6 -alkyl or R.sup.5 and R.sup.6 taken together are the group --CH.sub.2 CH.sub.2 --0-CH.sub.2 CH.sub.2 --or a --(CH.sub.2).sub.n --group in which n is an integer of 2 to 7.
  • 2. A compound in accordance with claim 1, .alpha.-acetyl-N, N-dimethyl-3-nitrostyrenesulfonamide.
  • 3. A compound in accordance with claim 1, .alpha.-acetyl-n-butyl-N-methyl-3-nitrostyrenesulfonamide.
  • 4. A compound in accordance with claim 1, .alpha.-acetyl-N, N-diethyl-3-nitrostyrenesulfonamide.
  • 5. A compound in accordance with claim 1, .alpha.-acetyl-N-(2-methoxyethyl)-N-methyl-3-nitrostyrenesulfonamide.
  • 6. A compound in accordance with claim 1, .alpha.-(cyclohexylcarbonyl)N,N -dimethyl-3-nitrostyrenesulfonamide.
Priority Claims (1)
Number Date Country Kind
2651/85 Jun 1985 CHX
Parent Case Info

This is a division of application Ser. No. 06/871,026 filed June 5, 1986 now U.S. Pat. No. 4,847,273, granted July 11, 1989. The invention relates to dihydropyridine derivatives. In particular, it relates to dihydropyridine derivatives of the formula ##STR4## wherein R is aryl or a heterocyclic residue with up to three hereto atoms selected from oxygen, nitrogen and sulfur, R.sup.1 and R.sup.3 each independently, is C.sub.1 -C.sub.4 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.6 -alkyl, cyano-C.sub.2 -C.sub.6 -alkyl, halo-C.sub.2 -C.sub.6 -alkyl, hydroxy-C.sub.2 -C.sub.6 -alkyl, .omega.,.omega.,.omega.-trifluoro-C.sub.1 -C.sub.6 -alkyl, C.sub.1-C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxycarbonyl-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkanoyloxy-C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -alkenyloxy -C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkyl, benzyloxy-C.sub.1 -C.sub.6 -alkyl, phenyl optionally substituted by halogen, cyano, di-C.sub.1 -C.sub.6 -alkyl-amino, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkyl, trifluoromethyl or nitro or phenyl-C.sub.1 -C.sub.6 -alkyl optionally substituted by halogen, cyano, di-C.sub.1 -C.sub.6 -alkyl-amino, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkyl, trifluoromethyl or nitro, R.sup.5 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, R.sup.6 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkyl, C.sub.1-C.sub.6 -alkoxycarbonyl-C.sub.2 -C.sub.6 -alkyl or R.sup.5 and R.sup.6 taken together are the group -CH.sub.2 CH.sub.2 -O-CH.sub.2 CH.sub.2 -or or a -(CH.sub.2).sub.n - group in which n is an integer of 2 to 7, in the form of stereoisomers, diastereoisomeric mixtures racemates and optical antipodes. The compounds of formula I are useful in the control or prevention of illnesses or in the improvement of health, especially in the control or prevention of angina pectoris, ischemia, high blood pressure and migraine.

Foreign Referenced Citations (1)
Number Date Country
3323511 Jan 1985 DEX
Divisions (1)
Number Date Country
Parent 871026 Jun 1986