Arylalkyl diazinones
AssigneeMerck Patent GmbH
InventorsRochus Jonas, Michael Wolf, Norbert Beier
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Abstract
Arylalkyl diazinone derivatives of the formula I ##STR1## and their physiologically acceptable salts, in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, B, Q and X have the meanings indicated in claim 1, exhibit phosphodiesterase IV inhibition and can be employed for the treatment of inflammatory processes and also of allergies, asthma and autoimmune disorders.
Claims18
A compound of formula I ##STR6## wherein B is an aromatic heterocycle having 1 to 4 N, O and/or S atoms, bonded via N or C, which can be unsubstituted or mono-, di- or trisubstituted by Hal, A and/or OA, and can also be fused to a benzene or pyridine ring,
- Q is absent or is alkylene having 1-6 C atoms,
- X is CH.sub.2, S or O,
- R.sup.1 and R.sup.2 in each case independently of one another are H or A,
- R.sup.3 and R.sup.4 in each case independently of *one another are --OH, OR.sup.5, --S--R.sup.5, --SO--R.sup.5, --SO.sub.2 --R.sup.5, Hal, methylenedioxy, --NO.sub.2, --NH.sub.2, --NHR.sup.5 or --NR.sup.5 R.sup.6,
- R.sup.5 and R.sup.6 in each case independently of one another are A, cycloalkyl having 3-7 C atoms, methylenecycloalkyl having 4-8 C atoms or alkenyl having 2-8 C atoms,
- A is alkyl having 1 to 10 C atoms, which can be substituted by 1 to 5 F and/or Cl atoms and
- Hal is F, Cl, Br or I
- or a physiologically acceptable salt thereof.
A compound of formula I ##STR10## wherein B is 2- or 3-furyl, 2- or 3-thienyl, 1-, 2- or 3-pyrrolyl, 1-, 2-, 4- or 5-imidazolyl, 1-, 3-, 4- or 5-pyrazolyl, 2-, 4- or 5-oxazolyl, 3-, 4- or 5-isoxazolyl, 2-, 4- or 5-thiazolyl, 3-, 4- or 5-isothiazolyl, 2-, 3- or 4-pyridyl, 2-, 4-, 5- or 6-pyrimidinyl, 1,2,3-triazol-1-, -4- or -5-yl, 1,2,4-triazol-1-, -3- or 5-yl, 1- or 5-tetrazolyl, 1,2,3-oxadiazol-4- or -5-yl, 1,2,4-oxadiazol-3- or -5-yl, 1,3,4-thiadiazol-2- or -5-yl, 1,2,4-thiadiazol-3- or -5-yl, 1,2,3-thiadiazol-4- or -5-yl, 3- or 4-pyridazinyl, pyrazinyl, 2-, 3-, 4-, 5-, 6- or 7-benzofuryl, 2-, 3-, 4-, 5-, 6- or 7-benzothienyl, 1-, 2-, 3-, 4-, 5-, 6- or 7-indolyl, 1-, 2-, 4- or 5-benzimidazolyl, 1-, 3-, 4-, 5-, 6- or 7-benzopyrazolyl, 2-, 4-, 5-, 6- or 7-benzoxazolyl, 3-, 4-, 5-, 6- or 7-benzisoxazolyl, 2-, 4-, 5-, 6- or 7-benzothiazolyl, 2-, 4-, 5-, 6- or 7-benzisothiazolyl, 4-, 5-, 6- or 7-benz-2,1,3-oxadiazolyl, 2-, 3-, 4-, 5-, 6-, 7- or 8-quinolyl, 1-, 3-, 4-, 5-, 6-, 7- or 8-isoquinolyl, 3-, 4-, 5-, 6-, 7- or 8-cinnolinyl, 2-, 4-, 5-, 6-, 7- or 8-quinazolinyl,
- Q is absent or is alkylene having 1-6 C atoms,
- X is CH.sub.2, S or O,
- R.sup.1 and R.sup.2 in each case independently of one another are H or A,
- R.sup.3 and R.sup.4 in each case independently of one another are --OH, OR.sup.5, --S--R.sup.5, --SO--R.sup.5, --SO.sub.2 --R.sup.5, Hal, methylenedioxy, --NO.sub.2, --NH.sub.2, --NHR.sup.5 or --NR.sup.5 R.sup.6,
- R.sup.5 and R.sup.6 in each case independently of one another are A, cycloalkyl having 3-7 C atoms, methylenecycloalkyl having 4-8 C atoms or alkenyl having 2-8 C atoms,
- A is alkyl having 1 to 10 C atoms, which can be substituted by 1 to 5 F and/or Cl atoms and
- Hal is F, Cl, Br or I
- or a physiologically acceptable salt thereof.
A compound of formula I ##STR11## wherein B is nicotine or isonicotine,
- Q is absent or is alkylene having 1-6 C atoms,
- X is CH.sub.2, S or O,
- R.sup.1 and R.sup.2 in each case independently of one another are H or A,
- R.sup.3 and R.sup.4 in each case independently of one another are --OH, OR.sup.5, --S--R.sup.5, --SO--R.sup.5, --SO.sub.2 --R.sup.5, Hal, methylenedioxy, --NO.sub.2, --NH.sub.2, --NHR.sup.5 or --NR.sup.5 R.sup.6,
- R.sup.5 and R.sup.6 in each case independently of one another are A, cycloalkyl having 3-7 C atoms, methylenecycloalkyl having 4-8 C atoms or alkenyl having 2-8 C atoms,
- A is alkyl having 1 to 10 C atoms, which can be substituted by 1 to 5 F and/or Cl atoms and
- Hal is F, Cl, Br or I
- or a physiologically acceptable salt thereof.
Dependencies are inferred from the claim text.