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Description:
This ... |
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Flavone derivatives
| Details |
Inventors: Gay, Allesandro;
Assignee: Farmalepori (Barcellona, ES)
Primary Examiner: Trousof; Natalie
Assistant Examiner: Bond; Robert T.
Attorney, Agent or Firm: Werbow; Farrell R.
New flavone derivatives to be used as analeptics having the formula ##STR1## wherein R.sub.1 and R.sub.2 are both methyl or ethyl, or taken together with the nitrogen atom to which they are attached represent a mononuclear 5- or -6 membered heterocyclic ring which may contain an oxygen atom as further hetero atom; R.sub.3 and R.sub.4 are hydrogen or methyl, provided that at least one of them is hydrogen, and process for the preparation thereof starting from resorcinol and phenylacetonitrile or a phenylacetonitrile derivative. |
|
DETAILED DESCRIPTION I claim: 1.
A compound of the formula ##STR9## wherein R.
sub.
1 and R.
sub.
2 are both methyl or ethyl or taken together with the nitrogen atom to which they are attached represent morpholino, piperidino or pyrrolidino; R.
sub.
3 and R.
sub.
4 are always different and are hydrogen or methyl, and salts thereof.
2.
A compound of claim 1 which is 7-methoxy-8-dimethylaminomethyl-2-(p-tolyl)isoflavone.
3.
A compound of claim 1 which is 7-methoxy-8-morpholinomethyl-2-(p-tolyl)isoflavone.
4.
A compound of claim 1 which is 7-methoxy-8-piperidinomethyl-2-(p-tolyl)isoflavone.
5.
A compound of claim 1 which is 7-methoxy-8-pyrrolidinomethyl-2-(p-tolyl)isoflavone.
6.
An analeptic composition comprising a therapeutically effective amount of a compound of claim 1, or a therapeutically acceptable acid addition salt thereof, in admixture with a therapeutically acceptable carrier.
Description:
This invention relates to new flavone derivatives, to a new process for their preparation and to pharmaceutical compositions containing them.
According to the present invention, there are provided the new flavone derivatives of the general formula ##STR2## wherein R.
sub.
1 and R.
sub.
2 are both methyl or ethyl, or taken together with the nitrogen atom to which they are attached represent a mononuclear 5- or -6 membered heterocyclic ring which may contain an oxygen atom as further hetero atom; R.
sub.
3 and R.
sub.
4 are hydrogen or methyl, provided that at least one of them is hydrogen.
According to a feature of the present invention the compounds of formula (I) are prepared through a multi-step process, starting from resorcinol, as more specifically indicated hereinafter: A.
RESORCINOL IS MADE TO REACT WITH PHENYLACETONITRILE OR SUITABLE PHENYLACETONITRILE DERIVATIVE IN AN ORGANIC SOLVENT (PREFERABLY ETHYL ETHER) WHILE ADDING POWDERED ZnCl.
sub.
2 and saturating with gaseous HCl.
The thus formed keto-imine hydrochloride is boiled with water and poured into NaOH wherefrom the 2.
4-dihydroxy-acetophenone derivative is precipitated by addition of HCl
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Vasodialators 
