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US 5,866,566 AGranted
Derivatives of 10, 11-Dihydro-10-OXO-5H-Dibenz/B,F/Azepine-5-carboxamide
AssigneePortela & C.A., S.A.
InventorsJan Benes, Patricio M.V.A. Soares Da Silva, David Alexander Learmonth
Life of this patent
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Abstract
Compounds of general formula I are described ##STR1## as is a process for their preparation which consists of reacting a compound of formula II ##STR2## with hydroxylamine or its derivatives of formula III H.sub.2 NOR.sup.2 (III) The compounds cited in the present invention have valuable pharmaceutical properties namely in the treatment of some disturbances in the central and peripheral nervous system.
Claims7
Compound of formula I ##STR6## wherein:
- R is hydroxy, alkyl, cycloalkyl, alkylaryl, alkylcycloalkyl, alkylheteroaryl benzoyloxy, 3-methoxybenzoyloxy or 2-chlorophenylsemicarbozono or R is the group --O--CO--R.sup.1 wherein R.sup.1 is hydrogen, alkyl, cycloalkyl, alkylcycloalkyl, alkylaryl, benzyloxy, alkoxy or heteroaryl or R is the group --O--R.sup.2 wherein R.sup.2 is alkyl, alkylaryl, benzyl or naphthoyl, or R is the group NHR.sup.3 wherein R.sup.3 is hydrogen, --CO--NH.sub.2, --CS--NH.sub.2, alkyl, phenyl, dinitrophenyl, alkylaryl, alkylcycloalkyl, alkylcarbonyl or arylcarbonyl;
- the term alkyl means a carbon chain, straight or branched, containing from one to six carbon atoms, optionally substituted by alkoxy, halogen, alkoxycarbonyl or hydroxycarbonyl groups;
- the term cycloalkyl represents an alicyclic group with three to six carbon atoms;
- the term aryl represents a phenyl or naphthyl group optionally substituted by alkoxy, halogen or nitro groups;
- the term heteroaryl represents a five or six membered aromatic ring incorporating an atom of oxygen, sulphur or nitrogen;
- and the term halogen represents fluorine, chlorine, bromine or iodine.
3 more elements
A process for producing at least one compound having the formula I ##STR7## wherein:
- R is hydroxy, the group --O--R.sup.2 wherein R.sup.2 is an alkyl, alkylaryl benzyl or naphthoyl group, or the group NHR.sup.3 wherein R.sup.3 is hydrogen, --CO--NH.sub.2, --CS--NH.sub.2, alkyl, phenyl, dinitrophenyl, alkylcycloalkyl, alkylaryl, alkylcarbonyl or arylcarbonyl;
- the term alkyl means a carbon chain, straight or branched, containing from one to six carbon atoms optionally substituted by alkoxy, halogen, alkoxycarbonyl or hydroxycarbonyl groups;
- the term cycloalkyl represents an alicyclic group with three to six carbon atoms;
- the term aryl represents a phenyl or naphthyl group optionally substituted by alkoxy, halogen or nitro groups;
- the term heteroaryl represents a five or six membered aromatic ring incorporating an atom of oxygen, sulphur or nitrogen;
- and the term halogen represents fluorine, chlorine, bromine or iodine, by reacting the compound of formula II ##STR8## with hydroxylamine or its derivatives of formula III
- H.sub.2 NOR.sup.2 (III)
- wherein substituent R.sup.2 is defined above, or by reacting a compound of formula II with semicarbazide, thiosemicarbazide or derivatives of hydrazine of formula IV
- H.sub.2 NNHR.sup.3 (IV)
- wherein R.sup.3 is defined above, or by reacting a compound of formula V ##STR9## with acylating reagents of formula VI
- A-CO--R.sup.1 (VI)
- wherein R.sup.1 is the same as defined for general formula I;
- A is hydroxy, halogen or --O--CO--R.sup.1 or --O--CO--OR' wherein R' is lower alkyl (C1 to C4), or by reacting the compound of formula V with acylating reagents of formula VII
- C1--CO--OR.sup.1 (VII)
- wherein R.sup.1 is the same as defined for general formula I.
12 more elements
Dependencies are inferred from the claim text.