N-(naphthyl-alkyl)-hydroxylamines

Claim 2

An N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkanamine or physiologically-hydrolysable and -acceptable ester thereof, in free base or acid addition salt form.

Claim 3

A compound according to claim 1 of formula I wherein R 1 is hydrogen, C 1-8 alkyl or C 4-6 cycloalkyl, R 2 is C 1-6 alkyl, R 3 is hydrogen or halogen and A is C l - 6 alkylene, or physiologically-hydrolysable and -acceptable ester thereof, in free base or acid addition salt form.

Claim 4

A compound according to claim 2 of formula I, wherein R 1 is hydrogen or C 1-6 alkyl, in free base or acid addition salt form.

Claim 5

A compound according to claim 2 which is N-hydroxy-N-methyl-(7-propoxy)-2-naphthalinethanamine in free base or acid addition salt form.

Claim 6

A compound according to claim 2 selected from the group consisting of: N-hydroxy-(7-propoxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(7-hexyloxy)-2-naphthalinethanamine; N-hydroxy-(J-hexyloxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(3-bromo-7-methoxy)-2-naphthalinpropana- mine; N-hydroxy-N-methyl-(7-methoxy)-2-naphthalinpropanamine; and N-hydroxy-N-methyl-(7-propoxy)-2-naphthalinmethanamine; in free base or acid addition salt form.

Claim 7

A compound according to claim 2 selected from the group consisting of: N-hydroxy-N-methyl-(7-ethoxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(7-butoxy)-2-naphthalinethanamine; N-cyclohexyl-N-hydroxy-(7-propoxy)-2-naphthalinethananine; N-hydroxy-N-i.butoxy-(7-propoxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(6-pentoxy)-2-naphthalinethanamine; N-ethyl-N-hydroxy-(6-propoxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(6-propoxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(8-butoxy)-2-naphthalinethanamine; N-ethyl-N-hydroxy-(8-butoxy)-2-naphthalinethanamine; N-hydroxy-N-methyl-(8-propoxy)-2-napthalinethanamine; N-hydroxy-N-methyl-(6-propoxy)-1-naphthaiinethanamine; N-hydroxy-N-methyl-(6-butoxy)-1-naphthalinethanamine; N-hydroxy-N-methyl-(8-propoxy)-1-naphthalinethanamine; N-hydroxy-N-propyl-(8-propoxy)-1-naphthalinethanamine; N-hydroxy-(7-propoxy)-1-naphthalinethananine; N-hydroxy-N-methyl-(7-propoxy)-1-naphthalinethanamine; N-hydroxy-N-methyl-(7-pentoxy)-2-naphthalinmethanamine; N-hydroxy-N-methyl-(7-butoxy)-2-naphthalinmethanamine; N-hydroxy-N-methyl-2-(7-methoxy-2-naphthalinyl)-propylamine; N -hydroxy-N-methyl-2-(7-propoxy-2-naphthalinyl)-propylamine; N-hydroxy-N-methyl-3-(7-methoxy-2-naphthalinyl)-propyl-2- amine; N-hydroxy-N-methyl-3-(7-propoxy)-2-naphthalinyl)-propyl-2- amine; in free base or acid addition salt form.

Claim 8

Process for the production of an N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkanamine, for example a compound of formula I as defined in claim 2, or physiologically-hydrolysable and -acceptable ester thereof, in free base or acid addition salt form, which process comprises: a) reacting a (5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkane in which the alkane moiety bears a leaving group, for example a compound of formula II wherein Z is a leaving group and A, R 2 and R 3 have the meanings given in claim 2, with hydroxylamine or an appropriately N-monosubstituted hydroxylamine, for example a compound of formula III wherein R 1 has the meaning given in claim 2; b) when required, transforming an N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkanamine thus obtained into another such naphthalinalkanamine, for example alkylating or cycloalkylating a compound of formula I thus obtained wherein R 1 is hydrogen to obtain a corresponding compound wherein R l is C 1-8 alkyl or C 4-6 cycloalkyl; and c) when required, converting an N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkanamine, for example compound of formula I, obtained in accordance with step a) or step b) into a physiologically-hydrolysable and -acceptable ester thereof; and d) recovering the N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkanamine, for example compound of formula I, and physiologically-hydrolysable and -acceptable ester thereof, thus obtained as the free base or as an acid addition salt thereof.

Claim 9

A pharmaceutical composition comprising an N-hydroxy-(5-,6-,7-or 8-alkoxy)-1- or -2-naphthalinalkanamine, for example compound of formula I,as defined in any one of claims 2 to 6, or physiologically-hydrolysable and -acceptable ester thereof, in free base or pharmaceutically acceptable acid addition salt form, together with a pharmaceutically acceptable diluent or carrier therefor.

Claim 10

An N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-naphthalinalkanamine, for example compound of formula I,as defined in any one of claims.2-to 6, or physiologically-hydrolysable and -acceptable ester thereof, in free base or pharmaceutically acceptable acid addition salt form, for use as a pharmaceutical, for example for use as a lipoxygenase inhibitor.

Claim 11

An N-hydroxy-(5-,6-,7- or 8-alkoxy)-1- or -2-napthalinalkan- amine, for example compound of formula I,as defined in any one of claims 2 to 6, or physiologically-hydrolysable and -acceptable ester thereof, in free base or pharmaceutically acceptable acid addition salt form, for use in the prophylaxis or treatment of asthma, inflammation or psoriasis.