IL33846A - Derivatives of 1-thiachromone and 4-thionchromone,their preparation and pharmaceutical compositions containing them - Google Patents

Abstract

1291864 Anti-asthmatic medicines FISONS PHARMACEUTICALS Ltd 2 Feb 1970 [12 Feb 1969] 7467/69 Heading ASB [Also in Division C2] Therapeutic compositions for the treatment 'extrinsic' and 'intrinsic' asthma, and other conditions, such as hay fever, urticaria and autoimmune diseases, in which antigen-antibody reactions are responsible for disease, by administration orally, parenterally or topically, or by inhalation, comprise compounds of formula: or their pharmaceutically acceptable derivatives (e.g. salts, esters or amides), wherein one of V and W is O, and the other is S; and P, Q, R, T are each H, halogen, C 1-10 alkyl, OH, alkoxy, hydroxyalkoxy, alkoxyalkoxy, AcO, CO 2 H, NH 2 , alkyl-NH, (alkyl) 2 N, alkenyl, aralkyl (up to C 10 ), Ph, NO 2 , carboxylic ester, alkenyloxy or acyl, or an adjacent pair of P, Q, R, T together with the adjacent carbon atoms in the benzene ring form a fused 5- or 6-membered carbocyclic or heterocyclic ring. For administration by inhalation, the compositions may include a bronchodilator such as isoprenaline, adrenaline, orciprenaline, isoetharine or their pharmaceutically acceptable derivatives. [GB1291864A]

Claims (1)

1. 42 CLAMS Processes for the preparation of compounds of the formula in which and which may he the same or each represent an alkyl group containing from 1 to 10 carbon a alkoxy or carboxy the above groups containing up to 10 carbon a carbalkoxy or or an adjacent pair of R and together with the adjacent carbon atoms in the benzene ring may form a fused or 6 cyclic membered V and which are each represent oxygen or provided not all of and are when and are all hydrogen is not a chlorine when I is a methoxy and are 7 is oxygen and W is p is not a methyl when V is sulphur and is one of R and is alkoxy or an adjacent pair of R and T together with the adjacent carbon atoms of the benzene a 6 membered carbocyclic and pharmaceutically acceptable alkyl esters or unsubstituted amides which comprise producing a of formula in which T and the provisos are as defined by cyclising a compound of formula p in which T and the provisos are as defined and represents or an alkali producing a of formula in which provisos are defined by treating a corresponding compound of formula 44 or of P in which III and IV and the provisos are a defined and represents an alkali metal cation or an alkyl with phosphorous pentasulp and where desired converting the compound of I produced a acceptable derivative A process according to part of Claim wherein the cyclisation is carried out in the presence of a dehydrating A process according to part of Claim wherein the cyclisation is effected by converting the groups in the compound of formula II to acyl chloride groups and subjecting the resulting acyl chloride to an internal Friedel Crafts A process according to part of Claim wherein the reaction is carried out at elevated temperature in a solvent which is inert under the reaction A process as claimed in Claim 1 and substantially as hereinbefore described in any one of Examples 1 to A process for the production of a pharmaceutically acceptable salt of a compound of formula as defined in Claim which comprises converting the compound of formula a different salt an ester or an amide thereof to the desired 45 Compounds of formula I in Claim whenever produced by a process according to any one of Claims 1 to Compounds of formula as defined in Claim A compound of formula in which and the provisos are as defined in Claim A compound of formula in which and the provisos are as defined in Claim A compound according to any of Claims 8 to wherein R and which may be the same or each represent bromine or an alkyl group containing from 1 to 6 carbon a hydroxy an group containing from 1 to 10 carbon a carboxy a phenyl a nitro a carbalkoxy group containing from 1 to 6 carbon an group containing from 1 to 6 carbon or R and 46 together with adjacent carbon atoms in the benzene ring form the chains compound according to any of Claims 8 to in which R and which may be the same or each represent chlorine or a nitro or an or group containing from 1 to 6 carboy or an adjacent pair of and form an alkylene or A compound according to any of Claims 8 to wherein P represents lic lic A compound according to any one of Claims 8 to in the form of a pharmaceutically acceptable ester or amide 47 A compound according to any one of Claims 7 to in the form of the sodium salt lie ethyl Ethyl carbox A pharmaceutical composition comprising a compound o formula 48 which R and which may be the same or each represent an alkyl group containing from 1 to 10 carbon a alkoxy or carboxy the above groups containing up to 10 carbon a carbalkoxy or alkenyloxy or an adjacent pair of R and together with the adjacent carbon atoms in the benzene ring may form a fused or 6 cyclic V and which are each Kpresent oxygen or except V is sulphur and W is oxygen one of R and T is alkoxy or an adjacent pair of and T together with the adjacent Carbon atoms of the a 6 membered carbocyclic rin or a pharmaceutically acceptable alkyl ester or unsubstituted amide as active in combinati with a pharmaceutically acceptable diluent or A composition according to Claim wherein the compound of formula I c is a compound according to any one of Claims 7 to A composition according to either of Claims 38 and incorporating a b ronchodilator A composition according to any of Claims 38 to in a form suitable for administration of a dose of from to 50 mgs of active A pharmaceutical composition according to Claim substantially as hereinbefore 49 A composition according to any of Claims 40 and the active ingredient is one of the compounds of 27 to A composition according to any of Claims 40 and wherein the active ingredient is one of the compounds of Claims 30 to composition according to any of Claims 40 and wherein the active ingredient is the compound of Claim insufficientOCRQuality