Claims
- 1. A compound of the formula (I) ##STR38## or a physiologically acceptable salt, N-oxide, or hydrate thereof, in which Y represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, phenyl, phenyl substituted with one or more lower alkyl, lower alkoxy or halogen groups; lower alkylsulphonyl or phenylsulphonyl or substituted phenylsulphonyl wherein said substituents are one or more lower alkyl, lower alkoxy or halogen groups; R.sub.1 and R.sub.2, which may be the same or different each represents hydrogen, lower alkyl, C.sub.3-7 cycloalkyl, lower alkenyl, AR C.sub.1-3 alkyl wherein the aryl portion is phenyl or phenyl substituted with one or more lower alkyl, lower alkoxy or halogen groups; hydroxy, lower trifluoroalkyl, lower alkyl substituted by hydroxy, lower alkoxy, amino, lower alkylamino or lower dialkylamino, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a pyrrolidine or piperidine ring; Q represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions;
- X represents --CH.sub.2 --, --O-- or --S--;
- n represents zero, 1 or 2, except that n is not zero when X is --O--;
- m represents 2, 3 or 4;
- Alk represents a straight chain alkylene group of 1 to 3 carbon atoms;
- q represents 2, 3 or 4 or can additionally represent zero or 1 when E is a --CH.sub.2 -- group;
- p represents zero, 1 or 2;
- E represents --CH.sub.2 --, --O-- or --S--; and
- Z represents a phenyl ring optionally substituted by at least one of lower alkyl, hydroxy lower alkyl, hydroxy, amino, lower alkoxy or halo or a furyl, pyridyl, or imidazolyl ring attached via a carbon atom and optionally substituted by lower alkyl optionally substituted by hydroxy or halo or Z represents the group ##STR39## where Q' represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions or a benzene ring in which incorporation into the rest of the molecule is through bonds at the 1- and 3-positions or at the 1- and 4-positions; Alk' represents any of the groups defined for Alk; and R.sub.5 and R.sub.6, which may be the same or different, each represents any of the groups defined for R.sub.1 and R.sub.2 ; except that p is not zero when E is oxygen and Q' is a thiophen ring system or Z is a furan or thiophen ring system.
- 2. A compound of the formula (II) ##STR40## or a physiologically acceptable salt, N-oxide or hydrate thereof, in which Y represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, phenyl or phenyl substituted with one or more lower alkyl, lower alkoxy or halogen groups; lower alkylsulphonyl or phenylsulphonyl, substituted phenylsulphonyl wherein said substituents are one or more lower alkyl, lower alkoxy or halogen groups; R.sub.1, R.sub.2, R.sub.5 and R.sub.6, which may be the same or different, each represents hydrogen, lower alkyl, C.sub.3-7 cycloalkyl, lower alkenyl, or C.sub.1-3 alkyl wherein the aryl portion is phenyl or phenyl substituted with one or more lower alkyl, lower alkoxy or halogen groups; lower alkyl interrupted by an oxygen atom or lower alkyl interrupted by a group ##STR41## where R.sub.4 represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached or R.sub.5 and R.sub.6 together with the nitrogen atom to which they are attached form a pyrrolidone or piperidine ring;
- Q represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions; Q' represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions, or a benzene ring in which incorporation into the rest of the molecule is through bonds at the 1- and 3-positions;
- X and E, which may be the same or different, each represents --CH.sub.2 --, --O-- or --S--;
- n and p, which may be the same or different, each represents zero, 1 or 2;
- m and q, which may be the same or different, each represents 2, 3 or 4;
- Alk and Alk', which may be the same or different, each represents a straight chain alkylene group of 1 to 3 carbon atoms; except that n is not zero when X is oxygen and p is not zero when E is oxygen and Q' is a thiophen ring system.
- 3. A compound of the formula (III) ##STR42## or a physiologically acceptable salt, N-oxide or hydrate thereof, in which Y represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2 or .dbd.NR.sub.3 where R.sub.3 represents hydrogen, nitro, cyano, lower alkyl, phenyl, phenyl substituted with one or more lower alkyl, lower alkoxy or halogen groups; lower alkylsulphonyl or phenylsulphonyl, substituted phenylsulphonyl wherein said substituents are one or more lower alkyl, lower alkoxy, or halogen groups; R.sub.1 and R.sub.2, which may be the same or different, each represents hydrogen, lower alkyl, C.sub.3-7 cycloalkyl, lower alkenyl, or C.sub.1-3 alkyl wherein the aryl portion is phenyl or phenyl substituted with one or more lower alkyl, lower alkoxy or halogen groups; lower alkyl interrupted by an oxygen atom, lower alkyl interrupted by ##STR43## in which R.sub.4 represents hydrogen or lower alkyl; or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached from a pyrrolidine or piperidine ring; Q represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions;
- X represents --CH.sub.2 --, --O-- or --S--;
- n represents zero or 1 except that n is not zero when X is oxygen;
- m represents 2, 3 or 4;
- Alk represents a straight chain alkylene group of 1 to 3 carbon atoms;
- q represents 2, 3 or 4 or can additionally represent zero or 1 when E is a --CH.sub.2 -- group;
- p represents zero, 1 or 2;
- E represents --CH.sub.2 --, --O--, or --S--; and
- Z' represents a phenyl ring optionally substituted by at least one of lower alkyl, hydroxy lower alkyl, hydroxy, amino, lower alkoxy or halo or a furyl, pyridyl or imidazolyl ring attached via a carbon atom and optionally substituted by lower alkyl optionally substituted by hydroxy or halo; except that p is not zero when E is oxygen and Z' is furyl.
- 4. A compound as claimed in claim 1 in which Y represents .dbd.O, .dbd.S, .dbd.CHNO.sub.2, .dbd.NCN or .dbd.NSO.sub.2 CH.sub.3 ;
- R.sub.1 and R.sub.2, which may be the same or different, each represents hydrogen or lower alkyl or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form a pyrrolidine or piperidine ring;
- Q represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions;
- X represents --O-- or --S--;
- n represents zero or 1, except that n is not zero when X is --O--;
- m represents 2 or 3;
- Alk represents --CH.sub.2 --;
- q represents zero, 1, 2 or 3;
- p represents zero, 1 or 2;
- E represents --CH.sub.2 --, --O-- or --S--; and
- Z represents furyl, lower alkyl substituted imidazolyl, phenyl, hydroxyalkyl substituted furyl, pyridyl, hydroxyalkyl substituted phenyl or ##STR44## where Q' represents a thiophen ring in which incorporation into the rest of the molecule is through bonds at the 2- and 5-positions or a benzene ring in which incorporation into the rest of the molecule is through bonds at the 1- and 3-positions; Alk' represents --CH.sub.2 --; and
- R.sub.5 and R.sub.6 which may be the same or different, each represents hydrogen or lower alkyl or R.sub.5 and R.sub.6 together with the nitrogen atom to which they are attached form a pyrrolidine or piperidine ring.
- 5. A pharmaceutical composition for the treatment of conditions mediated through H.sub.2 - receptors comprising an effective amount of at least one compound as defined in claim 1 together with at least one pharmaceutically acceptable carrier or diluent.
- 6. A method of treating a condition mediated through histamine H.sub.2 -receptors which comprises administering to a patient an effective amount of a compound as defined in claim 1 to relieve said condition.
Priority Claims (2)
Number |
Date |
Country |
Kind |
53716/77 |
Dec 1977 |
GBX |
|
44778/78 |
Nov 1978 |
GBX |
|
Parent Case Info
This is a division of application Ser. No. 970,534 filed Dec. 18, 1978 now U.S. Pat. No. 4,233,302.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
4128658 |
Price et al. |
Dec 1978 |
|
4203909 |
Algieri et al. |
May 1980 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
867105 |
Nov 1978 |
BEX |
Non-Patent Literature Citations (1)
Entry |
Chemical Abstracts, 90:87257u (1979), [Price, B. et al., German Ols 2,821,409, 11/30/78]. |
Divisions (1)
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Number |
Date |
Country |
Parent |
970534 |
Dec 1978 |
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