Claims
- 1. A compound of the formula ##STR75## or a pharmaceutically acceptable salt thereof, wherein v is 0 or 1, and when v is 0, there is no bond between the carbons at positions a and b;
- Y is --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --CH.sub.2 --S--, --CH.sub.2 --O--, --O-- or --S--; and X is a group of the formula: ##STR76## wherein m is 1 or 2;
- R.sup.1 and R.sup.2 are each independently H or C.sub.1 -C.sub.4 alkyl, or R.sup.1 and R.sup.2 together represent --(CH.sub.2).sub.n --wherein n is an integer of from 2 to 5;
- R.sup.3 is H or C.sub.1 -C.sub.4 alkyl;
- Z is a direct link, --CH.sub.2 --, --(CH.sub.2).sub.2 --, --CH.sub.2 O-- or --CH.sub.2 S--; and
- R.sup.4 is pyridyl, pyrazinyl, thienyl or a group of the formula ##STR77## wherein either R.sup.5 and R.sup.6 are each independently selected from H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halo, --CF.sub.3, --CN, --(CH.sub.2).sub.p NR.sup.7 R.sup.8, --OCO(C.sub.1 -C.sub.4 alkyl), --CO(C.sub.1 -C.sub.4 alkyl), --CH(OH) (C.sub.1 -C.sub.4 alkyl), --C(OH) (C.sub.1 -C.sub.4 alkyl).sub.2, --SO.sub.2 NH.sub.2, --NHSO.sub.2 (C.sub.1 -C.sub.4 alkyl), --(CH.sub.2).sub.p OH, --(CH.sub.2).sub.p COO(C.sub.1 -C.sub.4 alkyl), and --(CH.sub.2).sub.p CONR.sup.7 R.sup.8, or R.sup.5 and R.sup.6 together represent --(CH.sub.2).sub.q --, --O (CH.sub.2).sub.r O-- wherein one oxygen atom is attached to the 3-position of the benzene ring and the other is attached to the 4-position, or --O(CH.sub.2).sub.t -- wherein the oxygen atom is attached to the 3- or 4- position of the benzene ring;
- R.sup.7 and R.sup.8 are each independently H or C.sub.1 -C.sub.4 alkyl;
- p is 0, 1 or 2;
- q is 3, 4 or 5;
- r is 1, 2 or 3; and
- t is 2, 3 or 4;
- with the proviso that when v is zero and z is --CH.sub.2 --, --(CH.sub.2).sub.2 -- or a direct link, R.sup.4 must be pyridyl, pyrazinyl or thienyl.
- 2. A compound as claimed in claim 1 wherein R.sup.1 and R.sup.2 are either both H or both CH.sub.3.
- 3. A compound according to claim 1 wherein R.sup.3 is CH.sub.3.
- 4. A compound as claimed in claim 1 wherein Z is a direct link, CH.sub.2 or (CH.sub.2).sub.2.
- 5. A compound as claimed in 1 wherein R.sup.4 is either pyridyl, or a group of the formula: ##STR78## where either one of R.sup.5 and R.sup.6 is H and the other is H, C.sub.1 -C.sub.4 alkyl, hydroxy, C.sub.1 -C.sub.4 alkoxy, hydroxymethyl, halo, cyano, carbamoyl, carbamoylmethyl, sulphamoyl, C.sub.1 -C.sub.4 alkanesulphonamido, (C.sub.1 -C.sub.4 alkoxycarbonyl)methyl or aminomethyl, or R.sup.5 and R.sup.6 together represent --(CH.sub.2).sub.3 --, --OCH.sub.2 O--, --O(CH.sub.2).sub.2 O-- or --O(CH.sub.2).sub.2 --.
- 6. A compound as claimed in claim 5 wherein R.sup.4 is a group of the formula: ##STR79##
- 7. A compound as claimed in claim 1, wherein v is 0.
- 8. A compound as claimed in any one of claims 1, wherein v is 1 and Y is --CH.sub.2 CH.sub.2 --.
- 9. A compound according to claim 1 having the chemical name 2,2-diphenyl-5-[N- 2-(indan-5-yl)-ethyl-N-methylamino]pentanamide, 2,2-diphenyl-5-[N- 2-(2,3-dihydrobenzofur-5-yl)ethyl -N-methylamino]pentanamide or 4-[N-(4-chlorophenethyl)-N-methylamino]-2,2-diphenylbutanamide.
- 10. A compound as claimed in claim 1 wherein Z is a direct link, --CH.sub.2 --, --CH.sub.2 O-- or --CH.sub.2 S--.
- 11. A pharmaceutical composition for treating or preventing a disease associated with the altered motility or tone of smooth muscle in a mammal in need thereof, comprising a compound as claimed in claim 1, and a pharmaceutically acceptable carrier.
- 12. A method of preventing a disease associated with the altered motility or tone of smooth muscle in a mammal in need thereof, comprising administering to said mammal an amount of a compound according to the formula ##STR80## or pharmaceutically acceptable salt thereof, wherein v is 0 or 1, and when v is 0, there is no bond between the carbons at positions a and b;
- Y is --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, --CH.sub.2 --S--, --CH.sub.2 --O--, --O-- or --S--; and
- X is a group of the formula: ##STR81## wherein m is 1 or 2;
- R.sup.1 and R.sup.2 are each independently H or (C.sub.1 -C.sub.4)alkyl, or R.sup.1 and R.sup.2 together represent --(CH.sub.2).sub.n -- wherein n is an integer or from 2 to 5;
- R.sup.3 is H or (C.sub.1 -C.sub.4)alkyl;
- Z is a direct link, --CH.sub.2 --, --(CH.sub.2).sub.2 --, --CH.sub.2 O-- or --CH.sub.2 S--; and R.sup.4 is pyridyl, pyrazinyl, thienyl or a group of the formula ##STR82## wherein either R.sup.5 and R.sup.6 are each independently selected from H, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, halo, --CF.sub.3, --CN, --(CH.sub.2).sub.p NR.sup.7 R.sup.8, --OCO(C.sub.1 -C.sub.4)alkyl, --CO(C.sub.1 -C.sub.4)alkyl, --CH(OH) (C.sub.1 -C.sub.4)alkyl, --C(OH)-di(C.sub.1 -C.sub.4)alkyl, --SO.sub.2 NH.sub.2, --NHSO.sub.2 (C.sub.1 -C.sub.4)alkyl, --(CH.sub.2).sub.p OH, --(CH.sub.2).sub.p COO(C.sub.1 -C.sub.4)alkyl and, (CH.sub.2).sub.p CONR.sup.7 R.sup.8, or R.sup.5 and R.sup.6 together represent --(CH.sub.2).sub.q --, --O(CH.sub.2).sub.r O-- wherein one oxygen atom is attached to the 3-position of the benzene ring and the other is attached to the 4-position, or --O(CH.sub.2).sub.t -- wherein the oxygen atom is attached to the 3- or 4- position of the benzene ring;
- R.sup.7 and R.sup.8 are each independently 8 or (C.sub.1 -C.sub.4)alkyl;
- p is 0, 1 or 2;
- q is 3, 4 or 5;
- r is 1, 2 or 3; and
- t is 2, 3 or 4;
- effective in alleviating or preventing such disease.
Priority Claims (1)
Number |
Date |
Country |
Kind |
8823203.8 |
Oct 1988 |
GBX |
|
Parent Case Info
This is a continuation, of application Ser. No. 416,894, filed on Oct. 4, 1989 now U.S. Pat. No. 5,219,871.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4335122 |
McFadden et al. |
Jun 1982 |
|
Foreign Referenced Citations (9)
Number |
Date |
Country |
A7552687 |
Jul 1987 |
AUX |
795330 |
Oct 1968 |
CAX |
0187509 |
Jul 1986 |
EPX |
0231003 |
Aug 1987 |
EPX |
0253327 |
Jan 1988 |
EPX |
0271013 |
Jun 1988 |
EPX |
1158083 |
Dec 1962 |
DEX |
87104753 |
Jun 1988 |
JPX |
1129955 |
Oct 1968 |
GBX |
Non-Patent Literature Citations (4)
Entry |
Chemical Abstracts, 70(19), p. 293, abstract no. 87390u (May 12, 1969). |
Casy et al., J. Pharm. and Pharmacol, 19, 17-24 (1967). |
Gulatieri et al., J. Med. Chem., 28, 1621-28 (1985). |
Maffett et al., ".alpha.,.alpha.-Diphenyl-Y-Amino Amides," 4451-7, 79 (1957). |
Continuations (1)
|
Number |
Date |
Country |
Parent |
416894 |
Oct 1989 |
|