US4762829A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyprenyl compound, process for the production thereof and drug containing the same
Assignee: Eisai Co Ltd
•
Filing: 1986-10-23
•
Granted: 1988-08-09
•
Expires: 2006-10-23
Abstract
Abstract A novel polyprenyl compound such as a polyprenyl carboxylic acid amide is disclosed. It has antithrombic and antiplatelet aggregation activity.
Inventors
- 👤 Isao Yamatsu
- 👤 Takeshi Suzuki
- 👤 Shinya Abe
- 👤 Kouji Nakamoto
- 👤 Akiharu Kajiwara
- 👤 Tohru Fujimori
- 👤 Koukichi Harada
- 👤 Shinichi Kitamura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 06:51
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/75; C07D241/00; C07D241/02; C07D241/04; A; A61; A61P; A61P29/00; A61P7/00; A61P7/02; C07D207/00; C07D207/02; C07D207/04; C07D207/08; C07D207/09; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/20; C07D211/22; C07D211/36; C07D211/40; C07D211/42; C07D211/56; C07D231/00; C07D231/02; C07D231/10; C07D231/12; C07D233/00; C07D233/54; C07D233/56; C07D243/00; C07D243/06; C07D243/08; C07D249/00; C07D249/02; C07D249/08; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13; C07D295/16; C07D295/18; C07D295/182; C07D295/185
Claims Analysis
Total Claims: 44
Claim 1
Independent Claim
515 words
A compound of the formula (I): ##STR127## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; W is a group of --COR or a group of X; and n is zero or an integer of 1 to 4 when W is the group of --COR; n is an integer of 1 to 3 when W is ghe group of X; R is selected from the group consisting of: (1) a group of the formula ##STR128## wherein R 1 is hydrogen or lower alkyl and m is an integer of from 1 to 5; (2) a group of the formula ##STR129## wherein k and l are the same or different and each is an integer of from 1 to 5; (3) a group of the formula --NHCH.sub.2 COOR.sup.2 wherein R 2 is hydrogen, lower alkyl or aryl; (4) a group of the formula ##STR130## wherein p is an integer of from 0 to 5 and R 3 and R 4 are each hydrogen or lower alkyl; (5) a group of the formula ##STR131## wherein q is an integer of from 1 to 5, R 5 , R 6 and R 7 are each hydrogen or lower alkyl, and X is a halogen; (6) a group of the formula ##STR132## wherein r is 2 or 3 and R 8 is lower alkyl; (7) a group of the formula ##STR133## wherein s is 2 or 3, R 9 and R 10 are each lower alkyl and X is a halogen; (8) a group of the formula ##STR134## wherein D is a group of the formula --(CH 2 ) t OH, in which t is an integer of from 0 to 5, a group of the formula ##STR135## wherein u is an integer of from 0 to 5 and R 11 and R 12 are each hydrogen or lower alkyl, or a group of the formula ##STR136## wherein v is an integer of from 0 to 5, R 13 , R 14 and R 15 are each lower alkyl and X is a halogen; (9) a group of the formula ##STR137## wherein R 16 is hydrogen or lower alkyl and w is an integer of from 1 to 5; (10) a group of the formula ##STR138## wherein R 17 is hydrogen or lower alkyl and x is an integer of from 0 to 5; and (11) a group of the formula ##STR139## wherein R 18 is hydrogen and y is integer of 1 to 5, X is selected from the group consisting of: (1) a group of the formula ##STR140## wherein b is zero or an integer of 1 to 5 and R 31 is a lower alkyl, (2) a group of the formula ##STR141## wherein R 34 is a lower alkyl, (3) a group of the formula ##STR142## (4) a group of the formula --CONH--CH.sub.2 CH(OH)CH.sub.2 OH or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
515 words
A compound of the formula (I): ##STR127## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; W is a group of --COR or a group of X; and n is zero or an integer of 1 to 4 when W is the group of --COR; n is an integer of 1 to 3 when W is ghe group of X; R is selected from the group consisting of: (1) a group of the formula ##STR128## wherein R 1 is hydrogen or lower alkyl and m is an integer of from 1 to 5; (2) a group of the formula ##STR129## wherein k and l are the same or different and each is an integer of from 1 to 5; (3) a group of the formula --NHCH.sub.2 COOR.sup.2 wherein R 2 is hydrogen, lower alkyl or aryl; (4) a group of the formula ##STR130## wherein p is an integer of from 0 to 5 and R 3 and R 4 are each hydrogen or lower alkyl; (5) a group of the formula ##STR131## wherein q is an integer of from 1 to 5, R 5 , R 6 and R 7 are each hydrogen or lower alkyl, and X is a halogen; (6) a group of the formula ##STR132## wherein r is 2 or 3 and R 8 is lower alkyl; (7) a group of the formula ##STR133## wherein s is 2 or 3, R 9 and R 10 are each lower alkyl and X is a halogen; (8) a group of the formula ##STR134## wherein D is a group of the formula --(CH 2 ) t OH, in which t is an integer of from 0 to 5, a group of the formula ##STR135## wherein u is an integer of from 0 to 5 and R 11 and R 12 are each hydrogen or lower alkyl, or a group of the formula ##STR136## wherein v is an integer of from 0 to 5, R 13 , R 14 and R 15 are each lower alkyl and X is a halogen; (9) a group of the formula ##STR137## wherein R 16 is hydrogen or lower alkyl and w is an integer of from 1 to 5; (10) a group of the formula ##STR138## wherein R 17 is hydrogen or lower alkyl and x is an integer of from 0 to 5; and (11) a group of the formula ##STR139## wherein R 18 is hydrogen and y is integer of 1 to 5, X is selected from the group consisting of: (1) a group of the formula ##STR140## wherein b is zero or an integer of 1 to 5 and R 31 is a lower alkyl, (2) a group of the formula ##STR141## wherein R 34 is a lower alkyl, (3) a group of the formula ##STR142## (4) a group of the formula --CONH--CH.sub.2 CH(OH)CH.sub.2 OH or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
14 words
A compound as claimed in claim 1 wherein W is the group of --COR.
Claim 4
Dependent Claim
11 words
A compound as claimed in claim 1 wherein W is X.
Claim 5
Dependent Claim
30 words
A pharmaceutical composition having antithrombic activity which comprises a therapeutically effective amount of a compound as defined in claim 1, in association with a pharmaceutically acceptable carrier, diluent or vehicle.
Claim 6
Dependent Claim
30 words
A pharmaceutical composition having anti-PAF activity which comprises a therapeutically effective amount of a compound as claimed in claim 1, in association with a pharmaceutically acceptable carrier, diluent or vehicle.
Claim 7
Dependent Claim
126 words
A compound having the formula ##STR143## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is an integer of 1 to 3; and X is selected from the group consisting of: (1) a group of the formula ##STR144## wherein b is zero or an integer of 1 to 5 and R 31 is a lower alkyl, (2) a group of the formula ##STR145## wherein R 34 is a lower alkyl, (3) a group of the formula ##STR146## and (4) CONH--CH 2 CH(OH)CH 2 OH, or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
126 words
A compound having the formula ##STR143## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is an integer of 1 to 3; and X is selected from the group consisting of: (1) a group of the formula ##STR144## wherein b is zero or an integer of 1 to 5 and R 31 is a lower alkyl, (2) a group of the formula ##STR145## wherein R 34 is a lower alkyl, (3) a group of the formula ##STR146## and (4) CONH--CH 2 CH(OH)CH 2 OH, or a pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim
12 words
A compound as claimed in claim 6 in which X is ##STR147##
Claim 10
Dependent Claim
341 words
A compound of the formula: ##STR148## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; R is selected from the group consisting of: (1) a group of the formula --NHCH.sub.2 COOR.sup.2 wherein R 2 is hydrogen, lower alkyl or aryl; (2) a group of the formula ##STR149## wherein q is an integer of from 1 to 5, R 5 , R 6 and R 7 are each hydrogen or lower alkyl, and X is a halogen; (3) a group of the formula ##STR150## wherein r is 2 or 3 and R 8 is lower alkyl; (4) a group of the formula ##STR151## wherein s is 2 or 3, R 9 and R 10 are each lower alkyl and X is a halogen; (5) a group of the formula ##STR152## wherein D is a group of the formula --(CH 2 ) t OH, in which t is an integer of from 0 to 5, a group of the formula ##STR153## wherein u is an integer of from 0 to 5 and R 11 and R 12 are each hydrogen or lower alkyl, or a group of the formula ##STR154## wherein v is an integer of from 0 to 5, R 13 , R 14 and R 15 are each lower alkyl and X is a halogen; (6) a group of the formula ##STR155## wherein R 16 is hydrogen or lower alkyl and w is an integer of from 1 to 5; (7) a group of the formula ##STR156## wherein R 17 is hydrogen or lower alkyl and x is an integer of from 0 to 5; and (8) a group of the formula ##STR157## wherein R 18 is hydrogen or lower alkyl and y is an integer of 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
341 words
A compound of the formula: ##STR148## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; R is selected from the group consisting of: (1) a group of the formula --NHCH.sub.2 COOR.sup.2 wherein R 2 is hydrogen, lower alkyl or aryl; (2) a group of the formula ##STR149## wherein q is an integer of from 1 to 5, R 5 , R 6 and R 7 are each hydrogen or lower alkyl, and X is a halogen; (3) a group of the formula ##STR150## wherein r is 2 or 3 and R 8 is lower alkyl; (4) a group of the formula ##STR151## wherein s is 2 or 3, R 9 and R 10 are each lower alkyl and X is a halogen; (5) a group of the formula ##STR152## wherein D is a group of the formula --(CH 2 ) t OH, in which t is an integer of from 0 to 5, a group of the formula ##STR153## wherein u is an integer of from 0 to 5 and R 11 and R 12 are each hydrogen or lower alkyl, or a group of the formula ##STR154## wherein v is an integer of from 0 to 5, R 13 , R 14 and R 15 are each lower alkyl and X is a halogen; (6) a group of the formula ##STR155## wherein R 16 is hydrogen or lower alkyl and w is an integer of from 1 to 5; (7) a group of the formula ##STR156## wherein R 17 is hydrogen or lower alkyl and x is an integer of from 0 to 5; and (8) a group of the formula ##STR157## wherein R 18 is hydrogen or lower alkyl and y is an integer of 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 12
Dependent Claim
12 words
A compound as claimed in claim 8 in which R is ##STR158##
Claim 13
Dependent Claim
12 words
A compound as claimed in claim 8 in which R is ##STR159##
Claim 14
Dependent Claim
12 words
A compound as claimed in claim 8 in which R is ##STR160##
Claim 15
Dependent Claim
42 words
A compound of the formula ##STR161## wherein n is an integer of 1 to 4; p is an integer of from 0 to 5 and R 3 and R 4 are each hydrogen or lower alkyl, or a pharmaceutically acceptable salt thereof.
Claim 16
Dependent Claim
42 words
A compound of the formula ##STR161## wherein n is an integer of 1 to 4; p is an integer of from 0 to 5 and R 3 and R 4 are each hydrogen or lower alkyl, or a pharmaceutically acceptable salt thereof.
Claim 17
Dependent Claim
82 words
A compound of the formula ##STR162## wherein n is an integer of 1 to 4; and R is selected from the group consisting of: (1) a group of the formula ##STR163## wherein R 1 is hydrogen or lower alkyl and m is an integer of from 1 to 5, and (2) a group of the formula ##STR164## wherein k and l are the same or different and each is an integer of from 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 18
Dependent Claim
82 words
A compound of the formula ##STR162## wherein n is an integer of 1 to 4; and R is selected from the group consisting of: (1) a group of the formula ##STR163## wherein R 1 is hydrogen or lower alkyl and m is an integer of from 1 to 5, and (2) a group of the formula ##STR164## wherein k and l are the same or different and each is an integer of from 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 19
Dependent Claim
21 words
A compound of the formula ##STR165## wherein n is an integer of 1 to 4, or a pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
21 words
A compound of the formula ##STR165## wherein n is an integer of 1 to 4, or a pharmaceutically acceptable salt thereof.
Claim 21
Dependent Claim
77 words
A compound having the formula: ##STR166## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; R 1 and R 2 is hydrogen, lower alkyl or aryl; or a pharmaceutically acceptable salt thereof.
Claim 22
Dependent Claim
77 words
A compound having the formula: ##STR166## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; R 1 and R 2 is hydrogen, lower alkyl or aryl; or a pharmaceutically acceptable salt thereof.
Claim 23
Dependent Claim
92 words
A compound having the formula: ##STR167## wherein A, B, Y and Z are each hydrogen, or the pair (a) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; q is an integer of 1 to 5; R 5 , R 6 and R 7 each is hydrogen or lower alkyl, and X is halogen,, or a pharmaceutically acceptable salt thereof.
Claim 24
Dependent Claim
92 words
A compound having the formula: ##STR167## wherein A, B, Y and Z are each hydrogen, or the pair (a) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; q is an integer of 1 to 5; R 5 , R 6 and R 7 each is hydrogen or lower alkyl, and X is halogen,, or a pharmaceutically acceptable salt thereof.
Claim 25
Dependent Claim
86 words
A compound having the formula ##STR168## wherein A, B, Y and Z are each hydrogen, of the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or is an integer of 1 to 4; s is 2 or 3; R 9 and R R 10 each is lower alkyl, and X is halogen, or a pharmaceutically acceptable salt thereof.
Claim 26
Dependent Claim
86 words
A compound having the formula ##STR168## wherein A, B, Y and Z are each hydrogen, of the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or is an integer of 1 to 4; s is 2 or 3; R 9 and R R 10 each is lower alkyl, and X is halogen, or a pharmaceutically acceptable salt thereof.
Claim 27
Dependent Claim
75 words
A compound having the formula: ##STR169## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; and w is an integer of 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 28
Dependent Claim
75 words
A compound having the formula: ##STR169## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; and w is an integer of 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 29
Dependent Claim
82 words
A compound having the formula: ##STR170## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; R 18 is hydrogen or lower alkyl and y is an integer of 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 30
Dependent Claim
82 words
A compound having the formula: ##STR170## wherein A, B, Y and Z are each hydrogen, or the pair (1) A and B and/or the pair (2) Y and Z together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween; n is zero or an integer of 1 to 4; R 18 is hydrogen or lower alkyl and y is an integer of 1 to 5, or a pharmaceutically acceptable salt thereof.
Claim 31
Dependent Claim
40 words
The compound according to claim 15 in which each of the pair A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 32
Dependent Claim
11 words
The compound according to claim 20 in which n is 3.
Claim 33
Dependent Claim
40 words
The compound according to claim 16 in which each of the pair, A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 34
Dependent Claim
11 words
The compound according to claim 22 in which n is 3.
Claim 35
Dependent Claim
40 words
The compound according to claim 17 in which each of the pair A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 36
Dependent Claim
11 words
The compound according to claim 24 in which n is 3.
Claim 37
Dependent Claim
40 words
The compound according to claim 18 in which each of the pair, A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 38
Dependent Claim
11 words
The compound according to claim 26 in which n is 3.
Claim 39
Dependent Claim
40 words
The compound according to claim 19 in which each of the pair A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 40
Dependent Claim
11 words
The compound according to claim 28 in which n is 3.
Claim 41
Dependent Claim
40 words
The compound according to claim 6 in which each of the pair A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 42
Dependent Claim
11 words
The compound according to claim 30 in which n is 3.
Claim 43
Dependent Claim
40 words
The compound according to claim 8 in which each of the pair A, B and the pair X, Y together represent a direct valence bond between the carbon atoms to which they are attached, thereby forming a double bond therebetween.
Claim 44
Dependent Claim
11 words
The compound according to claim 32 in which n is 3.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-08-09 | 1992-02-08 | 1992-08-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-08-09 | 1996-02-08 | 1996-08-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-08-09 | 2000-02-08 | 2000-08-09 | $7700.00 | Window Closed / Lapsed |