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Bis(benzamido)-benzene derivatives

Assignee: Chugai Pharmaceutical Co Ltd
•
Filing: 1976-09-15
•
Granted: 1977-11-15
•
Expires: 1996-09-15
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Abstract

Abstract Bis(benzamido)-benzene derivatives having various pharmaceutical activities such as activity for preventing and treating peptic ulcer, peripheral vasodilating action, hypotensive activity and analgesic activity and represented by the formula <IMAGE> wherein X, Y, Z, R1, R2 and R3 are as defined hereinafter and a process for preparing the same are disclosed.

Inventors

  • 👤 Takashi Mori
  • 👤 Sakae Takaku
  • 👤 Nobuhiro Oi
  • 👤 Minoru Shindo
  • 👤 Takeaki Hirano
  • 👤 Shigeyuki Kataoka
  • 👤 Kouji Furuno

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 13:01
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07C; C07C233/00; C07C233/01; C07C233/12

Claims Analysis

Total Claims: 58
Claim 1
Independent Claim 113 words
A bis(benzamido)-benzene derivative represented by the formula ##STR16## wherein X is direct bond, oxygen, ##STR17## or --CONH--- wherein the CO moiety is bonded to the phenylene group, R 1 is straight or branched lower alkylene, R 2 and R 3 are the same or different and each represents lower alkyl or they may be bonded to each other directly or through a hetero atom to form piperidino or morpholino, R 4 is lower alkyl and it may be bonded to R 2 R 3 to form piperazino and Y and Z are same or different and each represents hydrogen, lower alkyl, hydrozy, lower alkoxy, lower alkanoyloxy or halogen, and its acid addition salt.
Claim 2
Dependent Claim 113 words
A bis(benzamido)-benzene derivative represented by the formula ##STR16## wherein X is direct bond, oxygen, ##STR17## or --CONH--- wherein the CO moiety is bonded to the phenylene group, R 1 is straight or branched lower alkylene, R 2 and R 3 are the same or different and each represents lower alkyl or they may be bonded to each other directly or through a hetero atom to form piperidino or morpholino, R 4 is lower alkyl and it may be bonded to R 2 R 3 to form piperazino and Y and Z are same or different and each represents hydrogen, lower alkyl, hydrozy, lower alkoxy, lower alkanoyloxy or halogen, and its acid addition salt.
Claim 3
Dependent Claim 90 words
A bis(benzamido)-benzene derivative represented by the formula ##STR18## wherein X is oxygen or --CONH-- wherein the CO moiety is bonded to the phenylene group, Y and Z are the same or different and each represents methyl, methoxy, ethoxy, hydroxy, acetoxy, chlorine or hydrogen, R 1 is ethylene, propylene or butylene, R 2 and R 3 are the same or different and each represents methyl or ethyl or they may be bonded to each other directly or through a hetero atom to form piperidino or morpholino, and its acid addition salt.
Claim 4
Dependent Claim 90 words
A bis(benzamido)-benzene derivative represented by the formula ##STR18## wherein X is oxygen or --CONH-- wherein the CO moiety is bonded to the phenylene group, Y and Z are the same or different and each represents methyl, methoxy, ethoxy, hydroxy, acetoxy, chlorine or hydrogen, R 1 is ethylene, propylene or butylene, R 2 and R 3 are the same or different and each represents methyl or ethyl or they may be bonded to each other directly or through a hetero atom to form piperidino or morpholino, and its acid addition salt.
Claim 5
Dependent Claim 51 words
A bis(benzamido)-benzene derivative represented by the formula ##STR19## wherein X is oxygen or --COHN-- wherein the CO moiety is bonded to the phenylene group, Y is methyl or methoxy, R 1 is ethylene or propylene, and R 2 and R 3 are independently methyl or ethyl, and its acid addition salt.
Claim 6
Dependent Claim 51 words
A bis(benzamido)-benzene derivative represented by the formula ##STR19## wherein X is oxygen or --COHN-- wherein the CO moiety is bonded to the phenylene group, Y is methyl or methoxy, R 1 is ethylene or propylene, and R 2 and R 3 are independently methyl or ethyl, and its acid addition salt.
Claim 7
Dependent Claim 41 words
A bis(benzamido)-benzene derivative represented by the formula ##STR20## wherein X is oxygen or --CONH--- wherein the CO moiety is bonded to the phenylene group, and Y is methyl attached to o- or m-position of the benzene, and its acid addition salt.
Claim 8
Dependent Claim 41 words
A bis(benzamido)-benzene derivative represented by the formula ##STR20## wherein X is oxygen or --CONH--- wherein the CO moiety is bonded to the phenylene group, and Y is methyl attached to o- or m-position of the benzene, and its acid addition salt.
Claim 9
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 10
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(3"-methylbenzamido)-benzene according to claim 2.
Claim 11
Dependent Claim 5 words
1-[N-(2'-diethylaminoethyl)-carbamoyl]-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 12
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(4"-methylbenzamido)-benzene according to claim 2.
Claim 13
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(benzamido)-benzene according to claim 2.
Claim 14
Dependent Claim 5 words
1-(3'-Dimethylaminopropoxy)-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 15
Dependent Claim 5 words
1-(3'-Dimethylaminopropoxy)-2,4-bis(3"-methylbenzamido)-benzene according to claim 2.
Claim 16
Dependent Claim 5 words
1-(3'-Dimethylaminopropoxy)-2,4-bis(4"-methylbenzamido)-benzene according to claim 2.
Claim 17
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(2"-methoxy-4"-methylbenzamido)-benzene according to claim 2.
Claim 18
Dependent Claim 5 words
1-(3'-Dimethylaminopropoxy)-2,4-bis(2",3"-dimethoxybenzamido)-benzene according to claim 2.
Claim 19
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(2"-chlorobenzamido)-benzene according to claim 2.
Claim 20
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(4"-methoxybenzamido)-benzene according to claim 2.
Claim 21
Dependent Claim 5 words
1-[N-(3'-diethylaminopropyl)-carbamoyl]-2,4bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 22
Dependent Claim 5 words
1-(4'-Dimethylaminobutoxy)-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 23
Dependent Claim 5 words
1-(4'-Dimethylaminobutoxy)-2,4-bis(3"-methylbenzamido)-benzene according to claim 2.
Claim 24
Dependent Claim 5 words
1-[N-(2'-diethylaminoethyl)-carbamoyl]-2,4-bis(3"-methylbenzamido)-benzene according to claim 2.
Claim 25
Dependent Claim 5 words
1-[2'-(N-morpholino)-ethoxy]-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 26
Dependent Claim 5 words
1-[N-(3'-diethylaminopropyl)-carbamoyl]-2,4-bis(3"-methylbenzamido)-benzene according to claim 2.
Claim 27
Dependent Claim 5 words
1-[N-(2'-diethylaminoethyl)-carbamoyl]-2,4-bis(4"-methylbenzamido)-benzene according to claim 2.
Claim 28
Dependent Claim 5 words
1-(3'-Dimethylaminopropoxy)-2,4-bis(4"-methoxybenzamido)-benzene according to claim 2.
Claim 29
Dependent Claim 5 words
1-(2'-Diethylaminoethoxy)-2,4-bis(2"-ethoxybenzamido)-benzene according to claim 2.
Claim 30
Dependent Claim 5 words
1-(2'-Diethylaminoethoxy)-2,4-bis(2"-hydroxybenzamido)-benzene according to claim 2.
Claim 31
Dependent Claim 5 words
N-[2,4-bis(2"-hydroxybenzamido)-phenyl]-N'-methylpiperazne according to claim 1.
Claim 32
Dependent Claim 5 words
1-(3'-Diethylaminopropoxy)-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 33
Dependent Claim 5 words
N-[2,4-bis(2"-methoxybenzamido)-phenyl]-N'-methylpiperazine according to claim 2.
Claim 34
Dependent Claim 5 words
1-(2'-Diethylaminoethoxy)-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 35
Dependent Claim 5 words
1-(2'-Dimethylaminoethoxy)-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 36
Dependent Claim 5 words
1-(2'-Diethylaminoethoxy)-2,4-bis(2"-ethoxybenzamido)-benzene according to claim 1.
Claim 37
Dependent Claim 5 words
1-(2'-Dimethylaminoethyl)-2,4-bis(2"-hydroxybenzamido)-benzene according to claim 1.
Claim 38
Dependent Claim 5 words
1-[N-(2'-diethylaminoethyl)-carbamoyl]-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 39
Dependent Claim 5 words
1-[N-(2'-diethylaminoethyl)-carbamoyl]-3,5-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 40
Dependent Claim 5 words
1-(2'-Diethylaminoethyl)-2,4-bis(2"-hydroxybenzamido)-benzene according to claim 1.
Claim 41
Dependent Claim 5 words
1-(2'-Diethylaminoethoxy)-2,4-bis(2"-acetoxybenzamido)-benzene according to claim 2.
Claim 42
Dependent Claim 5 words
N-[2,4-bis(2'-acetoxybenzamido)-phenyl]-N'-methylpiperazine according to claim 1.
Claim 43
Dependent Claim 5 words
1-(2'-Diethylaminoethyl)-2,4-bis(2"-methoxybenzamido)-benzene according to claim 1.
Claim 44
Dependent Claim 5 words
1-[N-(3'-diethylaminopropyl)-carbamoyl]-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 45
Dependent Claim 5 words
1-(3'-Dimethylaminopropoxy)-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 46
Dependent Claim 5 words
1-(2'-Dimethylamino-2',2'-dimethylethoxy)-2,4-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 47
Dependent Claim 5 words
2,4-Bis(2"-methoxybenzamido)-N-methyl-N-(2"-dimethylaminoethyl)-aniline according to claim 1.
Claim 48
Dependent Claim 5 words
1-[2'-(N-morpholino)-ethyl]-2,4-bis(2"-methoxybenzamido)-benzene according to claim 1.
Claim 49
Dependent Claim 5 words
1-[2'-(N-piperidino)-ethyl]-2,4-bis(2"-methoxybenzamido)-benzene according to claim 1.
Claim 50
Dependent Claim 5 words
1-[N-(2'-diethylaminoethyl)-carbamoyl]-2,5-bis(2"-methoxybenzamido)-benzene according to claim 2.
Claim 51
Dependent Claim 5 words
1-[N-(3'-dimethylaminopropyl)-carbamoyl]-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 52
Dependent Claim 5 words
1-[N-(3'-dimethylaminopropyl)-carbamoyl]-2,4-bis(4"-methylbenzamido)-benzene according to claim 2.
Claim 53
Dependent Claim 5 words
1-[N-(3'-dimethylaminopropyl)-carbamoyl]-2,4-bis(3"-methylbenzamido)-benzene according to claim 2.
Claim 54
Dependent Claim 5 words
1-[N-(3'-dimethylaminopropyl)-carbamoyl]-2,4-bis(2"-methoxy-4"-methylbenzamido)-benzene according to claim 2.
Claim 55
Dependent Claim 5 words
1-[N-(3'-dimethylaminopropyl)-carbamoyl]-2,4-bis(benzamido)-benzene according to claim 2.
Claim 56
Dependent Claim 5 words
1-(2'-Diethylaminoethoxy)-2,4-bis(2"-ethoxybenzamido)-benzene according to claim 2.
Claim 57
Dependent Claim 5 words
1-[3'-(N-piperidino)-propoxy]-2,4-bis(2"-methylbenzamido)-benzene according to claim 2.
Claim 58
Dependent Claim 64 words
A bis(benzamido)-benzene derivative in accordance with claim 1, wherein X is direct bond, oxygen or ##STR21## wherein R 4 is lower alkyl, R 1 is straight or branched lower alkylene, R 2 and R 3 are the same or different and each represents lower alkyl and Y and Z are the same or different and each represents hydrogen, lower alkyl, lower alkoxy, or halogen.

References Cited (Backward Citations)

DE2414799A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-14 1981-05-16 1981-11-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-14 1985-05-16 1985-11-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-14 1989-05-16 1989-11-15 $7700.00 Window Closed / Lapsed

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