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US4097487A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrrolidinyl and piperidinyl benzamide derivatives

Assignee: Astellas Pharma Inc
•
Filing: 1976-03-29
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Granted: 1978-06-27
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Expires: 1996-03-29
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Abstract

Abstract <IMAGE> wherein R represents a hydrogen atom or a lower alkyl group; X represents a lower alkoxy group; Y represents a hydrogen atom, an amino group, or a mono- or di-lower alkylamino group; Z represents a halogen atom, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, a sulfamoyl group, or a lower alkylsulfamoyl group; said Y and Z may combine to form -N=N-NH-; W represents a group shown by the formula <IMAGE> +TR <IMAGE> (wherein A represents a phenyl group, a cyclohexyl group, a furyl group, or a pyridyl group; R1, R2, and R4, which may be the same or different, each represents a hydrogen atom, a lower alkyl group, or a phenyl group; R3 represents a lower alkyl group, a phenyl lower alkyl group, or a di-lower alkylamino lower alkyl group; R5, R6, and R7, which may be the same or different, each represents a hydrogen atom, a halogen atom, a lower alkoxy group, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, or a trifluoromethyl group; R8 represents a lower alkyl group; and n represents 1 or 2), a 1-ethyl-5-phenyl-2-pyrrolidinylmethyl group, a 1-ethyl-2-isoindolinylmethyl group, a 2-ethyl-1,2,3,4-tetrahydro-4-isoquinolyl group, a 2-(2-phenylpyrrolidino)ethyl group, a 2-(2-isoindolinyl)ethyl group, or a 2-(1,2,3,4-tetrahydro-2-isoquinolyl)-ethyl group and the pharmaceutically acceptable nontoxic salts thereof.

Inventors

  • 👤 Masuo Murakami
  • 👤 Kozo Takahashi
  • 👤 Yasufumi Hirata
  • 👤 Mutsuo Takashima
  • 👤 Sumio Iwanami
  • 👤 Osamu Hasegawa
  • 👤 Yoshihisa Nozaki
  • 👤 Shiro Tachikawa
  • 👤 Masaaki Takeda
  • 👤 Shinji Usuda

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 16:16
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/44; C07D213/53; C07D207/00; C07D207/02; C07D207/04; C07D207/08; C07D207/09; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/14; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/26; C07D217/00; C07D217/12; C07D217/14; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/52

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 108 words
A benzamide compound represented by the formula: ##STR29## wherein X represents a lower alkoxy group; Y represents a hydrogen atom, an amino group, or a mono- or di-lower alkyl amino group; Z represents a halogen atom, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, a sulfamoyl group, or a lower alkylsulfamoyl group; and W represents a 1-ethyl-5-phenyl-2-pyrrolidinylmethyl group, a 2-(2-phenyl-pyrrolidino) ethyl group or a group shown by the formulae: ##STR30## R 8 represents a lower alkyl group; R 9 represents a hydrogen atom, a halogen atom, or a lower alkoxy group; and n represents 1 or 2, and the pharmaceutically acceptable nontoxic salts thereof.
Claim 2
Dependent Claim 108 words
A benzamide compound represented by the formula: ##STR29## wherein X represents a lower alkoxy group; Y represents a hydrogen atom, an amino group, or a mono- or di-lower alkyl amino group; Z represents a halogen atom, a lower alkylthio group, a lower alkylsulfinyl group, a lower alkylsulfonyl group, a sulfamoyl group, or a lower alkylsulfamoyl group; and W represents a 1-ethyl-5-phenyl-2-pyrrolidinylmethyl group, a 2-(2-phenyl-pyrrolidino) ethyl group or a group shown by the formulae: ##STR30## R 8 represents a lower alkyl group; R 9 represents a hydrogen atom, a halogen atom, or a lower alkoxy group; and n represents 1 or 2, and the pharmaceutically acceptable nontoxic salts thereof.
Claim 3
Dependent Claim 36 words
A benzamide compound as claimed in claim 1 represented by the formula ##STR31## wherein X, Y, Z, R 9 and n have the same meanings as in claim 1 and the pharmaceutically acceptable nontoxic salts thereof.
Claim 4
Dependent Claim 60 words
A benzamide compound as claimed in claim 1 represented by the formula ##STR32## wherein Y represents a hydrogen atom, an amino group, a mono-, or di-lower alkyl amino group; Z" represents a halogen atom or an ethylsulfonyl group; and R 9 represents a hydrogen atom, a halogen atom, or a lower alkoxy group; and the pharmaceutically acceptable nontoxic salts thereof.
Claim 5
Dependent Claim 10 words
A benzamide compound according to claim 1, which is N-(1-Benzyl-3-pyrrolidinyl)-4-amino-5-chloro-2-methoxybenzamide.
Claim 6
Dependent Claim 37 words
A benzamide compound as claimed in claim 1 represented by the formula ##STR33## wherein X, Y, Z, R 8 and R 9 have the same meanings as in claim 1 and the pharmaceutically acceptable nontoxic salts thereof.
Claim 7
Dependent Claim 58 words
A benzamide compound as claimed in claim 1 represented by the formula ##STR34## wherein Y' represents a hydrogen atom, an amino group, a mono- or di-lower alkylamino group, Z' represents a halogen atom or an ethylsulfonyl group, and R 8 and R 9 have the same meanings as in claim 1 and the pharmaceutically acceptable nontoxic salt thereof.
Claim 8
Dependent Claim 10 words
A benzamide compound according to claim 1 which is N-(1-Benzyl-5-methyl-2-pyrrolidinylmethyl)-4-amino-5-chloro-2-methoxybenzamide.
Claim 9
Dependent Claim 10 words
A benzamide compound according to claim 1 which is N-(1-Benzyl-5-methyl-2-pyrrolidinylmethyl)-5-ethylsulfonyl-2-methoxybenzamide.
Claim 10
Dependent Claim 42 words
A benzamide compound as claimed in claim 1 represented by the formula ##STR35## wherein W' represents a 1-ethyl-5-phenyl-2-pyrrolidinylmethyl group, a 2-(2-phenylpyrrolidino)ethyl group, and X, Y, and Z have the same meanings as in claim 1 and the pharmaceutically acceptable nontoxic salt thereof.
Claim 11
Dependent Claim 30 words
A benzamide compound as claimed in claim 9 represented by the formula ##STR36## wherein W' has the same meaning as in claim 9 and the pharmaceutically acceptable nontoxic salt thereof.
Claim 12
Dependent Claim 1 words
N-(1-Benzyl-3-pyrrolidinyl)-5-chloro-4-dimethyl-amino-2-methoxybenzamide.
Claim 13
Dependent Claim 1 words
N-(1-Benzyl-3-pyrrolidinyl)-5-chloro-4-dimethyl-amino-2-methoxybenzamide.
Claim 14
Dependent Claim 8 words
N-(1-Benzyl-3-pyrrolidinyl)-5-chloro-2-methoxy-4-methylaminobenzamide and the pharmaceutically acceptable nontoxic salts thereof.
Claim 15
Dependent Claim 8 words
N-(1-Benzyl-3-pyrrolidinyl)-5-chloro-2-methoxy-4-methylaminobenzamide and the pharmaceutically acceptable nontoxic salts thereof.
Claim 16
Dependent Claim 1 words
N-(1-p-chlorophenylmethyl-3-pyrrolidinyl)-4-amino-5-chloro-2-methoxybenzamide.
Claim 17
Dependent Claim 1 words
N-(1-p-chlorophenylmethyl-3-pyrrolidinyl)-4-amino-5-chloro-2-methoxybenzamide.

References Cited (Backward Citations)

US3577440A Cited
US3975402A Cited
US3900481A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-06-26 1981-12-26 1982-06-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-06-26 1985-12-26 1986-06-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-06-26 1989-12-26 1990-06-27 $7700.00 Window Closed / Lapsed

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