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US4251655A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted N-iminomethylpiperidines

Assignee: Janssen Pharmaceuticals Inc
•
Filing: 1979-09-20
•
Granted: 1981-02-17
•
Expires: 1999-09-20
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Abstract

Abstract Substituted N-iminomethylpiperidines are disclosed which are useful for the inhibition of gastric acid secretion.

Inventors

  • 👤 Malcolm K. Scott
  • 👤 Chris R. Rasmussen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 06:50
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/06; C07D213/16; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/10; C07D211/12; C07D211/16; C07D211/18; C07D211/20; C07D211/22; C07D211/30; C07D211/32; C07D211/68; C07D211/70; C07D213/24; C07D213/28; C07D213/30

Claims Analysis

Total Claims: 69
Claim 1
Independent Claim 783 words
A member selected from the group consisting of a substituted N-iminomethylpiperidine of formula (I): ##STR38## and the corresponding non-toxic acid addition salts thereof, wherein: R 1 taken individually is a member selected from the group consisting of hydrogen; phenyl; phenyl substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy and halo; phenyl(C 1 -C 4 )loweralkyl; 1-phenyl(C 7 -C 9 )loweralkyl; phenyl(C 1 -C 4 ) loweralkyl and 1-phenyl(C 7 -C 9 )loweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hyroxy, halo, and phenyl, provided that no more than one member is phenyl; diphenyl(C 1 -C 4 )loweralkyl; diphenyl(C 1 -C 4 )loweralkyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; diphenylhydroxymethyl; diphenylhydroxymethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy, halo, and phenyl, provided that no more than one member is phenyl; and radicals of formulae: ##STR39## wherein n is 0, 1, or 2 and E is H or OH; A taken individually is a member selected from hydrogen, acetyl, and phenyl, provided that when A is acetyl or phenyl, R 1 is a member selected from the group consisting of phenyl of phenyl substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy and halo; R 1 and A taken together is a member selected from the group consisting of benzhydrylidene and radicals of formulae: ##STR40## wherein n is 0, 1, or 2; R 1 ' taken individually is a member selected from the group consisting of hydrogen; methyl; diphenylmethyl; diphenylmethyl wherein at least one of the phenyl groups is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy, halo; and phenyl, provided that no more than one member is phenyl; diphenylhydroxymethy; diphenylhydroxymethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; and a radical of formula: ##STR41## wherein n is 0, 1, or 2 and E is H or OH; B taken individually is hydrogen; R 1 ' and B taken together is a member selected from the group consisting of benzhydrylidene and a radical of formula ##STR42## wherein n is 0, 1, or 2 R 1 " taken individually is a member selected from the group consisting of hydrogen, diphenylmethyl; diphenylmethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisiting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; diphenylhydroxymethyl: diphenylhydroxymethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy, halo, and phenyl, provided that no more than one member is phenyl; and radicals of formulae: ##STR43## wherein n is 0, 1, or 2; D taken individually is hydrogen; R 1 " and D taken together is benzhydrylidene; R 2 is a member selected from the group consisting of hydrogen and C 1 -C 4 loweralkyl; and R 3 is a member selected from the group consisting of hydrogen; alkyl; cycloalkyl; phenylloweralkyl; phenylloweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkyl, hydroxy, and halo; diphenyl (C 1 -C 4 ) loweralkyl; diphenyl(C 1 -C 4 ) loweralkyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; alkenyl; and alkynyl; provided that at least one of said R 1 , R 1 ', and R 1 " is other than hydrogen and further provided that when R 1 " is other than hydrogen R 1 , R 1 ', and A are each hydrogen; when R 1 ' is hydrogen only one of R 1 and R 1 " is other than hydrogen; when R 1 ' is methyl R 1 is other than hydrogen and R 1 " is hydrogen; and when R 1 ' is other than hydrogen or methyl R 1 , R 1 " and A are each hydrogen.
Claim 2
Dependent Claim 783 words
A member selected from the group consisting of a substituted N-iminomethylpiperidine of formula (I): ##STR38## and the corresponding non-toxic acid addition salts thereof, wherein: R 1 taken individually is a member selected from the group consisting of hydrogen; phenyl; phenyl substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy and halo; phenyl(C 1 -C 4 )loweralkyl; 1-phenyl(C 7 -C 9 )loweralkyl; phenyl(C 1 -C 4 ) loweralkyl and 1-phenyl(C 7 -C 9 )loweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hyroxy, halo, and phenyl, provided that no more than one member is phenyl; diphenyl(C 1 -C 4 )loweralkyl; diphenyl(C 1 -C 4 )loweralkyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; diphenylhydroxymethyl; diphenylhydroxymethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy, halo, and phenyl, provided that no more than one member is phenyl; and radicals of formulae: ##STR39## wherein n is 0, 1, or 2 and E is H or OH; A taken individually is a member selected from hydrogen, acetyl, and phenyl, provided that when A is acetyl or phenyl, R 1 is a member selected from the group consisting of phenyl of phenyl substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy and halo; R 1 and A taken together is a member selected from the group consisting of benzhydrylidene and radicals of formulae: ##STR40## wherein n is 0, 1, or 2; R 1 ' taken individually is a member selected from the group consisting of hydrogen; methyl; diphenylmethyl; diphenylmethyl wherein at least one of the phenyl groups is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy, halo; and phenyl, provided that no more than one member is phenyl; diphenylhydroxymethy; diphenylhydroxymethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; and a radical of formula: ##STR41## wherein n is 0, 1, or 2 and E is H or OH; B taken individually is hydrogen; R 1 ' and B taken together is a member selected from the group consisting of benzhydrylidene and a radical of formula ##STR42## wherein n is 0, 1, or 2 R 1 " taken individually is a member selected from the group consisting of hydrogen, diphenylmethyl; diphenylmethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisiting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; diphenylhydroxymethyl: diphenylhydroxymethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, hydroxy, halo, and phenyl, provided that no more than one member is phenyl; and radicals of formulae: ##STR43## wherein n is 0, 1, or 2; D taken individually is hydrogen; R 1 " and D taken together is benzhydrylidene; R 2 is a member selected from the group consisting of hydrogen and C 1 -C 4 loweralkyl; and R 3 is a member selected from the group consisting of hydrogen; alkyl; cycloalkyl; phenylloweralkyl; phenylloweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkyl, hydroxy, and halo; diphenyl (C 1 -C 4 ) loweralkyl; diphenyl(C 1 -C 4 ) loweralkyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, hydroxy, and phenyl, provided that no more than one member is phenyl; alkenyl; and alkynyl; provided that at least one of said R 1 , R 1 ', and R 1 " is other than hydrogen and further provided that when R 1 " is other than hydrogen R 1 , R 1 ', and A are each hydrogen; when R 1 ' is hydrogen only one of R 1 and R 1 " is other than hydrogen; when R 1 ' is methyl R 1 is other than hydrogen and R 1 " is hydrogen; and when R 1 ' is other than hydrogen or methyl R 1 , R 1 " and A are each hydrogen.
Claim 3
Dependent Claim 206 words
The substituted N-iminomethylpiperidine of claim 1 wherein: R 1 is a member selected from the group consisting of phenyl; phenyl substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, and phenyl, provided that no more than one member is phenyl; phenyl (C 1 -C 4 ) loweralkyl; phenyl (C 1 -C 4 ) loweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, and halo; diphenyl (C 1 -C 4 ) loweralkyl and diphenyl (C 1 -C 4 ) loweralkyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, halo, and phenyl, provided that no more than one member is phenyl; R 2 is a member selected from the group consisting of hydrogen; and methyl; R 3 is a member selected from the group consisting of hydrogen, alkyl; cycloalkyl; phenylloweralkyl; phenylloweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, and halo; alkenyl; and alkynyl; and R 1 ', R 1 ", A, B, and D are each hydrogen.
Claim 4
Dependent Claim 106 words
The substituted N-iminomethylpiperidine of claim 2 wherein: R 1 is a member selected from the group consisting of diphenylmethyl and diphenylmethyl wherein at least one of said phenyls is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy, and halo; R 2 is hydrogen; R 3 is a member selected from the group consisting of hydrogen; alkyl; phenylloweralkyl; phenylloweralkyl in which said phenyl is substituted with from one to three members each selected from the group consisting of loweralkyl, loweralkoxy; and halo; alkenyl; and alkynyl; and R 1 ', R 1 ", A, B, and D are each hydrogen.
Claim 5
Dependent Claim 79 words
The substituted N-iminomethylpiperidine of claim 3 wherein: R 1 is a member selected from the group consisting of diphenylmethyl and diphenylmethyl wherein one of said phenyls is substituted in the para-position with a member selected from the group consisting of loweralkyl, loweralkoxy, and halo; R 2 is hydrogen; R 3 is a member selected from the group consisting of hydrogen; straight chain alkyl; and phenylloweralkyl; and R 1 ', R 1 ", A, B, and D are each hydrogen.
Claim 6
Dependent Claim 16 words
A member selected from the group consisting of 4-diphenylmethyl-1-iminomethylpiperidine and the non-toxic acid addition salts thereof.
Claim 7
Dependent Claim 16 words
A member selected from the group consisting of 4-diphenylmethyl-1-iminomethylpiperidine and the non-toxic acid addition salts thereof.
Claim 8
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(isopropylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 9
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(isopropylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 10
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(benzyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid addition salts thereof.
Claim 11
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(benzyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid addition salts thereof.
Claim 12
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(phenethyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid addition salts thereof.
Claim 13
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(phenethyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid addition salts thereof.
Claim 14
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(n-decyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid additions salts thereof.
Claim 15
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(n-decyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid additions salts thereof.
Claim 16
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 17
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 18
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(ethylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 19
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(ethylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 20
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(n-butyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid addition salts thereof.
Claim 21
Dependent Claim 16 words
A member selected from the group consisting of 1-[N-(n-butyl)iminomethyl]-4-diphenylmethylpiperidine and the non-toxic acid addition salts thereof.
Claim 22
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(hexylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 23
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(hexylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 24
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(heptylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 25
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(heptylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 26
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(t-octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 27
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(t-octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 28
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(nonylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 29
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(nonylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 30
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(dodecylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 31
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(dodecylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 32
Dependent Claim 16 words
A member selected from the group consisting of 1-[(1-adamantylimino)methyl]-4-(diphenylmethyl)-piperidine and the non-toxic acid addition salts thereof.
Claim 33
Dependent Claim 16 words
A member selected from the group consisting of 1-[(1-adamantylimino)methyl]-4-(diphenylmethyl)-piperidine and the non-toxic acid addition salts thereof.
Claim 34
Dependent Claim 16 words
A member selected from the group consisting of 1-[(4-chlorobenzylimino)methyl]-4-(diphenylmethyl)-piperidine and the non-toxic acid addition salts thereof.
Claim 35
Dependent Claim 16 words
A member selected from the group consisting of 1-[(4-chlorobenzylimino)methyl]-4-(diphenylmethyl)-piperidine and the non-toxic acid addition salts thereof.
Claim 36
Dependent Claim 16 words
A member selected from the group consisting of 1-[(allylimino)methyl]-4-diphenylmethyl)piperidine and the non-toxic acid addition salts thereof.
Claim 37
Dependent Claim 16 words
A member selected from the group consisting of 1-[(allylimino)methyl]-4-diphenylmethyl)piperidine and the non-toxic acid addition salts thereof.
Claim 38
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(2-propynylimino)methyl]-piperidine and the non-toxic acid addition salts thereof.
Claim 39
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(2-propynylimino)methyl]-piperidine and the non-toxic acid addition salts thereof.
Claim 40
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(9-octadecen-1-ylimino)methyl]-piperidine and the non-toxic acid addition salts thereof.
Claim 41
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[(9-octadecen-1-ylimino)methyl]-piperidine and the non-toxic acid addition salts thereof.
Claim 42
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[ethyl(imino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 43
Dependent Claim 16 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[ethyl(imino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 44
Dependent Claim 16 words
A member selected from the group consisting of 4-[1-(4-methoxyphenyl)benzyl]-1-iminomethylpiperidine and the non-toxic acid addition salts thereof.
Claim 45
Dependent Claim 16 words
A member selected from the group consisting of 4-[1-(4-methoxyphenyl)benzyl]-1-iminomethylpiperidine and the non-toxic acid addition salts thereof.
Claim 46
Dependent Claim 17 words
A member selected from the group consisting of 4[1-(4-methoxyphenyl)benzyl]-1-[(octylimino)methyl]- piperidine and the non-toxic acid addition salts thereof.
Claim 47
Dependent Claim 17 words
A member selected from the group consisting of 4[1-(4-methoxyphenyl)benzyl]-1-[(octylimino)methyl]- piperidine and the non-toxic acid addition salts thereof.
Claim 48
Dependent Claim 16 words
A member selected from the group consisting of 4[1-(4-chlorophenyl)benzyl]-1-iminomethylpiperdine and the non-toxic acid addition salts thereof.
Claim 49
Dependent Claim 16 words
A member selected from the group consisting of 4[1-(4-chlorophenyl)benzyl]-1-iminomethylpiperdine and the non-toxic acid addition salts thereof.
Claim 50
Dependent Claim 16 words
A member selected from the group consisting of 4(9-fluorenyl)-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 51
Dependent Claim 16 words
A member selected from the group consisting of 4(9-fluorenyl)-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 52
Dependent Claim 16 words
A member selected from the group consisting of 4[1-methylphenyl)benzyl]-1-[(octylimino)methyl]-piperidine and the non-toxic acid addition salts thereof.
Claim 53
Dependent Claim 16 words
A member selected from the group consisting of 4[1-methylphenyl)benzyl]-1-[(octylimino)methyl]-piperidine and the non-toxic acid addition salts thereof.
Claim 54
Dependent Claim 17 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[methyl(octylimino)methyl]- piperidine and the non-toxic acid addition salts thereof.
Claim 55
Dependent Claim 17 words
A member selected from the group consisting of 4-(diphenylmethyl)-1-[methyl(octylimino)methyl]- piperidine and the non-toxic acid addition salts thereof.
Claim 56
Dependent Claim 17 words
A member selected from the group consisting of N-[4-(diphenylmethyl)-1-piperidinyl]methylene benzenebutanamine and the non-toxic acid addition salts thereof.
Claim 57
Dependent Claim 17 words
A member selected from the group consisting of N-[4-(diphenylmethyl)-1-piperidinyl]methylene benzenebutanamine and the non-toxic acid addition salts thereof.
Claim 58
Dependent Claim 16 words
A member selected from the group consisting of 4-acetyl-1-(iminomethyl)-4-phenylpiperidine and the non-toxic acid addition salts thereof.
Claim 59
Dependent Claim 16 words
A member selected from the group consisting of 4-acetyl-1-(iminomethyl)-4-phenylpiperidine and the non-toxic acid addition salts thereof.
Claim 60
Dependent Claim 16 words
A member selected from the group consisting of 4-benzhydrylidene-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 61
Dependent Claim 16 words
A member selected from the group consisting of 4-benzhydrylidene-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 62
Dependent Claim 16 words
A member selected from the group consisting of 3-(diphenylmethyl)-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 63
Dependent Claim 16 words
A member selected from the group consisting of 3-(diphenylmethyl)-1-[(octylimino)methyl]piperidine and the non-toxic acid addition salts thereof.
Claim 64
Dependent Claim 16 words
A member selected from the group consisting of 3-(diphenylmethyl)-1-(iminomethyl)piperidine and the non-toxic acid addition salts thereof.
Claim 65
Dependent Claim 16 words
A member selected from the group consisting of 3-(diphenylmethyl)-1-(iminomethyl)piperidine and the non-toxic acid addition salts thereof.
Claim 66
Dependent Claim 15 words
A member selected from the group consisting of 4-(diphenylhydroxymethyl)-1-[(octylimino)methyl]piperidine and the non-toxic addition salts thereof.
Claim 67
Dependent Claim 15 words
A member selected from the group consisting of 4-(diphenylhydroxymethyl)-1-[(octylimino)methyl]piperidine and the non-toxic addition salts thereof.
Claim 68
Dependent Claim 15 words
A member selected from the group consisting of 4-[(4-hydroxyphenyl)phenylmethyl]-1-[(octylimino)methyl]piperidine and the non-toxic addition salts thereof.
Claim 69
Dependent Claim 15 words
A member selected from the group consisting of 4-[(4-hydroxyphenyl)phenylmethyl]-1-[(octylimino)methyl]piperidine and the non-toxic addition salts thereof.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-17 1984-08-18 1985-02-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-17 1988-08-18 1989-02-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-17 1992-08-18 1993-02-17 $7700.00 Window Closed / Lapsed

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