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US4782176A Expired / Lapsed US ⏱️ 0.0 years remaining

Phenoxycarboxylic acids

Assignee: Hoffmann La Roche Inc
•
Filing: 1983-05-23
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Granted: 1988-11-01
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Expires: 2003-05-23
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Abstract

Abstract Phenoxycarboxylic acids of the formula ##STR1## wherein R, R 1 , R 2 , R 3 , R 4 R 5 , Z and n are as hereinafter set forth, are as described. The compounds of formula I are antagonists of slow reacting substance of anaphylaxis (SRS-A), which renders them useful as agents for the treatment of allergic conditions.

Inventors

  • 👤 Matthew Carson
  • 👤 Ronald A. LeMahieu
  • 👤 William C. Nason

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 05:15
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24; C07C; C07C59/00; C07C59/40; C07C59/76; C07C59/90

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 102 words
A compound of the formula ##STR17## wherein R is hydrogen or lower alkyl R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, R 5 is hydrogen, halogen, lower alkyl or lower alkanoyl, Z 11 is --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and n is an integer from 1 to 7, or, when R 4 is hydrogen, a salt thereof with a pharmaceutically acceptable base.
Claim 2
Dependent Claim 102 words
A compound of the formula ##STR17## wherein R is hydrogen or lower alkyl R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, R 5 is hydrogen, halogen, lower alkyl or lower alkanoyl, Z 11 is --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and n is an integer from 1 to 7, or, when R 4 is hydrogen, a salt thereof with a pharmaceutically acceptable base.
Claim 3
Dependent Claim 14 words
A compound in accordance with claim 1, wherein R 2 is in the 4-position.
Claim 4
Dependent Claim 28 words
A compound in accordance with claim 2, wherein R and R 1 are lower alkyl, R 3 and R 5 are hydrogen and n is 1 or 3.
Claim 5
Dependent Claim 24 words
A compound in accordance with claim 3, wherein R and R 1 are propyl, R 2 is acetyl, and s is 2 or 3.
Claim 6
Dependent Claim 12 words
A compound in accordance with claim 4, wherein R 4 is hydrogen.
Claim 7
Dependent Claim 9 words
A compound in accordance with claim 1, [4-acetyl-3-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]-2-propylphenoxy]acetic acid.
Claim 8
Dependent Claim 9 words
A compound in accordance with claim 1, [4-acetyl-3-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]-2-propylphenoxy]acetic acid.
Claim 9
Dependent Claim 9 words
A compound in accordance with claim 1, [4-acetyl-3-[2-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-propylphenoxy]acetic acid.
Claim 10
Dependent Claim 9 words
A compound in accordance with claim 1, 4-[4-Acetyl-3-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-propylphenoxy]butanoic acid.
Claim 11
Dependent Claim 111 words
A pharmaceutical composition comprising a compound of the formula ##STR18## wherein R is hydrogen or lower alkyl, R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, R 5 is hydrogen, halogen, lower alkyl or lower alkanoyl, Z 11 is --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and n is an integer from 1 to 7, or, when R 4 is hydrogen, a salt thereof with a pharmaceutically acceptable base, and an inert carrier material.
Claim 12
Dependent Claim 111 words
A pharmaceutical composition comprising a compound of the formula ##STR18## wherein R is hydrogen or lower alkyl, R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, R 5 is hydrogen, halogen, lower alkyl or lower alkanoyl, Z 11 is --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and n is an integer from 1 to 7, or, when R 4 is hydrogen, a salt thereof with a pharmaceutically acceptable base, and an inert carrier material.
Claim 13
Dependent Claim 17 words
A pharmaceutical composition in accordance with claim 10, wherein the compound of formula Ib is 4-[4-acetyl-3-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]propoxy]-2-propylphenoxy]butanoic acid.
Claim 14
Independent Claim 116 words
A method of treating allergic conditions which comprises administering a therapeutically effective amount of a compound of the formula ##STR19## wherein R is hydrogen or lower alkyl, R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, R 5 is hydrogen, halogen, lower alkyl or lower alkanoyl, Z 11 is --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and n is an integer from 1 to 7, or, when R 4 is hydrogen, a salt thereof with a pharmaceutically acceptable base.
Claim 15
Independent Claim 116 words
A method of treating allergic conditions which comprises administering a therapeutically effective amount of a compound of the formula ##STR19## wherein R is hydrogen or lower alkyl, R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 is hydrogen or lower alkyl, R 5 is hydrogen, halogen, lower alkyl or lower alkanoyl, Z 11 is --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and n is an integer from 1 to 7, or, when R 4 is hydrogen, a salt thereof with a pharmaceutically acceptable base.
Claim 16
Dependent Claim 16 words
A method in accordance with claim 12, wherein the compound of formula Ib is 4-[4-acetyl-3-[3-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]-propoxy]-2-propylphenoxy]butanoic acid.
Claim 17
Dependent Claim 40 words
A compound of the formula ##STR20## wherein R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 ' is lower alkyl and n is an integer from 1 to 7.
Claim 18
Dependent Claim 40 words
A compound of the formula ##STR20## wherein R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 ' is lower alkyl and n is an integer from 1 to 7.
Claim 19
Dependent Claim 79 words
A compound of the formula ##STR21## wherein n is an integer from 1 to 7, R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 ' is lower alkyl, Z 111 is lower alkylene or --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and A is halogen or methylsulfonyloxy.
Claim 20
Dependent Claim 79 words
A compound of the formula ##STR21## wherein n is an integer from 1 to 7, R 1 is hydrogen or lower alkyl, R 2 is lower alkanoyl, R 3 is hydrogen or methyl, R 4 ' is lower alkyl, Z 111 is lower alkylene or --(CH 2 ) s --O(CH 2 ) s ] t , wherein s is the integer 2, 3 or 4, t is the integer 1, 2 or 3, and A is halogen or methylsulfonyloxy.
Claim 21
Dependent Claim 11 words
A compound, in accordance with claim 14, [4-acetyl-3-(oxiranylmethoxy)-2-propylphenoxy]acetic acid methyl ester.
Claim 22
Dependent Claim 11 words
A compound, in accordance with claim 15, [4-acetyl-3-(3-bromopropoxy)-2-propylphenoxy]acetic acid ethyl ester.
Claim 23
Dependent Claim 11 words
A compound, in accordance with claim 15, [4-acetyl-3-[(5-bromopentyl)oxy]-2-propylphenoxy]acetic acid ethyl ester.
Claim 24
Dependent Claim 11 words
A compound, in accordance with claim 15, 4-[4-acetyl-3-(3-bromopropoxy)-2-propylphenoxy]-butanoic acid ethyl ester.
Claim 25
Dependent Claim 11 words
A compound, in accordance with claim 15, [4-acetyl-3-[2-(2-(2-chloroethoxy)ethoxy]-2-propylphenoxy]acetic acid ethyl ester.
Claim 26
Dependent Claim 11 words
A compound, in accordance with claim 15, 4-[4-acetyl-3-[(5-bromopentyl)oxy]-2-propylphenoxy]butanoic acid ethyl ester.
Claim 27
Dependent Claim 11 words
A compound, in accordance with claim 15, [4-acetyl-3-[3-(3-(3-bromopropoxy)propoxy]-2-propylphenoxy]acetic acid ethyl ester.
Claim 28
Dependent Claim 11 words
A compound, in accordance with claim 15, 4-[4-acetyl-3-[3-(3-bromopropoxy)propoxy]-2-propylphenoxy]butanoic acid ethyl ester.

References Cited (Backward Citations)

GB1144905A Cited
GB1144906A Cited
DE2250327A1 Cited
DE2239033A1 Cited
GB1506076A Cited
CH619701A5 Cited
GB2058785A Cited
EP0028063A1 Cited
EP0056172A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-11-01 1992-05-02 1992-11-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-11-01 1996-05-02 1996-11-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-11-01 2000-05-02 2000-11-01 $7700.00 Window Closed / Lapsed

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