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US4044149A Expired / Lapsed US ⏱️ 0.0 years remaining

Aluminum salts of substituted phenylalkanoic acids and pharmaceutical suspensions prepared therefrom

Assignee: Eli Lilly and Co
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Filing: 1976-07-14
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Granted: 1977-08-23
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Expires: 1996-07-14
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Abstract

Abstract Novel Mono- and di-basic aluminum salts of 2-(3-phenoxyphenyl)-and 2-(3-phenylthiophenyl)alkanoic acids provide tasteless and practically water insoluble forms of said alkanoic acids, which have anti-inflammatory activity in mammals, for formulating pharmaceutical suspensions.

Inventors

  • 👤 Calvin H. Fields
  • 👤 Clarence A. Hirsch

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 09:45
CPC Classifications
C; C07; C07C; C07C323/00; C07F; C07F5/00; C07F5/06; C07F5/069

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 178 words
A chemically and physically stable pharmaceutical suspension comprising a finely ground powder of a compound of the formula: (R.sub.1).sub.n -Al -(OH).sub.3-n wherein n is 1 or 2; and R 1 is the moiety: ##STR2## wherein: p is 0, 1, 2 or 3; X is oxygen or sulfur R 2 is hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C 2 -C 5 alkynyl, or C 3 -C 6 cycloalkyl; and Y 1 and Y 2 are, independently, hydrogen, hydroxy, halo, C 1 -C 3 alkyl, or C 1 -C 3 alkoxy, but Y 2 is hydrogen when Y 1 is hydroxy or C 1 -C 3 alkoxy suspended in a vehicle comprising water, one of the parabens as a preservative, a specific gravity adjusting agent selected from the class consisting of fructose, dextrose, mannose, lactose, sucrose, glycerin, propylene glycol and mannitol, and a viscosity adjusting substance selected from the class consisting of methylcellulose, polyvinylpyrrolidone hydroxypropylcellulose, sodium carboxymethylcellulose, microcrystalline cellulose, finely ground bentonite, gelatin, guar gum, or a combination of two or more of such substances.
Claim 2
Dependent Claim 178 words
A chemically and physically stable pharmaceutical suspension comprising a finely ground powder of a compound of the formula: (R.sub.1).sub.n -Al -(OH).sub.3-n wherein n is 1 or 2; and R 1 is the moiety: ##STR2## wherein: p is 0, 1, 2 or 3; X is oxygen or sulfur R 2 is hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C 2 -C 5 alkynyl, or C 3 -C 6 cycloalkyl; and Y 1 and Y 2 are, independently, hydrogen, hydroxy, halo, C 1 -C 3 alkyl, or C 1 -C 3 alkoxy, but Y 2 is hydrogen when Y 1 is hydroxy or C 1 -C 3 alkoxy suspended in a vehicle comprising water, one of the parabens as a preservative, a specific gravity adjusting agent selected from the class consisting of fructose, dextrose, mannose, lactose, sucrose, glycerin, propylene glycol and mannitol, and a viscosity adjusting substance selected from the class consisting of methylcellulose, polyvinylpyrrolidone hydroxypropylcellulose, sodium carboxymethylcellulose, microcrystalline cellulose, finely ground bentonite, gelatin, guar gum, or a combination of two or more of such substances.
Claim 3
Dependent Claim 22 words
A pharmaceutical suspension according to claim 1 wherein the finely ground powder has a particle size of below 200 mesh (U.S. screen).
Claim 4
Dependent Claim 30 words
A pharmaceutical suspension according to claim 1 wherein the vehicle is comprised of water, methylparaben, a blend comprised of 89 percent microcrystalline cellulose and 11 percent sodium carboxymethylcellulose, and sucrose.
Claim 5
Dependent Claim 55 words
The pharmaceutical suspension of claim 1 wherein said suspension is comprised of 6 percent (W/V) of the acid moiety of a compound of claim 6, 0.08 percent (W/V) of methylparabon, 2.5 percent (W/V) of the combination of 89 percent microcrystalline cellulose and 11 percent sodium carboxymethylcellulose, 40 percent (W/V) sucrose and 51 percent (V/V) water.
Claim 6
Dependent Claim 16 words
A method of preparing a pharmaceutical suspension of a monobasic compound of claim 1 comprising: A.
Claim 7
Dependent Claim 96 words
dissolving the preservative in water in a suitable vessel, and 2. dispersing the viscosity adjusting substance in the solution from 1); B. 1. mixing aluminum hydroxide powder with water in a suitable separate vessel. 2. heating the mixture from 1) to about 65° C., and 3. adding the substituted phenylalkanoic acid moiety, in a mole ratio to the aluminum hydroxide of 2:1, slowly to the heated mixture from 2); and C. 1. adding the reaction mixture from (B) to the dispersion from (A), and 2. adding the specific gravity adjusting agent to the combination from 1).
Claim 8
Dependent Claim 96 words
dissolving the preservative in water in a suitable vessel, and 2. dispersing the viscosity adjusting substance in the solution from 1); B. 1. mixing aluminum hydroxide powder with water in a suitable separate vessel. 2. heating the mixture from 1) to about 65° C., and 3. adding the substituted phenylalkanoic acid moiety, in a mole ratio to the aluminum hydroxide of 2:1, slowly to the heated mixture from 2); and C. 1. adding the reaction mixture from (B) to the dispersion from (A), and 2. adding the specific gravity adjusting agent to the combination from 1).
Claim 9
Dependent Claim 64 words
A method of preparing a pharmaceutical suspension of a monobasic compound of claim 1 comprising: A. 1. dissolving the preservative in water in a suitable vessel, and 2. dispersing the viscosity adjusting substance in the solution from 1); B. 1. dissolving an aluminum ion containing compound selected from the class consisting of aluminum chloride and aluminum nitrate in water in a suitable separate vessel.

References Cited (Backward Citations)

US3517051A Cited
US3600437A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-22 1981-02-21 1981-08-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-22 1985-02-21 1985-08-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-22 1989-02-21 1989-08-23 $7700.00 Window Closed / Lapsed

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