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US4376118A Expired / Lapsed US ⏱️ 0.0 years remaining

Stable nonaqueous solution of tetracycline salt

Assignee: Bayer Corp
•
Filing: 1981-05-19
•
Granted: 1983-03-08
•
Expires: 2001-05-19
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Abstract

Abstract Nonaqueous solution of a tetracycline antibiotic salt which is stable upon extended storage comprises a mixture of a tetracycline antibiotic salt, nonaqueous diluent, nonaqueous solvent, and nonaqueous nonionic solubilizer. It preferably also contains an antioxidant and a nonaqueous anionic solubilizer.

Inventors

  • 👤 Lawrence J. Daher
  • 👤 George C. Hoss
  • 👤 Victor A. Raul

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 02:55
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/0012; A61K9/0014; A61K31/00; A61K31/65

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 215 words
A stable nonaqueous solution of tetracycline hydrochloride consisting essentially of a mixture of 0.25 to 2 percent tetracycline hydrochloride, 41 to 88 percent of a nonaqueous diluent material selected from the class consisting of glyceryl triacetate, diisopropyl sebacate, diisopropyl adipate, isopropyl palmitate, isopropyl myristate, lauryl lactate, linear alcohol lactate, decyl oleate, isodecyl oleate, 2-ethylhexyl palmitate, isopropyl linoleate, acetylated monoglyceride, acetyl tributyl citrate, acetyl triethyl citrate, tricyclo hexyl citrate, butyl myristate, promyristyl propionate, dibutyl sebacate, dioctyl adipate, dioctyl succinate, isobutyl acetate, acetamide, methyl acetamide, polydimethyl cyclosiloxane, hexamethyl disiloxane, and fractionated triglycerides of coconut oil origin, 4 to 40 percent of a nonaqueous solvent selected from the class consisting of ethanol, methanol, isopropanol, butanol, N-methyl-2-pyrrolidone and acetone, 0.3 to 20 percent nonaqueous nonionic solubilizer selected from the class consisting of polyethylene glycols, methoxy polyethylene glycols, polysorbates, ethylene oxide-propylene oxide block copolymers, sorbitan esters and glycerin, 0 to 6 percent nonaqueous anionic solubilizer selected from the class consisting of monovalent or divalent salts of dialkyl sulfosuccinates, acyl lactates and aryl sulfonates, and 0 to 0.75 percent antioxidant selected from the class consisting of ascorbyl palmitate, ascorbic acid, propyl gallate, butylated hydroxytoluene, butylated hydroxyanisole, tertiary butyl hydroquinone, and d-beta, gamma and delta isomers of tocopherol, said percent values being on a weight/weight basis based on the entire solution weight.
Claim 2
Dependent Claim 215 words
A stable nonaqueous solution of tetracycline hydrochloride consisting essentially of a mixture of 0.25 to 2 percent tetracycline hydrochloride, 41 to 88 percent of a nonaqueous diluent material selected from the class consisting of glyceryl triacetate, diisopropyl sebacate, diisopropyl adipate, isopropyl palmitate, isopropyl myristate, lauryl lactate, linear alcohol lactate, decyl oleate, isodecyl oleate, 2-ethylhexyl palmitate, isopropyl linoleate, acetylated monoglyceride, acetyl tributyl citrate, acetyl triethyl citrate, tricyclo hexyl citrate, butyl myristate, promyristyl propionate, dibutyl sebacate, dioctyl adipate, dioctyl succinate, isobutyl acetate, acetamide, methyl acetamide, polydimethyl cyclosiloxane, hexamethyl disiloxane, and fractionated triglycerides of coconut oil origin, 4 to 40 percent of a nonaqueous solvent selected from the class consisting of ethanol, methanol, isopropanol, butanol, N-methyl-2-pyrrolidone and acetone, 0.3 to 20 percent nonaqueous nonionic solubilizer selected from the class consisting of polyethylene glycols, methoxy polyethylene glycols, polysorbates, ethylene oxide-propylene oxide block copolymers, sorbitan esters and glycerin, 0 to 6 percent nonaqueous anionic solubilizer selected from the class consisting of monovalent or divalent salts of dialkyl sulfosuccinates, acyl lactates and aryl sulfonates, and 0 to 0.75 percent antioxidant selected from the class consisting of ascorbyl palmitate, ascorbic acid, propyl gallate, butylated hydroxytoluene, butylated hydroxyanisole, tertiary butyl hydroquinone, and d-beta, gamma and delta isomers of tocopherol, said percent values being on a weight/weight basis based on the entire solution weight.
Claim 3
Dependent Claim 54 words
A stable solution according to claim 1 wherein the components are present in the amounts of 0.3 to 1.5 percent tetracycline hydrochloride, 57 to 84 percent nonaqueous diluent, 4 to 30 percent nonaqueous solvent, 2 to 9 percent nonaqueous nonionic solubilizer, 1 to 6 percent nonaqueous anionic solubilizer and 0.03 to 0.2 percent antioxidant.
Claim 4
Dependent Claim 54 words
A stable solution according to claim 1 wherein the components are present in the amounts of 0.5 to 1.25 percent tetracycline hydrochloride, 60 to 81 percent nonaqueous diluent, 4 to 25 percent nonaqueous solvent, 3 to 9 percent nonaqueous nonionic solubilizer, 1.5 to 4.5 percent nonaqueous anionic solubilizer and 0.1 to 0.2 percent antioxidant.

References Cited (Backward Citations)

US3026248A Cited
US3219529A Cited
US3389174A Cited
US3140232A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-03-07 1986-09-06 1987-03-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-03-07 1990-09-06 1991-03-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-03-07 1994-09-06 1995-03-08 $7700.00 Window Closed / Lapsed

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