US5318767A
Expired / Lapsed
US
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X-ray contrast compositions useful in medical imaging
Assignee: PARTICULATE PROSPECTS CORP
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Filing: 1992-08-10
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Granted: 1994-06-07
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Expires: 2012-08-10
Abstract
Abstract An X-ray contrast composition comprising particles consisting essentially of a non-radioactive crystalline organic x-ray contrast agent having a surface modifier adsorbed on the surface thereof in an amount sufficient to maintain an effective average particle size of less than 400 nm, and a pharmaceutically acceptable carrier therefor is useful in x-ray diagnostic medical imaging methods. The agents can be delivered to a specific tissue or fluid site, for example, the blood pool, liver or spleen. In one embodiment involving intravenous administration, preferred compositions provide effective imaging of the blood pool for remarkably long times.
Inventors
- 👤 Gary G. Liversidge
- 👤 Eugene R. Cooper
- 👤 J. Michael Shaw
- 👤 Gregory L. McIntire
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 00:57
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433; A61K49/0447; A61K49/0476; A61K49/0485; A61K49/049; A61K49/0409; A61K49/0414; A61K49/0423; A61K49/0428; B; B82; B82Y; B82Y5/00
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
71 words
An x-ray contrast composition comprising particles consisting essentially of 99.9-10% by weight of a nonradioactive crystalline organic x-ray contrast agent having a solubility in water of less than 10 mg/ml, said x-ray contrast agent having a non-crosslinked surface modifier adsorbed on the surface thereof in an amount of 0.1-90% by weight and sufficient to maintain an effective average particle size of less than 400 nm, and a pharmaceutically acceptable carrier therefor.
Claim 2
Dependent Claim
71 words
An x-ray contrast composition comprising particles consisting essentially of 99.9-10% by weight of a nonradioactive crystalline organic x-ray contrast agent having a solubility in water of less than 10 mg/ml, said x-ray contrast agent having a non-crosslinked surface modifier adsorbed on the surface thereof in an amount of 0.1-90% by weight and sufficient to maintain an effective average particle size of less than 400 nm, and a pharmaceutically acceptable carrier therefor.
Claim 3
Dependent Claim
18 words
The composition of claim 1 wherein said particles have an effective particle size of less than 300 nm.
Claim 4
Dependent Claim
18 words
The composition of claim 1 wherein said particles have an effective particle size of less than 200 nm.
Claim 5
Dependent Claim
15 words
The composition of claim 1 wherein said x-ray contrast agent is an iodinated aromatic compound.
Claim 6
Dependent Claim
37 words
The composition of claim 1 wherein said x-ray contrast agent is an ester or an amide of an iodinated aromatic acid selected from the group consisting of diatrizoic acid, metrizoic acid, iothalamic acid, trimesic acid and iodipamide.
Claim 7
Dependent Claim
12 words
The composition of claim 1 wherein said x-ray contrast agent is ethyl-3,5-diacetamido-2,4,6-triiodobenzoate.
Claim 8
Dependent Claim
12 words
The composition of claim 1 wherein said x-ray contrast agent is ethyl(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)acetate.
Claim 9
Dependent Claim
12 words
The composition of claim 1 wherein said x-ray contrast agent is ethyl-2-(3,5-bis(acetylamino)-2,4,6triiodobenzoyloxy)butyrate.
Claim 10
Dependent Claim
10 words
The composition of claim 1 wherein said carrier is water.
Claim 11
Dependent Claim
17 words
The composition of claim 1 wherein said particles are present in an amount of 10-25% by weight.
Claim 12
Dependent Claim
26 words
The composition of claim 1 wherein said surface modifier is a tetrafunctional block copolymer derived from sequential addition of propylene oxide and ethylene oxide to ethylenediamine.
Claim 13
Dependent Claim
108 words
The composition of claim 1 wherein said surface modifier has the formula ##STR5## L' is a chemical bond, --O--, --S--, --NH--, --CONH-- or --SO 2 NH--; R is a hydrophobic substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or a substituted or unsubstituted aryl group; each of R 1 and R 2 independently is hydrogen or an alkyl group having from 1 to 4 carbon atoms; each of a and b independently is 0 or an integer from 1 to 3, provided that the sum of a and b is not greater than 3; and, each of x and y independently is an integer from 3 to 7.
Claim 14
Dependent Claim
37 words
The x-ray contrast composition of claim 1 wherein said particles consist essentially of crystalline ethyl-3,5-diacetamido-2,4,6-triiodobenzoate having a tetrafunctional block copolymer derived from sequential addition of ethylene oxide and propylene oxide to ethylenediamine adsorbed on the surface thereof.
Claim 15
Dependent Claim
44 words
The x-ray contrast composition of claim 1 wherein said particles consist essentially of crystals of the ethyl glycolate ester of diatrizoic acid having a tetrafunctional block copolymer derived from sequential addition of ethylene oxide and propylene oxide to ethylenediamine adsorbed on the surface thereof.
Claim 16
Dependent Claim
37 words
The x-ray contrast composition of claim 1 wherein said particles consist essentially of crystalline ethyl-2-(3,5-bis(acetylamino)-2,4,6-triiodobenzoyloxy)butyrate having a tetrafunctional block copolymer derived from sequential addition of ethylene oxide and propylene oxide to ethylenediamine adsorbed on the surface thereof.
Claim 17
Dependent Claim
31 words
A method for medical x-ray diagnostic imaging which comprises administering to the body of a test subject an effective contrast producing amount of the x-ray contrast composition defined in claim 1.
Claim 18
Dependent Claim
29 words
The method of claim 16 wherein said surface modifier is present in an amount of 10 to 30% by weight based on the total weight of the dry particle.
Claim 19
Dependent Claim
14 words
The x-ray contrast composition of claim 1 wherein said surface modifier is a surfactant.
Claim 20
Dependent Claim
15 words
The x-ray contrast compositon of claim 1 wherein said surface modifier is a nonionic surfactant.
Claim 21
Dependent Claim
15 words
The x-ray contrast compositon of claim 1 wherein said surface modifier is a anionic surfactant.
Claim 22
Dependent Claim
98 words
The x-ray contrast composition of claim 1 wherein said surface modifier is selected from the group consisting of gelatin, casein, gum acacia, cholesterol, tragacanth, stearic acid, benzalkonium chloride, calcium stearate, glyceryl monostearate, cetostearyl alcohol, cetamacrogol emulsifying wax, sorbitan esters, polyoxyethylene alkyl ethers, polyoxyethylene castor oil derivatives, polyoxyethylene sorbitan fatty acid esters, polyethylene glycols, polyoxyethylene stearates, colloidol silicon dioxide, phosphates, sodium dodecylsulfate, carboxymethylcellulose calcium, caboxymethylcellulose sodium, methylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose phthalate, noncrystalline cellulose, magnesium aluminum silicate, triethanolamine, polyvinyl alcohol, polyvinylpyrrolidone, poloxomers, poloxamines, dextran, a dioctyl ester of sodium sulfosuccinic acid, sodium lauryl sulfate, and an alkyl aryl polyether sulfonate.
Claim 23
Dependent Claim
31 words
The x-ray contrast composition of claim 1 wherein said surface modifier is present in an amount of 10 to 60% by weight based on the total weight of the dry particle.
Claim 24
Dependent Claim
31 words
The x-ray contrast composition of claim 1 wherein said surface modifier is present in an amount of 10 to 30% by weight based on the total weight of the dry particle.
Claim 25
Dependent Claim
12 words
The method of claim 16 wherein said surface modifier is a surfactant.
Claim 26
Dependent Claim
13 words
The method of claim 16 wherein said surface modifier is a nonionic surfactant.
Claim 27
Dependent Claim
13 words
The method of claim 16 wherein said surface modifier is an anionic surfactant.
Claim 28
Dependent Claim
96 words
The method of claim 16 wherein said surface modifier is selected from the group consisting of gelatin, casein, gum acacia, cholesterol, tragacanth, stearic acid, benzalkonium chloride, calcium stearate, glyceryl monostearate, cetostearyl alcohol, cetamacrogol emulsifying wax, sorbitan esters, polyoxyethylene alkyl ethers, polyoxyethylene caster oil derivatives, polyoxyethylene sorbitan fatty acid esters, polyethylene glycols, polyoxyethylene stearates, colloidol silicon dioxide, phosphates, sodium dodecylsulfate, carboxymethylcellulose calcium, carboxymethylcellulose sodium, methylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose phthalate, noncrystalline cellulose, magnesium aluminum silicate, triethanolamine, polyvinyl alcohol, polyvinylpyrrolidone, poloxomers, poloxamines, dextran, a dioctyl ester of sodium sulfosuccinic acid, sodium lauryl sulfate and an alkyl aryl polyether sulfonate.
Claim 29
Dependent Claim
29 words
The method of claim 16 wherein said surface modifier is present in an amount of 10 to 60% by weight based on the total weight of the dry particle.
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