US4381239A
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Method for reducing the pyrogen content of or removing pyrogens from substances contaminated therewith
Assignee: Tanabe Pharma Corp
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Filing: 1982-01-27
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Granted: 1983-04-26
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Expires: 2002-01-27
Abstract
Abstract A method for removing a pyrogen from a solution of a pyrogen-containing substance such as an amino acid, a nucleic acid base, an antibiotic, a hormone, a vitamin, an enzyme, an antibody or the like comprising contacting the solution with an adsorbent to adsorb the pyrogen, which is characterized in that the adsorbent comprises a water-insoluble carrier and a nitrogen-containing heterocyclic compound of the formula: R-A-X wherein R is a nitrogen-containing heterocyclic group; A is single bond, alkylene or alkenylene; X is hydrogen or a functional group; and the heterocyclic group and alkylene may be optionally substituted by one or more substituents, and the compound being bonded to the carrier directly or through a spacer.
Inventors
- 👤 Ichiro Chibata
- 👤 Tetsuya Tosa
- 👤 Tadashi Sato
- 👤 Taizo Watanabe
- 👤 Satoshi Minobe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 07:40
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/0012; A61K9/0019; B; B01; B01D; B01D15/00; B01D15/08; B01J; B01J20/00; B01J20/30; B01J20/32; B01J20/3231; B01J20/3242; B01J20/3244; B01J20/3246; B01J20/3248; B01J20/3255; C; C08; C08B; C08B11/00; C08B11/02; C08B11/04; C08B11/14; C08B37/00; C08B37/0006; C08B37/0036; C08B37/0039
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
91 words
A method for removing a pyrogen from a pyrogen-containing solution comprising contacting the solution with an adsorbent to adsorb the pyrogen, which is characterized in that the adsorbent comprises a water-insoluble carrier and a nitrogen-containing heterocyclic compound of the formula: R--A--X (I) wherein R is a nitrogen-containing heterocyclic group; A is single bond, alkylene or alkenylene; X is hydrogen or functional group; and the heterocyclic group and alkylene may be optionally substituted by one or more substituents, and the compound (I) being bonded to the carrier directly or through a spacer.
Claim 2
Independent Claim
91 words
A method for removing a pyrogen from a pyrogen-containing solution comprising contacting the solution with an adsorbent to adsorb the pyrogen, which is characterized in that the adsorbent comprises a water-insoluble carrier and a nitrogen-containing heterocyclic compound of the formula: R--A--X (I) wherein R is a nitrogen-containing heterocyclic group; A is single bond, alkylene or alkenylene; X is hydrogen or functional group; and the heterocyclic group and alkylene may be optionally substituted by one or more substituents, and the compound (I) being bonded to the carrier directly or through a spacer.
Claim 3
Dependent Claim
110 words
The method according to claim 1, wherein the nitrogen-containing heterocyclic compound is the compound (I) in which R is a nitrogen-containing heterocyclic group having an imidazole nucleus, pyrazole nucleus, pyrimidine nucleus, pyridazine nucleus, pyrazine nucleus, purine nucleus, acridine nucleus, triazole nucleus, oxadiazole nucleus, tetrazole nucleus, indazole nucleus, benzotriazole nucleus, benzopyridazine nucleus, benzopyrimidine nucleus, benzopyrazine nucleus or naphthyridine nucleus; A is single bond, an alkylene group having 1 to 12 carbon atoms or an alkenylene group having 2 to 12 carbon atoms; X is hydrogen, amino, hydroxy or carboxyl; and the nitrogen-containing heterocyclic group of R and the alkylene group of A may be optionally substituted with one or more substituents.
Claim 4
Dependent Claim
52 words
The method according to claim 1, wherein the nitrogen-containing heterocyclic compound is the compound (I) in which R is a nitrogen-containing heterocyclic group having an imidazole nucleus, pyrimidine nucleus, purine nucleus or acridine nucleus; A is single bond, ethylene or ethylene substituted with carboxyl; and X is hydrogen, amino, carboxyl or hydroxy.
Claim 5
Dependent Claim
29 words
The method according to claim 1, wherein the nitrogen-containing heterocyclic compound (I) is selected from histidine, histamine, urocanic acid, uracil, orotic acid, cytosine, 5-methylcytosine, 2-amino-4,6-dimethylpyrimidine, 2-amino-4-hydroxy-6-methylpyrimidine, adenine and 6,9-diamino-2-ethoxyacridine.
Claim 6
Dependent Claim
18 words
The method according to claim 1, wherein the nitrogen-containing heterocyclic compound (I) is histidine, histamine or urocanic acid.
Claim 7
Dependent Claim
34 words
The method according to claim 1, 2, 3, 4 or 5, wherein the water-insoluble carrier is a water-insoluble carrier having hydroxy group, amino group, carboxyl group or a halogen atom in the molecule thereof.
Claim 8
Dependent Claim
56 words
The method according to claim 6, wherein the adsorbent is the nitrogen-containing heterocyclic compound (I) bonded to the water-insoluble carrier directly or through a spacer by a diazo linkage or an acid-amide linkage or by means of at least one of cyanogen halide, a monoepoxide, a bisepoxide, a halogenoacetyl halide, cyanuric halide and an aliphatic dialdehyde.
Claim 9
Dependent Claim
54 words
The method according to claim 7, wherein the spacer is selected from the group consisting of NH 2 (CH 2 ) n NH 2 , NH 2 (CH 2 ) n COOH, NH 2 (CH 2 ) n OH and HOOC(CH 2 ) n COOH, wherein n is an integer of 1 to 12.
Claim 10
Dependent Claim
48 words
The method according to claim 6, wherein the adsorbent is the nitrogen-containing heterocyclic compound (I) bonded to the water-insoluble carrier directly or through a spacer by a diazo linkage or an acid-amide linkage or by means of at least one of cyanogen bromide, epichlorohydrin, cyanuric chloride and glutaraldehyde.
Claim 11
Dependent Claim
53 words
The method according to claim 9, wherein the spacer is selected from the group consisting of NH 2 (CH 2 ) n NH 2 ,NH 2 (CH 2 ) n COOH, NH 2 (CH 2 ) n OH and HOOC(CH 2 ) n COOH, wherein n is an integer of 1 to 12.
Claim 12
Dependent Claim
56 words
The method according to claim 1, 2, 3, 4 or 5, wherein the water-insoluble carrier is selected from the group consisting of a polysaccharide, a hydroxyalkylpolystyrene resin, a polyvinylalcohol, an aminoalkylpolysaccharide, a p-aminobenzylpolysaccharide, chitosan, an aminoalkylpolystyrene resin, a polyacrylamide, an aminoalkylpolyacrylamide, an aminoalkyl-porous glass, a carboxyalkylpolysaccharide, a carboxyalkylpolyacrylamide, a carboxylic acid resin and a halogenoalkyl-polystyrene resin.
Claim 13
Dependent Claim
30 words
The method according to claim 1, 2, 3, 4 or 5, wherein the water-insoluble carrier is a polysaccharide having hydroxy group, amino group or carboxyl group in the molecule thereof.
Claim 14
Dependent Claim
29 words
The method according to claim 1, 2, 3, 4 or 5, wherein the water-insoluble carrier is selected from the group consisting of a polysaccharide, an aminoalkylpolysaccharide and a carboxyalkylpolysaccharide.
Claim 15
Dependent Claim
29 words
The method according to claim 1, 2, 3, 4 or 5, wherein the water-insoluble carrier is selected from the group consisting of cellulose, agarose, aminoalkylcellulose, aminoalkylagarose, carboxyalkylcellulose and carboxyalkylagarose.
Claim 16
Dependent Claim
33 words
The method according to claim 1, wherein the removal of a pyrogen is carried out by passing a pyrogen-containing solution through a column packed with the adsorbent to adsorb pyrogen on the adsorbent.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-04-25 | 1986-10-25 | 1987-04-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-04-25 | 1990-10-25 | 1991-04-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-04-25 | 1994-10-25 | 1995-04-26 | $7700.00 | Window Closed / Lapsed |