US4496479A
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Chloramphenicol derivatives, antigens and antibodies
Assignee: Siemens Healthcare Diagnostics GmbH Germany
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Filing: 1983-05-18
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Granted: 1985-01-29
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Expires: 2003-05-18
Abstract
Abstract Chloramphenicol derivatives are provided for use in preparing antigen conjugates for the production of antibodies specific for chloramphenicol. Specifically, the aryl group is derivatized with a side chain functionalized to provide for a carbonyl functionality to react with amino groups of a poly(amino acid). The conjugate is then injected into a vertebrate for production of antisera which are isolated in conventional ways and find particular use in competitive protein binding assays.
Inventors
- 👤 Mae W. Hu
- 👤 Prithipal Singh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 22:35
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/94; G01N33/9446; Y; Y10; Y10S; Y10S530/00; Y10S530/806
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
122 words
A compound of the formula: ##STR6## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen; p is 0 or 1; R is a linking group of at least 1 carbon atom and not more than 12 atoms other than hydrogen; Z is hydrogen, hydroxy, alkoxy of from 1 to 6 carbon atoms, a group forming an activated ester capable of amide formation in an aqueous medium, or a poly(amino acid) which is antigenic or an enzyme; m is 0 or 1 when Z is a poly(amino acid) and is otherwise 1; and n is 1 when Z is other than a poly(amino acid) and is otherwise a number between one and the molecular weight of Z divided by 1000.
Claim 2
Dependent Claim
122 words
A compound of the formula: ##STR6## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen; p is 0 or 1; R is a linking group of at least 1 carbon atom and not more than 12 atoms other than hydrogen; Z is hydrogen, hydroxy, alkoxy of from 1 to 6 carbon atoms, a group forming an activated ester capable of amide formation in an aqueous medium, or a poly(amino acid) which is antigenic or an enzyme; m is 0 or 1 when Z is a poly(amino acid) and is otherwise 1; and n is 1 when Z is other than a poly(amino acid) and is otherwise a number between one and the molecular weight of Z divided by 1000.
Claim 3
Dependent Claim
17 words
The compound of claim 1 wherein R is a polymethylene of from 1 to 5 carbon atoms.
Claim 4
Dependent Claim
21 words
The compound of claim 2 wherein Q is sulfur, p is 1, R is one carbon atom, and m is 1.
Claim 5
Dependent Claim
67 words
A compound of the formula: ##STR7## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen, p is 0 or 1; R is a saturated aliphatic linking group of from 1 to 6 carbon atoms; Y 1 is a poly(amino acid); m is 0 or 1; and n 1 is a number divided between one and the molecular weight of Y 1 divided by 2000.
Claim 6
Dependent Claim
67 words
A compound of the formula: ##STR7## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen, p is 0 or 1; R is a saturated aliphatic linking group of from 1 to 6 carbon atoms; Y 1 is a poly(amino acid); m is 0 or 1; and n 1 is a number divided between one and the molecular weight of Y 1 divided by 2000.
Claim 7
Dependent Claim
21 words
The compound of claim 4 wherein Q is sulfur, p is 1, R is one carbon atom, and m is 1.
Claim 8
Dependent Claim
11 words
The compound of claim 4 wherein Y 1 is an antigen.
Claim 9
Dependent Claim
11 words
The compound of claim 4 wherein Y 1 is serum albumin.
Claim 10
Dependent Claim
11 words
The compound of claim 4 wherein Y 1 is gamma globulin.
Claim 11
Dependent Claim
10 words
Antibodies prepared in response to the compound of claim 6.
Claim 12
Dependent Claim
11 words
The compound of claim 4 wherein Y 1 is an enzyme.
Claim 13
Dependent Claim
11 words
The compound of claim 10 wherein said enzyme is glucose-6-phosphate dehydrogenase.
Claim 14
Dependent Claim
74 words
A compound of the formula: ##STR8## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen; p is 0 or 1; R is a linking group of from 1 to 12 atoms other than hydrogen; Y 2 is an enzyme substituted at other than the active site, and having at least 30 percent of its original activity prior to conjugation; m is 0 or 1; and n 2 is 1 to 30.
Claim 15
Dependent Claim
74 words
A compound of the formula: ##STR8## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen; p is 0 or 1; R is a linking group of from 1 to 12 atoms other than hydrogen; Y 2 is an enzyme substituted at other than the active site, and having at least 30 percent of its original activity prior to conjugation; m is 0 or 1; and n 2 is 1 to 30.
Claim 16
Dependent Claim
73 words
A compound of the formula: ##STR9## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen; p is 0 or 1; R is a saturated aliphatic linking group of from 1 to 8 carbon atoms; Y 3 is hydrogen, hydroxy, alkoxy of from 1 to 6 carbon atoms, or a group forming an activated ester capable of amide formation in an aqueous medium; m is 1; and n 3 is 1.
Claim 17
Dependent Claim
73 words
A compound of the formula: ##STR9## wherein: Q is chalcogen of atomic number 8 to 16 or nitrogen; p is 0 or 1; R is a saturated aliphatic linking group of from 1 to 8 carbon atoms; Y 3 is hydrogen, hydroxy, alkoxy of from 1 to 6 carbon atoms, or a group forming an activated ester capable of amide formation in an aqueous medium; m is 1; and n 3 is 1.
Claim 18
Dependent Claim
24 words
The compound of claim 13 wherein Q is sulfur, p is 1, R is methylene, n 3 is 1, and Y 3 is hydroxy.
Claim 19
Dependent Claim
73 words
A method for preparing a compound of the formula ##STR10## wherein X is halogen, which compound is employed as a precursor in the preparation of the compound of claim 1, which method comprises: (a) converting the nitro group of chloramphenicol to an amino group, (b) introducing a halogen atom into the aromatic nucleus of the compound of Step (a), and (c) converting the amino group introduced in Step (a) to a nitro group.
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) | 1988-01-29 | 1988-07-30 | 1989-01-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-01-29 | 1992-07-30 | 1993-01-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-01-29 | 1996-07-30 | 1997-01-29 | $7700.00 | Window Closed / Lapsed |