Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H13NO4S2 |
| Molecular Weight | 275.345 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=C(CC(O)=O)SC(SCCCC(O)=O)=N1
InChI
InChIKey=PZEUAMSVHLMPBZ-UHFFFAOYSA-N
InChI=1S/C10H13NO4S2/c1-6-7(5-9(14)15)17-10(11-6)16-4-2-3-8(12)13/h2-5H2,1H3,(H,12,13)(H,14,15)
| Molecular Formula | C10H13NO4S2 |
| Molecular Weight | 275.345 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Tiprotimod is a new synthetic thiazole derivative of cefodizime. It is an immunopotentiator of low molecular weight. The broadest immunological activity was seen for this drug. The drug was able to enhance the delayed type hypersensitivity-response against sheep erythrocytes (SRBC) and to stimulate the humoral immune response against Tetanus toxoid and heat-killed E. coli. In the popliteal lymph node assay, a murine graft-vs-host model, a stimulating effect of the substance was observed when it was administered at the same time of the grafts to rats. These results demonstrate that tiprotimod is a potent immunopotentiator for both humoral and cell mediated immune response in experimental animals. The ability of the tiprotimod molecule to enhance the production of ROS by stimulated polymorphonuclear leukocytes and to act agonistically with TNF-alpha or lipopolysaccharide is abrogated when tiprotimod is part of the cefodizime molecule.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Comparative study of the effects of cefodizime and HBW 538 in potentiating the production of reactive oxygen species by human polymorphonuclear leukocytes. | 1994 |
|
| Immunophenotypization of cells involved in local immune response and serum antibodies in cephalosporin-treated mice. | 1991 |
|
| Immunomodulation by the new synthetic thiazole derivative tiprotimod. 3rd communication: influence on host resistance to microorganisms, tumors and on experimental immune disorders. | 1989-10 |
|
| Immunomodulation by the new synthetic thiazole derivative tiprotimod. 2nd communication: immunopharmacological activity. | 1989-09 |
|
| Immunomodulation by the new synthetic thiazole derivative tiprotimod. 1st communication: synthesis and structure-activity relationships. | 1989-07 |
|
| Influence of the immunostimulating substance tiprotimod on Candida albicans infection in relation to activation of macrophages. | 1989 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:07:49 GMT 2025
by
admin
on
Mon Mar 31 18:07:49 GMT 2025
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| Record UNII |
FZ7ZH245CO
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| Record Status |
Validated (UNII)
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| Record Version |
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Official Name | English | ||
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Preferred Name | English |
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NCI_THESAURUS |
C2139
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65890
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C061180
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SUB11110MIG
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FZ7ZH245CO
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100000077263
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CHEMBL2107097
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6059
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DTXSID90147190
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C76689
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105523-37-3
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