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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
Structure of TIPROTIMOD

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)

HIDE SMILES / InChI

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

PubMed

TitleDatePubMed
Influence of the immunostimulating substance tiprotimod on Candida albicans infection in relation to activation of macrophages.
1989
Immunomodulation by the new synthetic thiazole derivative tiprotimod. 3rd communication: influence on host resistance to microorganisms, tumors and on experimental immune disorders.
1989 Oct
Comparative study of the effects of cefodizime and HBW 538 in potentiating the production of reactive oxygen species by human polymorphonuclear leukocytes.
1994
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:45:56 GMT 2023
Edited
by admin
on Fri Dec 15 15:45:56 GMT 2023
Record UNII
FZ7ZH245CO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIPROTIMOD
INN  
INN  
Official Name English
tiprotimod [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2139
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
Code System Code Type Description
PUBCHEM
65890
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
MESH
C061180
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
EVMPD
SUB11110MIG
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
FDA UNII
FZ7ZH245CO
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
SMS_ID
100000077263
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107097
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
INN
6059
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID90147190
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
NCI_THESAURUS
C76689
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
CAS
105523-37-3
Created by admin on Fri Dec 15 15:45:56 GMT 2023 , Edited by admin on Fri Dec 15 15:45:56 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY