Immunomodulation by the new synthetic thiazole derivative tiprotimod. 1st communication: synthesis and structure-activity relationships.
A series of carboxyalkylthio-substituted thiazole-carboxylic acids was synthesized and examined for macrophage activation and stimulation of the DTH (delayed type of hypersensitivity)-reaction. The structure-activity relationship in this series of new immunomodulators is discussed. Broadest immunological activity was seen for [2-(3-carboxy-1-propylthio)-4-methyl-1,3-thiazole]acetic acid (tiprotimod, HBW 538) which was selected for further studies.
Fleischmann
K
K
Research Laboratories of Pharma Research, Frankfurt Main, Fed. Rep. of Germany.
Scheunemann
K H
KH
Schorlemmer
H U
HU
Dickneite
G
G
Blumbach
J
J
Fischer
G
G
Dürckheimer
W
W
Sedlacek
H H
HH
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D004912:Erythrocytes / Q000276:immunology; D005260:Female; D006968:Hypersensitivity, Delayed / Q000276:immunology; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D066298:In Vitro Techniques; D008163:Luminescent Measurements; D008264:Macrophages / Q000187:drug effects / Q000201:enzymology; D051379:Mice; D012756:Sheep / Q000276:immunology; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D007166:Immunosuppressive Agents; D013844:Thiazoles; C061180:tiprotimod