Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles. 1985

E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams

Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole (2) was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activity. In order to develop a structure-activity relationship for this heterocycle, a number of new 4(5)-mono- and -disubstituted 1,2,3-thiadiazoles were synthesized. These were tested in our screen and a number of additional active compounds were found. The most active compounds (2, 5a, 5b, and 6c) were those in which the heterocycle was substituted with benzene rings possessing para electron-donating groups.

UI MeSH Term Description Entries
D010974 Platelet Aggregation The attachment of PLATELETS to one another. This clumping together can be induced by a number of agents (e.g., THROMBIN; COLLAGEN) and is part of the mechanism leading to the formation of a THROMBUS. Aggregation, Platelet
D003094 Collagen A polypeptide substance comprising about one third of the total protein in mammalian organisms. It is the main constituent of SKIN; CONNECTIVE TISSUE; and the organic substance of bones (BONE AND BONES) and teeth (TOOTH). Avicon,Avitene,Collagen Felt,Collagen Fleece,Collagenfleece,Collastat,Dermodress,Microfibril Collagen Hemostat,Pangen,Zyderm,alpha-Collagen,Collagen Hemostat, Microfibril,alpha Collagen
D005343 Fibrinolytic Agents Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN. Antithrombic Drug,Antithrombotic Agent,Antithrombotic Agents,Fibrinolytic Agent,Fibrinolytic Drug,Thrombolytic Agent,Thrombolytic Agents,Thrombolytic Drug,Antithrombic Drugs,Fibrinolytic Drugs,Thrombolytic Drugs,Agent, Antithrombotic,Agent, Fibrinolytic,Agent, Thrombolytic,Agents, Antithrombotic,Drug, Antithrombic,Drug, Fibrinolytic,Drug, Thrombolytic,Drugs, Antithrombic
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D013830 Thiadiazoles Heterocyclic compounds composed of a five-membered heterocyclic ring which contains one sulfur and two nitrogen atoms. Thiadiazole

Related Publications

E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
December 1981, Journal of medicinal chemistry,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
January 1990, Yao xue xue bao = Acta pharmaceutica Sinica,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
January 1993, Yao xue xue bao = Acta pharmaceutica Sinica,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
December 1995, Bioorganicheskaia khimiia,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
April 2017, The Journal of organic chemistry,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
January 2022, Scientifica,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
November 2003, Organic & biomolecular chemistry,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
April 1974, Journal of pharmaceutical sciences,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
March 2009, European journal of medicinal chemistry,
E W Thomas, and E E Nishizawa, and D C Zimmermann, and D J Williams
July 1986, Chemical & pharmaceutical bulletin,
Copied contents to your clipboard!