Synthesis, properties, and perspectives of gem-diphosphono substituted-thiazoles.
A series of substituted arylidene thiazoles were allowed to react with Wittig-Horner (WH) reagent, tetraethyl methyl-1,1-bisphosphonate, to produce via Michael addition reaction the corresponding heteroarylmethylenebisphosphonates (BPs) in different yields according to the experimental conditions. Acid hydrolysis of the new BPs was undertaken to obtain the corresponding bisphosphonic acids. Prediction and the in vivo activity of the products in the rat adjuvant model are also discussed in terms of structure-activity relationships (SAR).
Abdou
Wafaa M
WM
Pesticide Chemistry Department, National Research Centre, Elbohouth Street, D-12622 Dokki, Cairo, Egypt. wabdou@intouch.com
Ganoub
Neven A
NA
Geronikaki
Athina
A
Sabry
Eman
E
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D050071:Bone Density Conservation Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001862:Bone Resorption / Q000188:drug therapy; D002908:Chronic Disease; D004164:Diphosphonates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006099:Granuloma / Q000188:drug therapy; D006968:Hypersensitivity, Delayed / Q000188:drug therapy; D007249:Inflammation / Q000188:drug therapy; D051379:Mice; D051381:Rats; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D050071:Bone Density Conservation Agents; D004164:Diphosphonates; D013844:Thiazoles