29178-59-4

Upstream product

• 1635-61-6 5-chloro-2-nitroaniline 
• 35719-43-8 potassium salt of 4-acetamidophenol 
• 103-90-2 4-acetaminophenol 

Downstream Products

• 96103-52-5 2-nitro-5-piperazin-1-yl-phenylamine 
• 378236-97-6 2-amino-5-(4-aminophenoxy)-1H-indole-3-carbonitrile 
• 378236-96-5 N-[4-(2-amino-3-cyano-1H-indol-5-yloxy)phenyl]acetamide 
• 378236-99-8 2-amino-N-[4-[(2-amino-3-cyano-1H-indol-5-yl)oxy]phenyl]acetamide 

Relevant academic research and scientific papers

Structure-based design of potent and selective inhibitors of the metabolic kinase PFKFB3

A weak screening hit with suboptimal physicochemical properties was optimized against PFKFB3 kinase using critical structure-guided insights. The resulting compounds demonstrated high selectivity over related PFKFB isoforms and modulation of the target in

Discovery of novel benzimidazoles as potent inhibitors of TIE-2 and VEGFR-2 tyrosine kinase receptors

We herein disclose a novel chemical series of benzimidazole-ureas as inhibitors of VEGFR-2 and TIE-2 kinase receptors, both of which are implicated in angiogenesis. Structure-activity relationship (SAR) studies elucidated a critical role for the N1 nitrogen of both the benzimidazole (segment E) and urea (segment B) moieties. The SAR results were also supported by the X-ray crystallographic elucidation of the role of the N1 nitrogen and the urea moiety when the benzimidazole-urea compounds were bound to the VEGFR-2 enzyme. The left side phenyl ring (segment A) occupies the backpocket where a 3-hydrophobic substituent was favored for TIE-2 activity.

Chemical compounds

Benzimidazole derivatives, which are useful as TIE-2 and/or VEGFR2 inhibitors are described herein. The described invention also includes methods of making such benzimidazole derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

Indole derivatives with vascular damaging activity

The invention provides a compound of Formula (I) wherein: R1 and R2 are independently selected from hydrogen, halogen, —CN, a hydrocarbyl group or a group of Formula (II); wherein W is aryl or a heterocyclic group, R4 is independently select from hydrogen, halogen, —OH, amino, alkanoylamino, —OPO3H2, or a hydrocarbyl group, wherein the amino group is optionally substituted by an amino acid residue and the hydroxy group is optionally esterified or two R4 groups together form an optionally substituted cyclic or heterocyclic group; X is selected from Μ(y) S+—, +—O—+, —+S(O)+—, —+S(O2)+— and —+NH—; p is an integer from 0 to 4; and q is an integer from 1 to 4; R3 and R10 are independently selected from hydrogen, lower alkyl or a group of Formula (IV): wherein Y is selected from +NH+—, —Μ(Y)OΜ(Y)— or a bond; Z is selected from +NH+—, —+Oν—, —+C(O)+— or a bond; r is an integer from 0 to 4; t is an integer from 0 to 1; R6 is hydrogen, a hydrocarbyl group or a group of Formula (V): wherein n is an integer of from 1 to 6, and; R7 and R8 are independently selected from hydrogen or a hydrocarbyl group; and R11 is hydrogen or lower alkyl; or a salt or solvate thereof; provided that: I) when R1 is an unsubstituted phenylthio group (Ph—S—), R2 is H, R10 is H and R11 is H then R3 is neither H nor —C(O)—O—CH2CH3; and ii) R1, R2 and R3 are not all hydrogen. Such compounds are predicted to cause the selective destruction of tumour vasculature. They may therefore be used to inhibit and/or reverse, and/or alleviate symptoms of angiogenesis and/or any disease state associated with angiogenesis.

Syntheses of 2,5(6)-Disubstituted Benzimidazoles and 1,4-Disubstituted Piperazines as Potential Antiparasitic Agents

The synthesis of a series of 5(6)-benzimidazoles (13-21), 1-(7-chloroquinolin-4-yl)-4-piperazines (29-30) and 2-substituted 5(6)-(7-chloroquinolin-4-yl

Synthesis and Anthelmintic Activity of 2-Substituted 5(6)-(5-Benzimidazolyloxy)- and 5(6)-Aryloxybenzimidazoles

A number of diaryl oxides (12-17 and 22-35) and 2,2'-disubstituted-5,5'-dibenzimidazolyl oxides (18-21) have been synthesized starting from 4-nitrophenol and 4-acetaminophenol respectively.All the compounds have been evaluated for their anthelmintic activity against Ancylostoma ceylanicum in hamsters, Nippostrongylus brasiliensis and Hymenolepsis nana in rats and Syphacia obvelata in mice.The results show that compounds 18, 19 and 33 remove 100percent of A. ceylanicum and H. nana at a single oral dose of 12.5-250 mg/kg.Compound 18 is also effective against N. brasiliensis in rats and S. obvelata in mice.