84403-77-0

Basic information

• Product Name: METHYL 4-[(3-CHLOROBENZYL)OXY]BENZENECARBOXYLATE
• Synonyms: METHYL 4-[(3-CHLOROBENZYL)OXY]BENZENECARBOXYLATE;methyl 4-[(3-chlorophenyl)methoxy]benzoate
• CAS NO: 84403-77-0
• Molecular Formula: C₁₅H₁₃ClO₃
• Molecular Weight: 276.71
• Mol File: 84403-77-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL 4-[(3-CHLOROBENZYL)OXY]BENZENECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-[(3-CHLOROBENZYL)OXY]BENZENECARBOXYLATE(84403-77-0)
• EPA Substance Registry System: METHYL 4-[(3-CHLOROBENZYL)OXY]BENZENECARBOXYLATE(84403-77-0)

Safety Data

• Hazardous Substances Data: 84403-77-0(Hazardous Substances Data)

Upstream product

• 99-76-3 methyl 4-hydroxylbenzoate 
• 766-80-3 1-bromomethyl-3-chlorobenzene 
• 620-20-2 1-Chloro-3-chloromethyl-benzene 

Downstream Products

• 147807-58-7 4-(3'-chlorobenzyloxy)-benzoylhydrazine 
• 84403-70-3 4-(3-chlorobenzyloxy)benzoic acid 

Relevant articles and documents

Design and biological evaluation of phenyl imidazole analogs as hedgehog signaling pathway inhibitors

The hedgehog (Hh) signaling pathway is involved in diverse aspects of cellular events. Aberrant activation of Hh signaling pathway drives oncogenic transformation for a wide range of cancers, and it is therefore a promising target in cancer therapy. In the principle of association and ring-opening, we designed and synthesized a series of Hh signaling pathway inhibitors with phenyl imidazole scaffold, which were biologically evaluated in Gli-Luc reporter assay. Compound 25 was identified to possess high potency with nanomolar IC50, and moreover, it preserved the inhibition against wild-type and drug-resistant Smo-overexpressing cells. A molecular modeling study of compound 25 expounded its binding mode to Smo receptor, providing a basis for the further structural modification of phenyl imidazole analogs.

Synthesis and antifungal activity of 1-aminomethyl-3-{4- (chlorobenzyloxy) benzoylhydrazono}-4, 5/5, 6-dichloroindolin-2- ones

3-{4-(Chlorobenzyloxy) benzoylhydrazono}-4,5/5,6-dichloroindolin-2-ones 1a,b-5a,b, were synthesized by the condensation of 4-(chlorobenzyloxy) benzoylhydrazines and 4, 5/5, 6-dichloroindolin-2,3-diones. Compounds 1a,b-5a,b when subjected to Mannich reaction with secondary heterocyclic amines in the presence of formaldehyde, furnished 1-aminomethyl-3-{4-(chlorobenzyloxy) benzoylhydrazono}-4, 5/5, 6-dichloroindolin-2- ones 6a,b-20a,b. The structures of the compounds have been established by means of spectral (IR and 1H NMR) and elemental analysis. The compounds have been screened for their antifungal potential against human pathogenic fungi.

Synthesis and antimicrobial potential of Mannich bases of 4-chloro-3-{4-(chlorobenzyloxy)-benzoylhydrazono}-indolin-2-ones

4-Chloro-3-{4-(chlorobenzyloxy)-benzoylhydrazono}-indolin-2-ones (1-4) were synthesised by the condensation of 4-(chlorobenzyloxy)-benzoylhydrazines and 4-chloroisatin. On being subjected to aminomethylation in the presence of formaldehyde and heterocyclic secondary amines, indolinones 1-4, furnished aminomethylated indolinones (Mannich bases) 5-20. The structures of the compounds have been established by means of elemental analysis and spectral data (IR, PMR and Mass). The compounds have been screened for their antimicrobial potential against human pathogenic bacteria and fungi.