3996-26-7

Basic information

• Product Name: N-(p-chlorobenzylidene)-p-aminobenzoic acid
• Synonyms: N-(p-chlorobenzylidene)-p-aminobenzoic acid
• CAS NO: 3996-26-7
• Molecular Weight: 259.692
• Mol File: 3996-26-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-(p-chlorobenzylidene)-p-aminobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-(p-chlorobenzylidene)-p-aminobenzoic acid(3996-26-7)
• EPA Substance Registry System: N-(p-chlorobenzylidene)-p-aminobenzoic acid(3996-26-7)

Safety Data

• Hazardous Substances Data: 3996-26-7(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 150-13-0 4-amino-benzoic acid 

Downstream Products

• 1068561-27-2 (Pd(O₂CCH₃)(ClC₆H₃CHNC₆H₄COOH))2 
• 1251928-11-6 4-[2-(4-chlorophenyl)imidazo[4,5-b]indol-3(4H)-yl]benzoic acid 
• 1068561-39-6 Pd(NC₅H₅)2(ClC₆H₃CHNC₆H₄COO) 
• 1068561-55-6 [Pd(p-ClC₆H₃CHNC₆H₄COO)(triphenylphosphine)]2 
• 1206182-09-3 C₂₉H₂₆ClNO₄ 
• 1172126-57-6 4-(2-(4-chlorophenyl)-4,5-diphenyl-1H-imidazol-1-yl)benzoic acid 
• 224646-69-9 Ru(C₁₄H₁₀NO₂Cl)2Cl₂(H₂O)2 
• 83408-73-5 3-(2-Chloro-4-{4-oxo-2-[(Z)-phenylimino]-thiazolidin-3-yl}-phenyl)-2-(4-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-3H-quinazolin-4-one 
• 83408-75-7 3-(4-Chloro-3-{4-oxo-2-[(Z)-phenylimino]-thiazolidin-3-yl}-phenyl)-2-(4-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-3H-quinazolin-4-one 
• 83408-72-4 2-(4-{[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-3-(4-{4-oxo-2-[(Z)-phenylimino]-thiazolidin-3-yl}-phenyl)-3H-quinazolin-4-one 
• 83408-69-9 1-{2-Chloro-5-[2-(4-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-4-oxo-4H-quinazolin-3-yl]-phenyl}-3-phenyl-thiourea 
• 83408-67-7 1-{3-Chloro-4-[2-(4-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-4-oxo-4H-quinazolin-3-yl]-phenyl}-3-phenyl-thiourea 
• 83408-66-6 1-{4-[2-(4-{[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-4-oxo-4H-quinazolin-3-yl]-phenyl}-3-phenyl-thiourea 
• 83408-55-3 3-(4-Chloro-3-nitro-phenyl)-2-(4-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-phenyl)-3H-quinazolin-4-one 

Relevant articles and documents

The effect of hydrogen bonding and azomethine group orientation on liquid crystal properties in benzylidene aniline compounds

This study examines the effects of substituents and hydrogen bonding, orientations of imine linkage on the behavior of benzylidene aniline compounds as liquid crystals (LC). Compounds 4-carboxy benzylidene-4-X-aniline (X = H, F, Cl, Br, CH3, OCH3) 1a-6a were synthesized by the reaction of aniline and its substituted derivatives with 4-formylbenzoic acid. Compounds 4-X-benzylidene-4-carboxy aniline (X = H, F, Cl, Br, CH3, OCH3) 1b-6b were synthesized by the reaction of benzaldehyde and its substituted derivatives with 4-aminobenzoic acid using absolute ethanol as the solvent. Synthesized compounds were characterized by FT IR and 1H NMR spectroscopy, liquid crystal properties were investigated using differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) techniques. Based on the mesomorphic properties, it was proven that the compounds 2b-4b are dimorphic exhibiting a smectic and nematic phase, compounds 5b, 6b are monomorphic exhibiting a nematic phase, while compounds 1a-6a and 1b have not shown any mesophase. For compounds 1a-6a hydrogen bonding and reversing imine linkage (in comparison with compounds 1b-6b) caused the absence of their mesomorphic properties.

Synthesis of novel β-amino ketones containing a p-aminobenzoic acid moiety and evaluation of their antidiabetic activities

The synthesis of two series of β-amino ketones containing a p-aminobenzoic acid moiety (TM-1 and TM-2) using a modified protocol of the Mannich reaction is reported. The molecular structures of a total of tweenty three new target compounds were characterized by 1H NMR, 13C NMR, ESI-MS and HR-MS. Subsequently, their antidiabetic activities were screened in vitro. The α-glucodase inhibition (α-GI) activity of compound 1e reached a remarkable level of 66.50%. The peroxisome proliferator-activated receptor (PPAR) relative activation activities of six compounds are above 80%, and in particular 2i displays an unprecedentedly high PPAR of 130.91%. The structure-activity relationships of the compounds were established. 2i is also subject to further in-depth investigation.

Microwave-assisted, solvent-free, parallel syntheses and elucidation of reaction mechanism for the formation of some novel tetraaryl imidazoles of biological interest

The microwave assisted, solvent free, parallel syntheses of title compounds is described in this protocol. Twelve new tetraaryl imidazoles, which are incorporated with the chemotherapeutic pharmaco- phores, have been synthesized by adopting one pot multic