612-87-3

Basic information

• Product Name: m,m'-Dicarboxybiphenyl
• Synonyms: m,m'-Dicarboxybiphenyl;3-(3-Carboxyphenyl)benzoic acid;1,1'-Biphenyl-3,3'-dicarboxylic acid;3,3'-Bibenzoic acid;3,3'-Diphenic acid;Biphenyl-3,3'-dicarboxylic acid
• CAS NO: 612-87-3
• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23
• Mol File: 612-87-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 330-332 °C
• Boiling Point: 524.4±43.0 °C(Predicted)
• Appearance: /
• Density: 1.347±0.06 g/cm3(Predicted)
• PKA: 3.77±0.10(Predicted)
• CAS DataBase Reference: m,m'-Dicarboxybiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: m,m'-Dicarboxybiphenyl(612-87-3)
• EPA Substance Registry System: m,m'-Dicarboxybiphenyl(612-87-3)

Safety Data

• Hazardous Substances Data: 612-87-3(Hazardous Substances Data)

Usage

General Description

m,m'-Dicarboxybiphenyl is a type of organic compound that belongs to the family of biphenyls and polyphenyls. It's distinguished by the presence of two carboxyl groups directly attached to the biphenyl component. m,m'-Dicarboxybiphenyl is categorized by chemists as a relatively stable, solid crystalline organic substance. It displays characteristic properties which are typical of dicarboxylic acids. Applications of m,m'-dicarboxybiphenyl include its use as a precursor or intermediate in various chemical reactions and in the synthesis of certain polymers. The chemical symbol for m,m’-Dicarboxybiphenyl is C14H10O4.

Upstream product

• 914-20-5 [1,1']bianthryl-9,10,9',10'-tetraone 
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• 34237-98-4 3,3'-dibromo-[1,1'-biphenyl]-4,4'-diamine 

Downstream Products

• 303730-26-9 3,3'-dicarbethoxybiphenyl 
• 1029978-09-3 biphenyl-3,3'-dicarboxylic acid bis(2,5-dioxopyrrolidin-1-yl) ester 
• 1092688-50-0 C₈₀H₄₈B₂N₆O₄ 
• 53172-65-9 [3'-(4-tert-Butyl-benzoyl)-biphenyl-3-yl]-(4-tert-butyl-phenyl)-methanone 
• 1751-97-9 biphenyl-3,3'-dicarboxylic acid dimethyl ester 
• 172603-96-2 3,3'-dibenzoylbiphenyl dihydrazone 
• 172603-95-1 biphenyl-3,3'-diylbis(phenyldiazomethane) 
• 53172-64-8 3,3'-dibenzoylbiphenyl 

Relevant articles and documents

Elaboration of a benzofuran scaffold and evaluation of binding affinity and inhibition of Escherichia coli DsbA: A fragment-based drug design approach to novel antivirulence compounds

Bacterial thiol-disulfide oxidoreductase DsbA is essential for bacterial virulence factor assembly and has been identified as a viable antivirulence target. Herein, we report a structure-based elaboration of a benzofuran hit that bound to the active site groove of Escherichia coli DsbA. Substituted phenyl groups were installed at the 5- and 6-position of the benzofuran using Suzuki-Miyaura coupling. HSQC NMR titration experiments showed dissociation constants of this series in the high μM to low mM range and X-ray crystallography produced three co-structures, showing binding in the hydrophobic groove, comparable with that of the previously reported benzofurans. The 6-(m-methoxy)phenyl analogue (2b), which showed a promising binding pose, was chosen for elaboration from the C-2 position. The 2,6-disubstituted analogues bound to the hydrophobic region of the binding groove and the C-2 groups extended into the more polar, previously un-probed, region of the binding groove. Biochemical analysis of the 2,6-disubsituted analogues showed they inhibited DsbA oxidation activity in vitro. The results indicate the potential to develop the elaborated benzofuran series into a novel class of antivirulence compounds.