92-89-7

Basic information

• Product Name: 4'-nitro[1,1'-biphenyl]-4-carboxylic acid
• Synonyms: 4-(4-Nitrophenyl)benzic acid;1,1'-BIPHENYL]-4-NITRO-4'-CARBOXYLIC ACID;4'-Nitro-(1,1'-biphenyl)-4-carboxylate;4-(4-Nitrophenyl)benzoic acid
• CAS NO: 92-89-7
• Molecular Formula: C₁₃H₉NO₄
• Molecular Weight: 243.21486
• EINECS: 202-201-0
• Mol File: 92-89-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 350°
• Boiling Point: 450.2±28.0 °C(Predicted)
• Appearance: /
• Density: 1.358±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.94±0.10(Predicted)
• CAS DataBase Reference: 4'-nitro[1,1'-biphenyl]-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-nitro[1,1'-biphenyl]-4-carboxylic acid(92-89-7)
• EPA Substance Registry System: 4'-nitro[1,1'-biphenyl]-4-carboxylic acid(92-89-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 92-89-7(Hazardous Substances Data)

Usage

Uses

4''-Nitro[1,1''-biphenyl]-4-carboxylic Acid is an intermediate used in the synthesis of substituted biphenyl carboxylic acids, biphenylylacetic acids and aminobiphenyls.

Upstream product

• 2143-88-6 4-nitro-4'-methyl-1,1'-biphenyl 
• 5730-75-6 4'-nitro-1,1'-biphenyl-4-carboxylic acid methyl ester 
• 7697-37-2 nitric acid 
• 92-92-2 biphenyl-4-carboxylic acid 
• 398-36-7 1-phenyl-4-(trifluoromethyl)benzene 
• 3842-58-8 4-cyclohexylbiphenyl 
• 92-93-3 1-phenyl-4-nitrobenzene 
• 6242-99-5 ethyl 4'-nitro-(1,1'-biphenyl)-4-carboxylate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 24067-17-2 4-nitrophenylboronic acid 
• 586-76-5 4-Bromobenzoic acid 
• 135-69-3 4-acetyl-4'-nitrobiphenyl 
• 636-98-6 p-nitrobenzene iodide 
• 14047-29-1 4-carboxyphenylboronic acid 

Downstream Products

• 1618680-58-2 trans-Mo₂(2,4,6-triisopropylbenzoate)2(O₂CBPhNO₂)2 

Relevant articles and documents

Organic Solvent-Free, Pd(II)-Salan Complex-Catalyzed Synthesis of Biaryls via Suzuki-Miyaura Cross-Coupling in Water and Air

With use of a Pd(II)-sulfosalan complex as a water-soluble catalyst, we have developed an efficient synthesis of biaryls via Suzuki-Miyaura cross-coupling in water under aerobic conditions. The water-insoluble target molecules were isolated by simple filtration in analytical purity after washing with 0.01 M aqueous HCl (20 examples). In most cases, palladium contamination was below 5 ppm considered acceptable for active pharmaceutical ingredients. The established method is scalable, reproducible, and provides biaryl products in isolated yields up to 91%.

Design, synthesis and evaluation of novel diaryl urea derivatives as potential antitumor agents

A novel series of diaryl ureas containing different linker groups were designed and synthesized. Their in vitro antitumor activity against MX-1, A375, HepG2, Ketr3 and HT-29 was evaluated using the standard MTT assay. Compounds having a rigid linker group such as vinyl, ethynyl and phenyl showed significant inhibitory activity against a variety of cancer cell lines. Specifically, compound 23 with a phenyl linker group demonstrated broad-spectrum antitumor activity with IC50 values of 5.17-6.46 μM against five tested tumor cell lines. Compound 23 is more potent than reference drug sorafenib (8.27-15.2 μM), representing a promising lead for further optimization.

Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)

Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in nonpeptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups.