182355-39-1

Basic information

• Product Name: 2-BIPHENYL-(2'-METHOXY)ACETIC ACID
• Synonyms: 2'-Methoxy-biphenyl-2-acetic acid
• CAS NO: 182355-39-1
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.273
• Mol File: 182355-39-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 399.3°Cat760mmHg
• Flash Point: 149.8°C
• Appearance: /
• Density: 1.175g/cm³
• PKA: 4.24±0.10(Predicted)
• CAS DataBase Reference: 2-BIPHENYL-(2'-METHOXY)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BIPHENYL-(2'-METHOXY)ACETIC ACID(182355-39-1)
• EPA Substance Registry System: 2-BIPHENYL-(2'-METHOXY)ACETIC ACID(182355-39-1)

Safety Data

• Hazardous Substances Data: 182355-39-1(Hazardous Substances Data)

Usage

General Description

2-BIPHENYL-(2'-METHOXY)ACETIC ACID, also known as benzhydryl 2-methoxyacetic acid, is a chemical compound with the molecular formula C15H14O3. It is a white crystalline solid that is used as a chiral auxiliary in the synthesis of pharmaceuticals and other organic compounds. It is also used as a ligand in catalytic asymmetric synthesis. 2-BIPHENYL-(2'-METHOXY)ACETIC ACID has potential biological activity and has been studied for its potential use in the treatment of various medical conditions, including inflammation, pain, and cardiovascular diseases. Additionally, it has been shown to have antioxidant and anti-inflammatory properties, making it a potentially valuable compound for medical and scientific research.

Upstream product

• 2178-24-7 ethyl 2-(2-bromophenyl)ethanoate 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 18698-96-9 o-iodophenylacetic acid 
• 736143-45-6 methyl (2'-methoxybiphenyl-2-yl)acetate 
• 182355-36-8 (2'-methoxy)biphenyl-2-yl acetonitrile 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 63506-57-0 [2'-methoxy-(1,1'-biphenyl)-2-yl]methanol 
• 63506-59-2 2'-Chloromethyl-2-methoxy-biphenyl 
• 63506-58-1 2'-methoxy-biphenyl-2-carboxylic acid methyl ester 
• 2005-10-9 6H-benzo[c]chromen-6-one 

Relevant articles and documents

Identification of 2-(2′-fluoro-[1,1′-biphenyl]-2-yl)acetamide as a Sodium Valproate-like broad spectrum anti-epileptic drug candidate

By further optimizing compound A [2′-fluoro-N-methyl-[1,1′-biphenyl]-2-sulfonamide], we identified DSP-0565 [2-(2′-fluoro-[1,1′-biphenyl]-2-yl)acetamide, 17a] as a strong, broad-spectrum anti-epileptic drug (AED) candidate. Our efforts mainly focused on finding an alternative polar group for the sulfonamide in order to improve ADME profile of compound A including good metabolic stability and no reactive metabolic production. This led to the identification of biphenyl acetamide as a new scaffold for development of broad-spectrum AED candidates. DSP-0565 showed anti-convulsant activity in various models (scPTZ, MES, 6 Hz and amygdala kindling) with good safety margin, and was therefore selected as a clinical candidate.

Magnetic nanoparticles as an orthogonal support of polymer resins: Applications to solid-phase Suzuki cross-coupling reactions

Most of the reactants immobilized on conventional solid-phase resins are buried inside the interiors of lightly cross-linked polystyrene beads. An orthogonal support of solid-phase resins needs to be small enough to penetrate the interpolymeric chain spaces of a swollen resin to reach reaction sites. In this paper, we report the use of magnetic nanoparticles (～4 nm) as an orthogonal matrix to assist solid-phase reactions. A magnetic nanoparticle-supported homogeneous Pd catalyst was employed for promoting the Suzuki cross-coupling of an aryl halide on resins and an excessive arylboronic acid in solution. The workup separating three components (the catalyst, product, and remaining arylborate) is a chromatography-free process. The Pd catalyst was magnetically isolated and recycled from the reaction mixture by applying an external magnetic field. Then, a filtration process was followed to recover the excess borate reagent from the resins/product. Our work here presents the first example of an orthogonal matrix of solid-phase resins and shows the promise of employing nanomaterials in organic synthesis.

A new approach to the synthesis of 4,5-dioxoaporphine alkaloids from preformed biaryl bond precursors

The synthesis of cepharadione-B and 2-demethoxy analogues is described. Starting from fluorenones, ring C was formed by cyclization of (biphenyl-2-yl)acetyl morpholines under Bischler-Napieralsky conditions. The photochemistry of chloroacetamides was used to form ring B. The cytotoxicity of these compounds on several tumor cell lines was evaluated.