1219741-54-4

Basic information

• Product Name: 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-2-OL
• Synonyms: 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-2-OL;4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-2-ol;2-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenol
• CAS NO: 1219741-54-4
• Molecular Formula: C₁₈H₂₁BO₃
• Molecular Weight: 296.16854
• Mol File: 1219741-54-4.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-2-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-2-OL(1219741-54-4)
• EPA Substance Registry System: 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-2-OL(1219741-54-4)

Safety Data

• Hazardous Substances Data: 1219741-54-4(Hazardous Substances Data)

Usage

General Description

The chemical "4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-2-OL" is a compound consisting of a biphenyl structure with a boron-containing dioxaborolane ring attached at the 4' position. It also contains a hydroxyl group attached at the 2 position of the biphenyl structure. This chemical is likely to have a variety of potential applications due to its unique structure, including use as a building block in organic synthesis or as a ligand in coordination chemistry. The specific properties and potential uses of this compound would need to be further investigated through experimentation and analysis.

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 645388-69-8 6-methoxy-2-phenyl-3,4-dihydroisoquinolin-1(2H)-one 
• 89466-08-0 2-hydroxyphenyl boronic acid 
• 861395-10-0 N-sec-butyl-3,5-di-tert-butyl-salicylaldimine 
• 34999-03-6 N-[(thiophen-2-yl)methyl]pyridine-2-carboxamide 
• 21849-89-8 4′-bromo-[1,1′-biphenyl]-2-ol 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1219741-75-9 methyl 5-[(6-fluoro-5-(2'-hydroxybiphenyl-4-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]-2-methylbenzoate 
• 1467061-12-6 methyl 6-bromo-5-(2'-hydroxybiphenyl-4-yl)-1H-indole-3-carboxylate 
• 1467058-99-6 6-chloro-5-(2'-hydroxy-[1,1'-biphenyl]-4-yl)-1H-indazole-3-carboxylic acid 
• 1467058-65-6 6-chloro-5-(2′-hydroxybiphenyl-4-yl)-1H-indole-3-carboxylic acid 
• 1467061-11-5 methyl 6-chloro-5-(2′-hydroxybiphenyl-4-yl)-1H-indole-3-carboxylate 
• 1224841-17-1 tert-butyl 2-(6-chloro-5-(2'-hydroxybiphenyl-4-yl)-1H-benzo[d]imidazol-2-ylthio)acetate 

Relevant articles and documents

Discovery of an Acrylic Acid Based Tetrahydroisoquinoline as an Orally Bioavailable Selective Estrogen Receptor Degrader for ERα+ Breast Cancer

Tetrahydroisoquinoline 40 has been identified as a potent ERα antagonist and selective estrogen receptor degrader (SERD), exhibiting good oral bioavailability, antitumor efficacy, and SERD activity in vivo. We outline the discovery and chemical optimization of the THIQ scaffold leading to THIQ 40 and showcase the racemization of the scaffold, pharmacokinetic studies in preclinical species, and the in vivo efficacy of THIQ 40 in a MCF-7 human breast cancer xenograft model.

AMPK ACTIVATORS

This disclosure is directed, at least in part, to AMPK activators useful for the treatment of conditions or disorders associated with AMPK. In some embodiments, the condition or disorder is associated with the gut-brain axis. In some embodiments, condition or disorder is associated with systemic infection and inflammation from having a leaky gut barrier. In some embodiments, the AMPK activators are gut-restricted compounds. In some embodiments, the AMPK activators are agonists or partial agonists.

Hit-to-Lead Optimization and Discovery of 5-((5-([1,1′-Biphenyl]-4-yl)-6-chloro-1H-benzo[d]imidazol-2-yl)oxy)-2-methylbenzoic Acid (MK-3903): A Novel Class of Benzimidazole-Based Activators of AMP-Activated Protein Kinase

AMP-activated protein kinase (AMPK) plays an essential role as a cellular energy sensor and master regulator of metabolism in eukaryotes. Dysregulated lipid and carbohydrate metabolism resulting from insulin resistance leads to hyperglycemia, the hallmark of type 2 diabetes mellitus (T2DM). While pharmacological activation of AMPK is anticipated to improve these parameters, the discovery of selective, direct activators has proven challenging. We now describe a hit-to-lead effort resulting in the discovery of a potent and selective class of benzimidazole-based direct AMPK activators, exemplified by 5-((5-([1,1′-biphenyl]-4-yl)-6-chloro-1H-benzo[d]imidazol-2-yl)oxy)-2-methylbenzoic acid, 42 (MK-3903). Compound 42 exhibited robust target engagement in mouse liver following oral dosing, leading to improved lipid metabolism and insulin sensitization in mice.