659742-21-9

Basic information

• Product Name: 6-Methylpyridine-3-boronic Acid
• Synonyms: 2-METHYL-5-PYRIDINYLBORONIC ACID;2-METHYLPYRIDINE-5-BORONIC ACID;(6-METHYLPYRIDIN-3-YL)BORONIC ACID;6-METHYLPYRIDINE-3-BORONIC ACID;Boronicacid,(6-methyl-3-pyridinyl);Boronic acid, (6-methyl-3-pyridinyl)- (9CI);6-Methylpyridine-3-Boronic;2-Methylpyridin-5-ylboronic acid
• CAS NO: 659742-21-9
• Molecular Formula: C₆H₈BNO₂
• Molecular Weight: 136.94
• EINECS: 1308068-626-2
• Product Categories: PYRIDINE;blocks;BoronicAcids;Pyridines;Boronate Ester;Boronic Acid;Potassium Trifluoroborate
• Mol File: 659742-21-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 294.7 °C at 760 mmHg
• Flash Point: 132 °C
• Appearance: White to pale brown/Powder
• Density: 1.18 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.27±0.10(Predicted)
• CAS DataBase Reference: 6-Methylpyridine-3-boronic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methylpyridine-3-boronic Acid(659742-21-9)
• EPA Substance Registry System: 6-Methylpyridine-3-boronic Acid(659742-21-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 659742-21-9(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white solid

Uses

Different sources of media describe the Uses of 659742-21-9 differently. You can refer to the following data:
1. 6-Methylpyridine-3-boronic Acid is used in the preparation of various biologically active compound such as phosphoinositide-3-kinases (PI3K) and c-jun N-terminal kinase (JNK) inhibitors.
2. suzuki reaction

InChI:InChI=1/C6H8BNO2/c1-5-2-3-6(4-8-5)7(9)10/h2-4,9-10H,1H3

Upstream product

• 1121-78-4 5-Hydroxy-2-methylpyridine 
• 3430-13-5 5-bromo-2-methylpyridine 
• 5419-55-6 Triisopropyl borate 
• 111770-91-3 (6-methylpyridin-3-yl)trifluoromethanesulfonate 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 638219-10-0 6-(1-methanesulfonyl-1-methyl-ethyl)-8-[3-(6-methyl-pyridin-3-yl)-phenyl]-quinoline 
• 849757-67-1 3-chloro-2-(6-methylpyridin-3-yl)pyridine 
• 1616597-92-2 2-(2-isopropylphenyl)-5-methyl-N-(4-(6-methylpyridin-3-yl)benzyl)pyrimidin-4-amine 
• 202409-33-4 etoricoxib 
• 1032314-38-7 N-(2-methyl-5-nitrophenyl)-4-(6-methyl-3-pyridyl)-2-pyrimidineamine 
• 1032314-85-4 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(6-methylpyridin-3-yl)-2-pyrimidinyl]amino]-phenyl]benzamide 
• 1383798-69-3 (+/-)-3-(6-(3-methyl-1-(4-(6-methylpyridin-3-yl)phenyl)butylamino)nicotinamido)propanoic acid 
• 1350643-75-2 8-(6-methylpyridin-3-yl)-2-phenyl-3-((S)-l-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)ethyl)isoquinolin-1(2H)-one 
• 1312019-16-1 1-benzenesulfonyl-2-[2-cyclopentyl-1-(6-methyl-pyridin-3-yl)-vinyl]-1H-pyrrolo[2,3-b]pyridine 
• 1296770-93-8 1-methyl-3-(2-azidophenyl)-6-methylpyridinium triflate 
• 1296770-69-8 3-(2-azidophenyl)-6-methylpyridine 
• 1296770-61-0 3-(2-aminophenyl)-6-methylpyridine 

Relevant articles and documents

A novel inhibitor of inducible NOS dimerization protects against cytokine-induced rat beta cell dysfunction

Background and Purpose: Beta cell apoptosis is a major feature of type 1 diabetes, and pro-inflammatory cytokines are key drivers of the deterioration of beta cell mass through induction of apoptosis. Mitochondrial stress plays a critical role in mediating apoptosis by releasing cytochrome C into the cytoplasm, directly activating caspase-9 and its downstream signalling cascade. We aimed to identify new compounds that protect beta cells from cytokine-induced activation of the intrinsic (mitochondrial) pathway of apoptosis. Experimental Approach: Diabetogenic media, composed of IL-1β, IFN-γ and high glucose, were used to induce mitochondrial stress in rat insulin-producing INS1E cells, and a high-content image-based screen of small molecule modulators of Casp9 pathway was performed. Key Results: A novel small molecule, ATV399, was identified from a high-content image-based screen for compounds that inhibit cleaved caspase-9 activation and subsequent beta cell apoptosis induced by a combination of IL-1β, IFN-γ and high glucose, which together mimic the pathogenic diabetic milieu. Through medicinal chemistry optimization, potency was markedly improved (6–30 fold), with reduced inhibitory effects on CYP3A4. Improved analogues, such as CAT639, improved beta cell viability and insulin secretion in cytokine-treated rat insulin-producing INS1E cells and primary dispersed islet cells. Mechanistically, CAT639 reduced the production of NO by allosterically inhibiting dimerization of inducible NOS (iNOS) without affecting its mRNA levels. Conclusion and Implications: Taken together, these studies demonstrate a successful phenotypic screening campaign resulting in identification of an inhibitor of iNOS dimerization that protects beta cell viability and function through modulation of mitochondrial stress induced by cytokines.

BI-ARYL AMINOTETRALINES

The invention is concerned with the compounds of formula I: and pharmaceutically acceptable salts and esters thereof, wherein R1-R5, A, B, Q, W, and X are defined in the detailed description and claims. In addition, the present invention relates to methods of manufacturing and using the compounds of formula I as well as pharmaceutical compositions containing such compounds. The compounds of formula I are antagonists at the CRTH2 receptor and may be useful in treating diseases and disorders associated with that receptor such as asthma.

AMIDE COMPOUNDS AS ION CHANNEL LIGANDS AND USES THEREOF

Compounds are disclosed that have a formula represented by the following: The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.