1073354-99-0

Basic information

• Product Name: 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER
• Synonyms: 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan- 2-yl)-pyridin-3-ylamine;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine;3-AMinopyridin-5-ylboronic acid pinacol ester;5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinaMine;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-;5-AMINOPYRIDINE-3-BORONIC ACID, PICOL ESTER;(5-AMINOPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
• CAS NO: 1073354-99-0
• Molecular Formula: C₁₁H₁₇BN₂O₂
• Molecular Weight: 220.08
• Mol File: 1073354-99-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 388.5±27.0 °C(Predicted)
• Appearance: /
• Density: 1.09
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 6.16±0.22(Predicted)
• CAS DataBase Reference: 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER(1073354-99-0)
• EPA Substance Registry System: 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER(1073354-99-0)

Safety Data

• Hazard Codes: C,T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 1073354-99-0(Hazardous Substances Data)

Usage

General Description

5-Aminopyridine-3-boronic acid, pinacol ester is a chemical compound that is commonly used in organic synthesis and medicinal chemistry. It is a boronic acid derived from 5-aminopyridine and is commonly used as a reagent in Suzuki coupling reactions to form carbon-carbon bonds. 5-AMINOPYRIDINE-3-BORONIC ACID, PINACOL ESTER is also known for its potential use in the treatment of neurological disorders, particularly as a potential therapy for multiple sclerosis and Lambert-Eaton myasthenic syndrome. Additionally, it has been studied for its potential applications in fluorescent imaging and as a tool to study biological systems.

Upstream product

• 15862-30-3 3-bromo-5-nitro-pyridine 
• 73183-34-3 bis(pinacol)diborane 
• 13535-01-8 3-amino-5-bromopyridine 

Downstream Products

• 1245745-55-4 [2,3']bipyridinyl-5'-ylamine 
• 1226415-45-7 5-(thiophen-2-yl)pyridin-3-amine 

Relevant articles and documents

Development of novel 2,4-bispyridyl thiophene–based compounds as highly potent and selective Dyrk1A inhibitors. Part I: Benzamide and benzylamide derivatives

The protein kinase Dyrk1A modulates several processes relevant to the development or progression of Alzheimer's disease (AD), e. g. through phosphorylation of tau protein, amyloid precursor protein (APP) as well as proteins involved in the regulation of alternative splicing of tau pre-mRNA. Therefore, Dyrk1A has been proposed as a potential target for the treatment of AD. However, the co-inhibition of other closely related kinases of the same family of protein kinases (e.g. Dyrk1B and Dyrk2) or kinases from other families such as Clk1 limits the use of Dyrk1A inhibitors, as this may cause unpredictable side effects especially over long treatment periods. Herein, we describe the design and synthesis of a series of amide functionalized 2,4-bispyridyl thiophene compounds, of which the 4-fluorobenzyl amide derivative (31b) displayed the highest potency against Dyrk1A and remarkable selectivity over closely related kinases (IC50: Dyrk1A = 14.3 nM; Dyrk1B = 383 nM, Clk1 > 2 μM). This degree of selectivity over the frequently hit off-targets has rarely been achieved to date. Additionally, 31b inhibited Dyrk1A in intact cells with high efficacy (IC50 = 79 nM). Furthermore, 31b displayed a high metabolic stability in vitro with a half-life of 2 h. Altogether, the benzamide and benzylamide extension at the 2,4-bispyridyl thiophene core improved several key properties, giving access to compound suitable for future in vivo studies.

Method for synthesizing aminopyridine borate

The invention discloses a method for synthesizing aminopyridine boronate. According to the method, after nitryl-halogenated pyridine is subjected to Suzuki coupling with metal palladium and bis(glycolato)diboron and simple filtration is performed, hydrogen is directly introduced for reduction, and the product is obtained. Through the operation of the method, the situation is avoided that in the product, the other half of bisdiboron removed during coupling and aminopyridine form a complex compound; the obtained product is high in purity and yield.

SULFONAMIDE COMPOUNDS AND USES AS TNAP INHIBITORS

Described herein are compounds that modulate the activity of TNAP. In some embodiments, the compounds described herein inhibit TNAP. In certain embodiments, the compounds described herein are useful in the treatment of conditions associated with hyper- mineralization.