1086111-09-2

Basic information

• Product Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
• Synonyms: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole;Thiazole-5-boronic acid p...;Thiazol-5-ylboronic acid pinacol ester;2-dioxaborolan-2-yl)thiazole;5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole;5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1,3-thiazole;1,3-Thiazole-5-boronic acid, pinacol ester
• CAS NO: 1086111-09-2
• Molecular Formula: C₉H₁₄BNO₂S
• Molecular Weight: 211.08896
• Product Categories: L
• Mol File: 1086111-09-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 304.7±15.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 2.57±0.10(Predicted)
• CAS DataBase Reference: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole(1086111-09-2)
• EPA Substance Registry System: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole(1086111-09-2)

Safety Data

• Hazardous Substances Data: 1086111-09-2(Hazardous Substances Data)

Usage

General Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole is a chemical compound with the molecular formula C11H16BO2S. It is a dioxaborolane-containing thiazole derivative synthesized for use in organic reactions and chemical synthesis. 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole has potential applications in medicinal chemistry as a building block for the development of pharmaceuticals. It also has uses in materials science, particularly in the development of new polymers and other advanced materials. 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole is a valuable chemical in the field of organic chemistry and has the potential to contribute to advancements in various scientific and industrial applications.

InChI:InChI=1S/C9H14BNO2S/c1-8(2)9(3,4)13-10(12-8)7-5-11-6-14-7/h5-6H,1-4H3

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 79265-30-8 2-(trimethylsilyl)thiazole 
• 863868-37-5 2-(2,6-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 832114-00-8 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole 
• 325143-04-2 4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane 
• 1111096-19-5 2-(2,6-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5419-55-6 Triisopropyl borate 
• 3034-55-7 5-bromo-1,3-thiazole 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1826-13-7 5-phenylthiazole 
• 1175534-96-9 3-(thiazol-5-yl)benzaldehyde 
• 68535-58-0 5-(4-methoxyphenyl)thioazole 
• 252928-83-9 3-(thiazol-5-yl)benzonitrile 
• 1109226-54-1 4-(thiazol-5-yl)benzonitrile 
• 1175534-94-7 2-(thiazol-5-yl)benzonitrile 
• 1175534-98-1 5-(2-nitrophenyl)thiazole 
• 1175534-97-0 ethyl 2-(1,3-thiazol-5-yl)benzoate 
• 198904-40-4 4-(thiazol-5-yl)benzaldehyde 
• 1175534-95-8 2-(thiazol-5-yl)benzaldehyde 
• 332113-79-8 5-(4-Aminophenyl)thiazole 
• 288-47-1 1,3-thiazole 
• 1416000-30-0 2-(thiazol-5-yl)-10-(3-(trifluoromethyl)phenyl) pyrido[3,2-c][1,5]naphthyridin-9(10H)-one 

Relevant articles and documents

Convergent and Practical Synthesis of Fluorescent Triphenylamine Derivatives and Their Localization in Living Cells

In the search for new fluorescent triphenylamine (TP) derivatives, we studied the influence of the position and substitution of diverse heterocyclic substituents. A library of 10 fluorescent triphenylamines bearing either oxazoles or thiazoles and pyridiniums, substituted at different positions has been developed. The approach is based on a convergent C?H activation reaction between pyridine-oxazoles or pyridine-thiazoles and di-iodo triphenylamine. We showed that the nature and substitution pattern of the 5-membered- (oxazole, thiazole) or 6-membered heterocycle (pyridine) has a strong influence on their fluorescence properties and on their localization in living cells as they stain either the nucleus or mitochondria.

Mitigation of Acetylcholine Esterase Activity in the 1,7-Diazacarbazole Series of Inhibitors of Checkpoint Kinase 1

Checkpoint kinase 1 (ChK1) plays a key role in the DNA damage response, facilitating cell-cycle arrest to provide sufficient time for lesion repair. This leads to the hypothesis that inhibition of ChK1 might enhance the effectiveness of DNA-damaging therapies in the treatment of cancer. Lead compound 1 (GNE-783), the prototype of the 1,7-diazacarbazole class of ChK1 inhibitors, was found to be a highly potent inhibitor of acetylcholine esterase (AChE) and unsuitable for development. A campaign of analogue synthesis established SAR delineating ChK1 and AChE activities and allowing identification of new leads with improved profiles. In silico docking using a model of AChE permitted rationalization of the observed SAR. Compounds 19 (GNE-900) and 30 (GNE-145) were identified as selective, orally bioavailable ChK1 inhibitors offering excellent in vitro potency with significantly reduced AChE activity. In combination with gemcitabine, these compounds demonstrate an in vivo pharmacodynamic effect and are efficacious in a mouse p53 mutant xenograft model.

Synthesis of 5-arylthiazoles. Comparative study between Suzuki cross-coupling reaction and direct arylation

A facile synthetic route to the new thiazol-5-ylboronic acid pinacol ester was described herein. Its reactivity toward Suzuki cross-coupling reaction was studied to provide various 5-arylthiazoles. A comparative study between Suzuki cross-coupling reactio