1083326-71-9

Basic information

• Product Name: N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide
• Synonyms: N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide;5-(Cyclopropanesulfonamido)-6-methoxypyridine-3-boronic acid pinacol ester;N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinyl]cyclopropanesulfonamide
• CAS NO: 1083326-71-9
• Molecular Formula: C₁₅H₂₃BN₂O₅S
• Molecular Weight: 354.22952
• Mol File: 1083326-71-9.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide(1083326-71-9)
• EPA Substance Registry System: N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide(1083326-71-9)

Safety Data

• Hazardous Substances Data: 1083326-71-9(Hazardous Substances Data)

Usage

General Description

N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide is a chemical compound that belongs to the sulfonamide family. It contains a cyclopropane ring and a pyridine ring with a methoxy group attached to the pyridine ring. Additionally, it has a dioxaborolane group attached to the pyridine ring. N-(2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonaMide has potential applications in medicinal chemistry and drug development due to its unique structure and potential biological activities. It may be used as a building block for the synthesis of various pharmaceutical compounds. This chemical's molecular structure allows it to potentially interact with biological systems in a specific and significant manner, making it an interesting and potentially valuable target for further research and development.

Upstream product

• 1083326-05-9 N-(5-bromo-2-methoxy-pyridine-3-yl)cyclopropyl-sulfonamide 
• 73183-34-3 bis(pinacol)diborane 
• 884495-39-0 5-bromo-2-(methyloxy)-3-pyridinamine 
• 152684-30-5 5-bromo-2-methoxy-3-nitropyridine 
• 67443-38-3 5-bromo-2-chloro-3-nitropyridine 
• 893440-50-1 2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine 
• 139631-62-2 cyclopropanesulfonyl chloride 
• 1083168-94-8 2-methoxy-3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) pyridine 

Downstream Products

• 1366129-44-3 N-[5-{2-amino-3-[4-(ethylsulfonyl)phenyl]-6-quinolinyl}-2-(methyloxy)-3-pyridinyl]cyclopropanesulfonamide 
• 1416335-31-3 N-(5-(2-amino-1-(4-morpholinophenyl)-1H-benzo[d]imidazol-6-yl)-2-methoxypyridin-3-yl)cyclopropanesulfonamide 

Relevant articles and documents

SYNTHESIS, CHARACTERIZATION, CRYSTAL STRUCTURE, AND DFT STUDY OF N-(2-METHOXY-5- (4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) PYRIDIN-3-YL)CYCLOPROPANESULFONAMIDE

Abstract: N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)cyclopropanesulfonamide is an organic intermediate with borate and sulfonamide groups, which can be synthesized through nucleophilic and amidation reactions. In this article, we characterize the structure of the title compound by 1H?and 13C NMR, IR, MS, and single crystal X-ray diffraction of the title compound for crystallographic and conformational analyses. The comparison of the actual value with the value calculated by density functional theory (DFT) shows that the crystal structures obtained by the two methods are consistent. On this basis, DFT is used to study the molecular electrostatic potential and frontier molecular orbitals of the title compound to further clarify certain physical and chemical properties of the compound. [Figure not available: see fulltext.]

Discovery and Optimization of 2-Amino-4-methylquinazoline Derivatives as Highly Potent Phosphatidylinositol 3-Kinase Inhibitors for Cancer Treatment

Increased phosphatidylinositol 3-kinase (PI3K) signaling is among the most common alterations in cancer, spurring intensive efforts to develop new cancer therapeutics that target this pathway. In this work, we discovered a series of novel 2-amino-4-methylquinazoline derivatives through a hybridization and subsequent scaffold hopping approach that were highly potent class I PI3K inhibitors. Lead optimization resulted in several promising compounds (e.g., 19, 20, 37, and 43) with nanomolar PI3K potencies, prominent antiproliferative activities, favorable PK profiles, and robust in vivo antitumor efficacies. More interestingly, compared with 19 and 20, 37 and 43 demonstrated improved brain penetration and in vivo efficacy in an orthotopic glioblastoma xenograft model. Furthermore, preliminary safety assessments including hERG channel inhibition, AMES, CYP450 inhibition, and single-dose toxicity were performed to characterize their toxicological properties.

PI3 kinase modulators and methods of use thereof, and use thereof

The invention belongs to the field of medicines, concretely relates to a compound for treating cancer, a composition and an application of the composition and particularly relates to a PI3 kinase regulator as well as a use method and application of the PI3 kinase regulator. The invention provides a compound as shown in the formula (I), a pharmaceutically accepted salt of the compound and a pharmaceutical preparation of the compound, wherein the compound is used for regulating the activity of protein kinase and intercellular or intracellular signal response. The invention also relates to a pharmaceutical composition containing the compound and a method for treating high-proliferative diseases of mammals and particularly human beings by using the pharmaceutical composition as shown in the formula (I).