874297-80-0

Basic information

• Product Name: 1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA
• Synonyms: 4-(3-CYCLOPENTYLLUREIDO)PHENYLBORONIC ACID, PINACOL ESTER;1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA;4-(3-Cyclopentylureido)benzeneboronic acid, pinacol ester;4-[(Cyclopentylcarbamoyl)amino]benzeneboronic acid, pinacol ester;4-[(Cyclopentylcarbamoyl)amino]benzeneboronic acid, pinacol ester 95%;4-(3-Cyclopentyllureido)phenylboronic acid,pinacol;4-[(Cyclopentylcarbamoyl)amino]benzeneboronicacid,pinacolester95%;4-[(Cyclopentylcarbamoyl)amino]benzeneboronic acid
• CAS NO: 874297-80-0
• Molecular Formula: C₁₈H₂₇BN₂O₃
• Molecular Weight: 330.23
• Product Categories: blocks;BoronicAcids
• Mol File: 874297-80-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 444.1 °C at 760 mmHg
• Flash Point: 222.4 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 4.38E-08mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA(874297-80-0)
• EPA Substance Registry System: 1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA(874297-80-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 874297-80-0(Hazardous Substances Data)

Usage

General Description

1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA is a chemical compound that belongs to the class of urea derivatives. It has a cyclopentyl group attached to the urea moiety, and a phenyl ring with a dioxaborolane group as a substituent. 1-CYCLOPENTYL-3-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]UREA has potential applications in medicinal chemistry, as urea derivatives have been studied for their biological activities such as antitumor, antifungal, and antiviral properties. The presence of the dioxaborolane group also makes this compound interesting for potential use in organic synthesis and as a building block for other chemical compounds.

InChI:InChI=1/C18H27BN2O3/c1-17(2)18(3,4)24-19(23-17)13-9-11-15(12-10-13)21-16(22)20-14-7-5-6-8-14/h9-12,14H,5-8H2,1-4H3,(H2,20,21,22)

Upstream product

• 4747-71-1 cyclopentyl isocyanate 
• 214360-73-3 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline 
• 1003-03-8 Cyclopentamine 

Relevant articles and documents

Discovery of N-(4-(3-amino-1H-indazol-4-yl)phenyl)-N′-(2-fluoro-5- methylphenyl)urea (ABT-869), a 3-aminoindazole-based orally active multitargeted receptor tyrosine kinase inhibitor

In our continued efforts to search for potent and novel receptor tyrosine kinase (RTK) inhibitors as potential anticancer agents, we discovered, through a structure-based design, that 3-aminoindazole could serve as an efficient hinge-binding template for kinase inhibitors. By incorporating an N,N′-diaryl urea moiety at the C4-position of 3-aminodazole, a series of RTK inhibitors were generated, which potently inhibited the tyrosine kinase activity of the vascular endothelial growth factor receptor and the platelet-derived growth factor receptor families. A number of compounds with potent oral activity were identified by utilizing an estradiol-induced mouse uterine edema model and an HT1080 human fibrosarcoma xenograft tumor model. In particular, compound 17p (ABT-869) was found to possess favorable pharmacokinetic profiles across different species and display significant tumor growth inhibition in multiple preclinical animal models.