849934-95-8

Basic information

• Product Name: Benzeneacetic acid, 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
• CAS NO: 849934-95-8
• Molecular Formula: C15H20BClO4
• Molecular Weight: 310.585
• Mol File: 849934-95-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester(849934-95-8)
• EPA Substance Registry System: Benzeneacetic acid, 2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester(849934-95-8)

Safety Data

• Hazardous Substances Data: 849934-95-8(Hazardous Substances Data)

Upstream product

• 89794-02-5 4-bromo-2-chlorotoluene 
• 89720-77-4 4-bromo-1-bromomethyl-2-chlorobenzene 
• 916516-89-7 2-(4-bromo-2-chlorophenyl)acetic acid 
• 185315-48-4 (4-bromo-2-chlorophenyl)methanol 
• 59748-90-2 4-Bromo-2-chloro-benzoic Acid 
• 849934-94-7 methyl 2-(4-bromo-2-chlorophenyl)acetate 
• 73183-34-3 bis(pinacol)diborane 
• 67197-54-0 2-(4-bromo-2-chlorophenyl)acetonitrile 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 

Downstream Products

• 1433193-87-3 2-chloro-6-(2-chloro-4-(6-methylpyrazin-2-yl)phenyl)-8-ethylpyrido[2,3-d]pyrimidin-7(8H)-one 
• 1432908-05-8 6-(2-chloro-4-(6-methylpyrazin-2-yl)phenyl)-8-ethyl-2-((2-(1-methylpiperidin-4-yl)ethyl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one 
• 1432910-06-9 methyl 2-(2-chloro-4-(6-methylpyrazin-2-yl)phenyl)acetate 
• 1428759-62-9 C₃₃H₃₂ClN₇O₂ 
• 1428760-94-4 4-(3-chloro-4-(2-chloro-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)-N-methylpicolinamide 
• 1428760-95-5 [2-chloro-4-(2-methylcarbamoylpyridin-4-yl)phenyl]acetic acid methyl ester 

Relevant articles and documents

An optimized synthesis of the potent and selective Pak1 inhibitor FRAX-1036

FRAX-1036 is a p21-activated kinase I inhibitor of significant interest to cancer biologists yet no commercial providers or detailed procedures are available. In this Letter, we chronicle the optimized synthesis of FRAX-1036, one of the most specific Pak1

Design of Selective PAK1 Inhibitor G-5555: Improving Properties by Employing an Unorthodox Low-pKa Polar Moiety

Signaling pathways intersecting with the p21-activated kinases (PAKs) play important roles in tumorigenesis and cancer progression. By recognizing that the limitations of FRAX1036 (1) were chiefly associated with the highly basic amine it contained, we devised a mitigation strategy to address several issues such as hERG activity. The 5-amino-1,3-dioxanyl moiety was identified as an effective means of reducing pKa and logP simultaneously. When positioned properly within the scaffold, this group conferred several benefits including potency, pharmacokinetics, and selectivity. Mouse xenograft PK/PD studies were carried out using an advanced compound, G-5555 (12), derived from this approach. These studies concluded that dose-dependent pathway modulation was achievable and paves the way for further in vivo investigations of PAK1 function in cancer and other diseases.

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