4-Nonylphenylboronic acid Chemical Properties

Melting point:

82-85°C

Boiling point:

385.3±35.0 °C(Predicted)

Density 

0.97±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 30 mg/ml)

pka

8.72±0.16(Predicted)

form 

solid

color 

White

Water Solubility 

Insoluble in water.

BRN 

8215118

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.

CAS DataBase Reference

256383-45-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

Hazard Note 

Irritant

HS Code 

2931900090

MSDS

• Language:English Provider:ALFA

4-Nonylphenylboronic acid Usage And Synthesis

Description

Nonylbenzeneboronic acid (CAS 256383-45-6) is a potent and selective inhibitor of fatty acid amide hydrolase (FAAH, the enzyme which hydrolyzes and deactivates anandamide), IC50=9.1 nM1. Also inhibits monoacylglycerol lipase (MAGL, the enzyme which hydrolyzes 2-arachidonoyl-glycerol), IC50=7.9 μM.1

Uses

4-n-Nonylbenzeneboronic acid is a potent inhibitor of fatty acid amide hydrolase. It is also able to inhibit monoacylglycerol lipase (MAGL), which hydrolyzes 2-arachidonoyl glycerol (2-AG).

in vitro

4-(n-nonyl) benzeneboronic acid was synthezed as a potent inhibitor of faah, with an ic50 of 9.1 nm. 4-(n-nonyl) benzeneboronic acid was also found to be able to inhibit magl, which could hydrolyze 2-arachidonoyl glycerol, but at around 1000-fold higher concentration. moreover, it was found that as the most potent para-substituted compound, 4-(n-nonyl) benzeneboronic acid showed rather high pka of 9.1. in addition, the molecular docking was utilized to gain insight on the faah binding mode of 4-(n-nonyl) benzeneboronic acid and a putative binding mode was observed [1].

IC 50

9.1 nm

References

1) Minkkila?et al.?(2008),?Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase; J. Med. Chem.,?51?7057

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