4-Nonylphenylboronic acid

CAS NO.：256383-45-6
Empirical Formula: C15H25BO2
Molecular Weight: 248.17
MDL number: MFCD02093070
EINECS: 000-000-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-07 21:39:59

What is 4-Nonylphenylboronic acid?

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

The Uses of 4-Nonylphenylboronic acid

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].

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

Properties of 4-Nonylphenylboronic acid

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)
form	solid
pka	8.72±0.16(Predicted)
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 for 4-Nonylphenylboronic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.