2-Bromo-4'-hydroxyacetophenone Chemical Properties

Melting point:

123-126°C

Boiling point:

338.7±17.0 °C(Predicted)

Density 

1.622±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

White powder

pka

7.69±0.15(Predicted)

color 

White to Light Beige

Sensitive 

Lachrymatory

BRN 

1865388

Stability:

Hygroscopic

CAS DataBase Reference

2491-38-5(CAS DataBase Reference)

EPA Substance Registry System

2-Bromo-4-hydroxyacetophenone (2491-38-5)

Safety Information

Hazard Codes 

C,Xn

Risk Statements 

22-36

Safety Statements 

26

RIDADR 

1760

WGK Germany 

1

RTECS 

AM5982000

Hazard Note 

Corrosive/Lachrymatory/Keep Cold

HazardClass 

8

PackingGroup 

III

HS Code 

2914500090

2-Bromo-4'-hydroxyacetophenone Usage And Synthesis

Description

PTP Inhibitor I is a cell-permeable, protein tyrosine phosphatase (PTP) inhibitor that covalently blocks the catalytic domain of the Src homology region 2 domain-containing phosphatase (SHP-1(ΔSH2)) with a K_i value of 43 μM and PTP1B with a K_i value of 42 μM. SHP-1 and PTP1B both have known roles in regulating insulin signaling as well as myeloid and lymphoid cell differentiation, making inhibitors of these phosphatases of interest in diabetes, cancer, allergy, and inflammation research.

Chemical Properties

Pale Beige Solid

Uses

A covalent inhibitor of protein tyrosine phosphatases (PTPs)

Preparation

Also obtained by reaction of pyridinium hydrobromide perbromide with 4-hydroxyacetophenone in THF at r.t. for 3 h.

in vitro

in previous study, the corresponding values of ptp inhibitor i against ptp1b were determined to be ki of 42 μm, kinact of 0.57 min-1, and kinact/ki of 1.4*104 m-1 min-1, respectively. this study also showed that α-bromoacetophenone such as ptp inhibitor i could provide an effective, neutral py mimetic inhibitor of ptps. while perturbation of the electronic properties of the phenyl ring did not significantly improve its potency against ptps, attachment of a proper peptidyl moiety to the para position could improve both the potency and the selectivity substantially. in addition, since the covalent ptp inhibitor complex could be cleaved to regenerate the ptp activity photolytically, ptp inhibitor i might provide a novel class of photolytic switch for controlling cellular signaling processes [1].

References

[1] arabaci g, yi t, fu h, porter me, beebe kd, pei d. alpha-bromoacetophenone derivatives as neutral protein tyrosine phosphatase inhibitors: structure-activity relationship. bioorg med chem lett. 2002 nov 4;12(21):3047-50.

2-Bromo-4'-hydroxyacetophenone(2491-38-5)Related Product Information

• 2',4',6'-Trihydroxyacetophenone monohydrate
• 2'-Hydroxyacetophenone
• 4'-Bromoacetophenone
• 2-Bromoacetophenone
• 2-HYDROXYACETOPHENONE
• Acetophenone
• 3,5-Dihydroxyacetophenone
• 3-Amino-2-hydroxyacetophenone
• 3'-Hydroxyacetophenone
• 3-Nitroacetophenone
• 3'-Bromoacetophenone
• 2',6'-Dihydroxyacetophenone
• 3-Bromoanisole
• 2,4-Dihydroxyacetophenone
• 4'-Methylacetophenone
• 4'-Hydroxyacetophenone
• L-PICEIN
• Bromine