2-Bromo-4'-hydroxyacetophenone

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CAS:2491-38-5
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CAS:2491-38-5
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CAS:2491-38-5
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CAS:2491-38-5
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2-Bromo-4'-hydroxyacetophenone manufacturers

2-Bromo-4'-hydroxyacetophenone Basic information
Product Name:2-Bromo-4'-hydroxyacetophenone
Synonyms:PTP INHIBITOR I;PROTEIN TYROSINE PHOSPHATASE INHIBITOR I;ALPHA-BROMO-4-HYDROXYACETOPHENONE;4-HYDROXYPHENACYL BR;4-HYDROXYPHENACYL BROMIDE;2-BROMO-1-(4-HYDROXY-PHENYL)-ETHANONE;2'-BROMO-4'-HYDROXYACETOPHENONE;4-Hydroxy α-Bromoacetophenone
CAS:2491-38-5
MF:C8H7BrO2
MW:215.04
EINECS:219-655-0
Product Categories:Aromatics;Inhibitors;Aromatic Acetophenones & Derivatives (substituted)
Mol File:2491-38-5.mol
2-Bromo-4'-hydroxyacetophenone Structure
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)
pka7.69±0.15(Predicted)
form White powder
color White to Light Beige
Sensitive Lachrymatory
BRN 1865388
Stability:Hygroscopic
InChIInChI=1S/C8H7BrO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,10H,5H2
InChIKeyLJYOFQHKEWTQRH-UHFFFAOYSA-N
SMILESC(=O)(C1=CC=C(O)C=C1)CBr
CAS DataBase Reference2491-38-5(CAS DataBase Reference)
EPA Substance Registry System2-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
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
MSDS Information
2-Bromo-4'-hydroxyacetophenone Usage And Synthesis
DescriptionPTP 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 Ki value of 43 μM and PTP1B with a Ki 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 PropertiesPale Beige Solid
UsesA covalent inhibitor of protein tyrosine phosphatases (PTPs)
PreparationAlso obtained by reaction of pyridinium hydrobromide perbromide with 4-hydroxyacetophenone in THF at r.t. for 3 h.
in vitroin 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.
Tag:2-Bromo-4'-hydroxyacetophenone(2491-38-5) Related Product Information
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