2-Bromo-4′-methoxyacetophenone - ≥96% , CAS No.2632-13-5

CAS: 2632-13-5 Cat. No.: B752476 Molecular Weight: 229.07 Beilstein Registry Number: 743112 EC Number: 220-118-8

GRADE & PURITY ≥96%

Synonyms

α-Bromo-4'-methoxyacetophenone | 4-(Bromoacetyl)anisole | 4'-Methoxyphenacyl Bromide | 2-Bromo-4'-methoxyacetophenone | 4-Methoxyphenacyl bromide | alpha-Bromo-4-methoxyacetophenone

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

PTP inhibitor II is a cell-permeable, covalent and potent PTP (protein tyrosine phosphatase) inhibitor. The compound acts by binding the catalytic domain of the SH2 domain-containing phosphatase SHP-1(DSH2). PTP inhibitor II binds with lower affinity than PTP Inhibitor I (Ki = 128 μM and Ki = 43 μM respectively). The inhibition can be reversed by irradiation of the inactivated PTP at 350 nm. PTP inhibitors have demonstrated enhanced clonogenic survival, mutagenesis and cell growth. PTP inhibitors can also be useful for probing signal transduction pathways as well as drugs for treatment of PTP-related diseases. PTP Inhibitor II is an inhibitor of PTP1B and SH-PTP1.
A cell-permeable, covalent and potent protein tyrosine phosphatase inhibitor.

Specifications

Synonyms

α-Bromo-4'-methoxyacetophenone | 4-(Bromoacetyl)anisole | 4'-Methoxyphenacyl Bromide | 2-Bromo-4'-methoxyacetophenone | 4-Methoxyphenacyl bromide | alpha-Bromo-4-methoxyacetophenone

Specifications & Purity

≥96%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥96%

Names and Identifiers

• Canonical Smiles: COC1=CC=C(C=C1)C(=O)CBr
• IUPAC Name: 2-bromo-1-(4-methoxyphenyl)ethanone
• InChIKey: XQJAHBHCLXUGEP-UHFFFAOYSA-N
• INCHI: 1S/C9H9BrO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
• Isomeric SMILES: COC1=CC=C(C=C1)C(=O)CBr
• WGK Germany: 3
• UN Number: 3261
• Packing Group: II
• Molecular Weight: 229.07
• Beilstein: 743112
• Reaxy-Rn: 743112
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=743112&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Phenoxy compounds Methoxybenzenes Benzoyl derivatives Aryl alkyl ketones Anisoles Alkyl aryl ethers Alpha-haloketones Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Phenoxy compound - Anisole - Methoxybenzene - Aryl alkyl ketone - Phenol ether - Benzoyl - Alkyl aryl ether - Benzenoid - Monocyclic benzene moiety - Alpha-haloketone - Ether - Organic oxide - Organohalogen compound - Organobromide - Hydrocarbon derivative - Alkyl halide - Alkyl bromide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)

Discover Target: GSK3B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, water (partly miscible), most organic solvents, and methanol.
• Melt Point(°C): 69-71°C
• Molecular Weight: 229.070 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.979 Da
• Monoisotopic Mass: 227.979 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 151.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1