Basic Description

Synonyms	2,4'-Dibromoacetophenone, >98% \| STL069069 \| 2,4'-Dibromoacetophenone, for HPLC derivatization, >=99.0% (HPLC) \| .alpha.,para-Dibromoacetophenone \| 2,4'-dibromo acetophenone \| Halomethyl Phenyl Ketone deriv. 24 \| 4-BPB \| BP-20195 \| CCRIS 3623 \| MFCD000002
Specifications & Purity	≥98%
Storage Temp	Store at 2-8°C,Protected from light
Shipped In	Wet ice This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	GSK-3β Inhibitor VII is a phenyl α-bromomethyl ketone compound which acts as a cell-permeable, and non-ATP competitive inhibitor of glycogen synthase kinases (GSK-3&beta); (IC = 0.5 μM). This compound acts as an alkylating agent that is selective towards GSK-3β and does not affect PKA activity even at concentrations as high as 100 μM. Research has shown that glycogen synthase kinases have major roles in Wnt and Hedgehog signaling pathways and regulate the cell-division cycle, stem-cell renewal and differentiation, apoptosis, circadian rhythm, transcription and insulin action. This pertinent biological activity makes GSK inhibitors very useful research molecules. A cell-permeable, and non-ATP competitive inhibitor of GSK-3β Application： Undergoes condensation reactions with aldehydes in the presence of SnCl2 or SmI3 to afford α,β-unsaturated ketones. Also useful in the esterification of carboxylic acids.

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	Benzoyl derivatives Aryl alkyl ketones Bromobenzenes Aryl bromides Alpha-haloketones Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Alkyl-phenylketone - Benzoyl - Aryl alkyl ketone - Bromobenzene - Halobenzene - Benzenoid - Monocyclic benzene moiety - Aryl halide - Aryl bromide - Alpha-haloketone - Organobromide - Organohalogen compound - Alkyl halide - Alkyl bromide - Organic oxide - Hydrocarbon derivative - 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
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)

ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)

Discover Target: ABL1

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

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

Discover Target: EGFR

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

INSR Tclin Insulin receptor (5558 Activities)

Discover Target: INSR

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

DRD2 Tclin Dopamine D2 receptor (23596 Activities)

Discover Target: DRD2

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

DRD3 Tclin Dopamine D3 receptor (14368 Activities)

Discover Target: DRD3

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

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

SRC Tclin Tyrosine-protein kinase SRC (10310 Activities)

Discover Target: SRC

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

MAP2K1 Tclin Dual specificity mitogen-activated protein kinase kinase 1 (4127 Activities)

Discover Target: MAP2K1

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

Associated Targets(non-human)

Mapk1 Mitogen-activated protein kinase 1 (40 Activities)

Discover Target: Mapk1

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

Camkk2 Calcium/calmodulin-dependent protein kinase kinase 2 (3 Activities)

Discover Target: Camkk2

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

Chrm1 Muscarinic acetylcholine receptor (3770 Activities)

Discover Target: Chrm1

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

Adra2c Adrenergic receptor alpha-2 (3313 Activities)

Discover Target: Adra2c

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

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	2-bromo-1-(4-bromophenyl)ethanone
INCHI	InChI=1S/C8H6Br2O/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2
InChIKey	FKJSFKCZZIXQIP-UHFFFAOYSA-N
Smiles	C1=CC(=CC=C1C(=O)CBr)Br
Isomeric SMILES	C1=CC(=CC=C1C(=O)CBr)Br
WGK Germany	2
RTECS	AM6950000
UN Number	3261
Packing Group	II
Molecular Weight	277.94
Beilstein	607604
Reaxy-Rn	607604
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=607604&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

24 results found

Lot Number	Certificate Type	Date	Item
D2507424	Certificate of Analysis	Nov 02, 2024	D113568
D2508507	Certificate of Analysis	Nov 02, 2024	D113568
D2508508	Certificate of Analysis	Nov 02, 2024	D113568
D2508522	Certificate of Analysis	Nov 02, 2024	D113568
I2411508	Certificate of Analysis	Jul 05, 2024	D113568
I2411512	Certificate of Analysis	Jul 05, 2024	D113568
J2425217	Certificate of Analysis	Jul 05, 2024	D113568
I2201120	Certificate of Analysis	Jun 14, 2024	D113568
I2201314	Certificate of Analysis	Jun 14, 2024	D113568
I2201111	Certificate of Analysis	Jun 14, 2024	D113568
G2401062	Certificate of Analysis	Jan 15, 2024	D113568
A2426465	Certificate of Analysis	Jan 15, 2024	D113568
A2426467	Certificate of Analysis	Jan 15, 2024	D113568
A2426471	Certificate of Analysis	Jan 15, 2024	D113568
A2426478	Certificate of Analysis	Jan 15, 2024	D113568
A2426464	Certificate of Analysis	Jan 15, 2024	D113568
A2426472	Certificate of Analysis	Jan 15, 2024	D113568
A2426477	Certificate of Analysis	Jan 15, 2024	D113568
A2426479	Certificate of Analysis	Jan 15, 2024	D113568
J2129479	Certificate of Analysis	Aug 17, 2023	D113568
J2129478	Certificate of Analysis	Aug 17, 2023	D113568
J2129484	Certificate of Analysis	Aug 17, 2023	D113568
L2031189	Certificate of Analysis	Oct 19, 2022	D113568
I2201125	Certificate of Analysis	Jul 21, 2022	D113568

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Chemical and Physical Properties

Solubility	Soluble in DMSO (5 mg/ml), methanol (20 mg/ml), toluene, and ethanol. Insoluble in water.
Sensitivity	heat and light sensitive
Melt Point(°C)	108-110°C
Molecular Weight	277.940 g/mol
XLogP3	3.200
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Exact Mass	277.876 Da
Monoisotopic Mass	275.879 Da
Topological Polar Surface Area	17.100 Å²
Heavy Atom Count	11
Formal Charge	0
Complexity	139.000
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

Solution Calculators

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SKU	Size	Availability	Price
D113568-5g	5g	3	$9.90
D113568-25g	25g	3	$29.90
D113568-100g	100g	3	$81.90
D113568-500g	500g	1	$292.90

2,4'-Dibromoacetophenone - 98%, high purity , CAS No.99-73-0