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2-Bromo-4'-methoxyacetophenone

CAS No.
2632-13-5
Chemical Name:
2-Bromo-4'-methoxyacetophenone
Synonyms
2-BROMO-1-(4-METHOXYPHENYL)ETHAN-1-ONE;2-BROMO-1-(4-METHOXYPHENYL)ETHANONE;PTP Inhibitor II;4-methoxy phenecyl bromide;PTP inhibitor 1;AKOS BBS-00000817;2-Bromo-4-methoxy;TIMTEC-BB SBB007777;2-Bromo-4'-methoxyac;4-METHOXYPHENACYL BR
CBNumber:
CB2715762
Molecular Formula:
C9H9BrO2
Molecular Weight:
229.07
MDL Number:
MFCD00000201
MOL File:
2632-13-5.mol
MSDS File:
SDS
Last updated:2023-10-10 14:04:25

2-Bromo-4'-methoxyacetophenone Properties

Melting point 69-71 °C(lit.)
Boiling point 215.8°C (rough estimate)
Density 1.4921 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Crystals or Crystalline Powder
color Off-white to light brown
Water Solubility It is soluble in DMSO, water (partly miscible), most organic solvents, and methanol.
BRN 743112
InChI InChI=1S/C9H9BrO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
InChIKey XQJAHBHCLXUGEP-UHFFFAOYSA-N
SMILES C(=O)(C1=CC=C(OC)C=C1)CBr
CAS DataBase Reference 2632-13-5(CAS DataBase Reference)
FDA UNII PV5M69J53H
NIST Chemistry Reference Ethanone, 2-bromo-1-(4-methoxyphenyl)-(2632-13-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H314-H335
Precautionary statements  P260-P271-P280-P301+P330+P331-P303+P361+P353-P305+P351+P338
Hazard Codes  C,Xi
Risk Statements  34-36/37-36/37/38
Safety Statements  26-27-28-36/37/39-45-37/39
RIDADR  UN 3261 8/PG 2
WGK Germany  3
8-9-19-21
Hazard Note  Corrosive
HazardClass  8
PackingGroup  III
HS Code  29147090
NFPA 704
1
3 0

2-Bromo-4'-methoxyacetophenone price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 115665 2-Bromo-4′-methoxyacetophenone 97% 2632-13-5 5g $83.8 2024-03-01 Buy
Sigma-Aldrich 115665 2-Bromo-4′-methoxyacetophenone 97% 2632-13-5 25g $399 2024-03-01 Buy
TCI Chemical M1004 4'-Methoxyphenacyl Bromide >98.0%(GC) 2632-13-5 5g $30 2024-03-01 Buy
TCI Chemical M1004 4'-Methoxyphenacyl Bromide >98.0%(GC) 2632-13-5 25g $85 2024-03-01 Buy
Alfa Aesar A13415 2-Bromo-4'-methoxyacetophenone, 98% 2632-13-5 5g $33.65 2024-03-01 Buy
Product number Packaging Price Buy
115665 5g $83.8 Buy
115665 25g $399 Buy
M1004 5g $30 Buy
M1004 25g $85 Buy
A13415 5g $33.65 Buy

2-Bromo-4'-methoxyacetophenone Chemical Properties,Uses,Production

Chemical Properties

off-white to light brown crystals or

Uses

2-Bromo-4'-methoxyacetophenone, is used as a cell-permeable, covalent and potent protein tyrosine phosphatase inhibitor.

Uses

2-Bromo-4'-methoxyacetophenone is a α-haloacetophenone derivatives tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B.

Preparation

Obtained by reaction of N-bromosuccinimide (NBS) with 4-methoxyacetophenone in the presence of trimethylsilyl trifluoromethanesulfonate (TMS-OTf) in acetonitrile at r.t. for 24 h (87%).

Biological Activity

ki: 128 μmptp inhibitor ii is a protein tyrosine phosphatase (ptp) inhibitor.protein tyrosine phosphatases (ptps) are reported to be involved in the etiology of diabetes mellitus, neural diseases such as alzheimer and parkinson diseases, regulation of allergy and inflammation, or ptps are even regarded to be responsible for the pathogens.

in vitro

in a previous study, it was found that all of the previously reported ptp inhibitors contained a negatively charged, nonhydrolyzable py mimetic as the core structure, such as malonates, aryl carboxylates, phosphonates, or cinnamates. the poor membrane permeability of these inhibitors might compromise their potential development. it was reported that several α-bromoacetophenone derivatives, such as ptp inhibitor ii, could act as fairly potent ptp inhibitors, by covalently alkylating the conserved catalytic cysteine in the ptp active site. since ptp inhibitor ii is neutral, it could readily diffuse into human b cells and inhibit the intracellular ptps. the sar study was performed with the catalytic domain of phosphatase shp-1, and ti was found that ptp inhibitor ii showed time-dependent inactivation of shp-1, consistent with the mechanism. furthermore, the potency of ptp inhibitor ii was described by an equilibrium constant ki, representing the dissociation constant of the noncovalent enzyme–inhibitor complex. ptp inhibitor ii bound with lower affinity than ptp inhibitor i with ki values of 128 μm [1].

References

[1] p. heneberg. use of protein tyrosine phosphatase inhibitors as promising targeted therapeutic drugs. current medicinal chemistry 16(6), 706-733 (2009).

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View Lastest Price from 2-Bromo-4'-methoxyacetophenone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Bromopropionyl bromide pictures 2023-10-10 2-Bromopropionyl bromide
2632-13-5
US $40.00-10.00 / kg 1kg 0.99 15 tons Hebei Yanxi Chemical Co., Ltd.
2-Bromopropionyl bromide pictures 2023-09-26 2-Bromopropionyl bromide
2632-13-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
2-Bromo-4'-methoxyacetophenone pictures 2023-09-26 2-Bromo-4'-methoxyacetophenone
2632-13-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
1-(2-bromo-4-methoxyphenyl)ethanone P-Methoxy-α-bromoacetophenone ω-Bromo-4-methoxyacetophenone, 4-Methoxyphenacyl bromide 2-(4-Methoxyphenyl)-2-oxoethyl bromid 1-(4-Mehtoxyphenyl)-2-bromoethanone 1-(Bromoacetyl)-4-methoxybenzene 4'-Methoxy-α-bromoacetophenone 2-Bromo-4'-methoxyacetophenone,98% 2-Bromo-4′-methoxyacetophenone,ω-Bromo-4-methoxyacetophenone, 4-Methoxyphenacyl bromide 2-Bromo-4'-methoxyac 2-Bromo-4'-methoxyacetophenone, 2-Bromo-1-(4-methoxyphenyl)ethan-1-one, 4-(Bromoacetyl)anisole 4-Methoxyphenacyl Bromide 98% 2-BroMo-1-[4-(Methyloxy)phenyl] ethanone alpha-Bromo-4'-methoxyacetophenone 4-(Bromoacetyl)anisole 2-BroMo-4'-Methoxyacetophenone 97% 4-Methoxyphenacylbromide,98% ALPHA-BROMO-4'-METHOXYACETOPHENONE ALPHA-BROMO-4-METHOXYACETOPHENONE AKOS BBS-00000817 Bromomethyl 4-methoxyphenyl ketone 4-(BROMOACETYL)ANISOLE 4-METHOXYPHENACYL BR 4'-METHOXYPHENACYL BROMIDE 4-METHOXYPHENACYL BROMIDE A-BROMO-P-METHOXYACETOPHENONE 2-BROMO-4-METHOXY ACETOPHENONE TIMTEC-BB SBB007777 OMEGA-BROMO-P-METHOXY ACETOPHENONE OMEGA-BROMO-4-METHOXYACETOPHENONE P-METHOXYPHENACYL BROMIDE PROTEIN TYROSINE PHOSPHATASE INHIBITOR II W-BROMO-4-METHOXY-ACETOPHENONE 2-(4-Methoxyphenyl)-2-oxoethyl bromide 2-Bromo-1-(4-methoxyphenyl)-1-ethanone Ethanone, 2-bromo-1-(4-methoxyphenyl)- 2-Bromo-4-methoxy ω-bromo-4-methoxyacetophenone 2-Bromo-4'-methoxyacetophenone, Pract. 2-Bromo-4'-methoxyacetophenone, 2-Bromo-1-(4-methoxyphenyl)ethan-1-one P-Methoxy-A-Bromoacetophenone 2-BROMO-4''-METHOXYACETOPHENONE (4-METHOXYPHENACYL BROMIDE) 2-bromo-1-(4-methoxyphenyl)-ethanon 2-Bromo-p-methoxyacetophenone 4'-Methoxy-2-bromoacetophenone a-Bromo-4'-methoxyacetophenone Acetophenone, 2-bromo-4'-methoxy- alpha-Bromo-p-methoxyacetophenone Bromomethyl p-anisyl ketone w-Bromo-p-methoxyacetophenone 2-Bromo-4'-Methoxyacetophenone 4'-Methoxyphenacyl Bromide 2-Bromo-1-(4-Methoxyphenyl)ethan-1-one p-Methoxy-alpha-Chloroacetophenone Bromo Methoxy Acetophenone Para Methoxy Phenacyl Bromide 2-Bromo-4'-methoxyacetophenone, 98%, reagent grade 4'-MethoxyphenacylBromide> PTP inhibitor 1 α-Bromo-4-methoxyacetophenone Raloxifene Impurity 12