ChemicalBook > CAS DataBase List > 2-Bromo-4'-methoxyacetophenone

2-Bromo-4'-methoxyacetophenone

Product Name
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;4-METHOXYPHENACYL BR;2-Bromo-4'-methoxyac
CBNumber
CB2715762
Molecular Formula
C9H9BrO2
Formula Weight
229.07
MOL File
2632-13-5.mol
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2-Bromo-4'-methoxyacetophenone Property

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)
NIST Chemistry Reference
Ethanone, 2-bromo-1-(4-methoxyphenyl)-(2632-13-5)
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Safety

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
F 
8-9-19-21
Hazard Note 
Corrosive
HazardClass 
8
PackingGroup 
III
HS Code 
29147090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
115665
Product name
2-Bromo-4′-methoxyacetophenone
Purity
97%
Packaging
5g
Price
$83.8
Updated
2024/03/01
Sigma-Aldrich
Product number
115665
Product name
2-Bromo-4′-methoxyacetophenone
Purity
97%
Packaging
25g
Price
$399
Updated
2024/03/01
TCI Chemical
Product number
M1004
Product name
4'-Methoxyphenacyl Bromide
Purity
>98.0%(GC)
Packaging
5g
Price
$30
Updated
2024/03/01
TCI Chemical
Product number
M1004
Product name
4'-Methoxyphenacyl Bromide
Purity
>98.0%(GC)
Packaging
25g
Price
$85
Updated
2024/03/01
Alfa Aesar
Product number
A13415
Product name
2-Bromo-4'-methoxyacetophenone, 98%
Packaging
5g
Price
$33.65
Updated
2024/03/01
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2-Bromo-4'-methoxyacetophenone Chemical Properties,Usage,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).

2-Bromo-4'-methoxyacetophenone Preparation Products And Raw materials

Raw materials

4'-Methoxyacetophenone Hexane Sodium chloride SILICA Ethyl acetate Sodium bicarbonate Government regulation Acetic acid Magnesium sulfate

Preparation Products

Raloxifene 4-(4-METHOXYPHENYL)-1,2,3-THIADIAZOL-5-AMINE 2-(4-METHOXYBENZOYL)-1-BENZOFURAN-5-CARBALDEHYDE
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2-Bromo-4'-methoxyacetophenone Suppliers

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

Hebei Yanxi Chemical Co., Ltd.
Product
2-Bromopropionyl bromide 2632-13-5
Price
US $40.00-10.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
15 tons
Release date
2023-10-10
Hebei Chuanghai Biotechnology Co,.LTD
Product
2-Bromo-4'-methoxyacetophenone 2632-13-5
Price
US $30.00-10.00/kg
Min. Order
10kg
Purity
99%
Supply Ability
100000kg
Release date
2024-08-23
Hebei Mojin Biotechnology Co., Ltd
Product
2-Bromo-4'-methoxyacetophenone 2632-13-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-26

2632-13-5, 2-Bromo-4'-methoxyacetophenoneRelated Search:

3,4-Dimethoxyacetophenone Acetophenone Ethidium bromide 4'-Bromoacetophenone 3-Nitroacetophenone Chalcone Sodium bromate 3'-Bromoacetophenone Clidinium bromide L-PICEIN 4'-Methylacetophenone 3',5'-Dimethoxyacetophenone 2-Methoxyethanol 3-Bromoanisole 4'-Methoxyacetophenone 2'-Methoxyacetophenone 4-Nitroacetophenone 4'-Hydroxyacetophenone

  • ALPHA-BROMO-4'-METHOXYACETOPHENONE
  • ALPHA-BROMO-4-METHOXYACETOPHENONE
  • AKOS BBS-00000817
  • Bromomethyl 4-methoxyphenyl ketone
  • 4-(BROMOACETYL)ANISOLE
  • 4-methoxy phenecyl bromide
  • 4-METHOXYPHENACYL BR
  • 4'-METHOXYPHENACYL BROMIDE
  • 4-METHOXYPHENACYL BROMIDE
  • A-BROMO-P-METHOXYACETOPHENONE
  • 2-BROMO-1-(4-METHOXYPHENYL)ETHAN-1-ONE
  • 2-BROMO-1-(4-METHOXYPHENYL)ETHANONE
  • 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
  • PTP Inhibitor II
  • 2-Bromo-4'-Methoxyacetophenone 4'-Methoxyphenacyl Bromide 2-Bromo-1-(4-Methoxyphenyl)ethan-1-one
  • p-Methoxy-alpha-Chloroacetophenone
  • Bromo Methoxy Acetophenone
  • 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%
  • Para Methoxy Phenacyl Bromide
  • 2-Bromo-4'-methoxyacetophenone, 98%, reagent grade