17670
2-Bromo-4′-nitroacetophenone
technical, ≥95% (AT)
Synonym(s):
ω-Bromo-4-nitroacetophenone, 4-Nitrophenacyl bromide
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About This Item
Linear Formula:
O2NC6H4COCH2Br
CAS Number:
Molecular Weight:
244.04
EC Number:
202-789-9
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
393567
MDL number:
grade
technical
assay
≥95% (AT)
mp
94-99 °C
SMILES string
[O-][N+](=O)c1ccc(cc1)C(=O)CBr
InChI
1S/C8H6BrNO3/c9-5-8(11)6-1-3-7(4-2-6)10(12)13/h1-4H,5H2
InChI key
MBUPVGIGAMCMBT-UHFFFAOYSA-N
Gene Information
human ... PTPN6(5777)
General description
2-Bromo-4′-nitroacetophenone is an epoxide hydrolase inhibitor. It also inhibited the enzyme activity in 4′-chloroflavone.
Application
2-Bromo-4′-nitroacetophenone was used as an alkylating agent, binding 10 isozymes of purified rat liver microsomal cytochrome P-450.
Other Notes
Modifies methionine residues in α-chymotrypsin
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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N Ariyoshi et al.
Journal of biochemistry, 115(5), 985-990 (1994-05-01)
An epoxide hydrolase (mEH) in liver microsomes was purified to apparent homogeneity from a dog treated with phenobarbital. The purified enzyme had a minimum molecular weight of 47,000 as determined by SDS-PAGE. The dog mEH activity was characterized by use
S Kato et al.
Biological & pharmaceutical bulletin, 16(1), 90-92 (1993-01-01)
2'-Chloroflavone (CF) and 4'-CF were studied as inducers of cytochrome P-450-mediated monooxygenases in rat hepatic microsomes by comparison with phenobarbital (PB) and 3-methylcholanthrene (MC). As a result of interaction with the substrate 7-ethoxycoumarin (7-EC), 2'-CF-induced microsomes showed a difference spectrum
Effect of modification of the essential catalytic residues in alpha-chymotrypsin on the thermodynamics of substrate analog association.
R M Schultz et al.
The Journal of biological chemistry, 254(24), 12411-12418 (1979-12-25)
A Parkinson et al.
The Journal of biological chemistry, 261(25), 11478-11486 (1986-09-05)
The alkylating agent 2-bromo-4'-nitroacetophenone (BrNAP) binds covalently to each of 10 isozymes of purified rat liver microsomal cytochrome P-450 (P-450a-P-450j) but substantially inhibits the catalytic activity of only cytochrome P-450c. Regardless of pH, incubation time, presence of detergents, or concentration
M Ungureanu et al.
Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi, 94(1), 157-160 (1990-01-01)
Continuing to present the results of the investigations carried out on the amphoteric ions intermediates of the N-heteroatomic system with 2 natrium atoms in positions 1, 4, new pyrasine derivatives synthetized with p-nitro-phenacyl bromide are described. The observations on their
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