245615
2-Bromo-4′-nitroacetophenone
95%
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
Beilstein:
393567
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
95%
mp
94-99 °C (lit.)
functional group
bromo
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)
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Application
2-Bromo-4′-nitroacetophenone was used to study the pKa of the histidine-34 imidazole.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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R R Annand et al.
Biochemistry, 35(14), 4591-4601 (1996-04-09)
In bee venom phospholipase A2, histidine-34 probably functions as a Brønsted base to deprotonate the attacking water. Aspartate-64 and tyrosine-87 form a hydrogen bonding network with histidine-34. We have prepared mutants at these positions and studied their kinetic properties. The
Mechanism of inactivation of rat liver microsomal cytochrome P-450c by 2-bromo-4'-nitroacetophenone.
A Parkinson et al.
The Journal of biological chemistry, 261(25), 11487-11495 (1986-09-05)
The mechanism by which 2-bromo-4'-nitroacetophenone (BrNAP) inactivates cytochrome P-450c, which involves alkylation primarily at Cys-292, is shown in the present study to involve an uncoupling of NADPH utilization and oxygen consumption from product formation. Alkylation of cytochrome P-450c with BrNAP
Koji Karasawa et al.
Analytica chimica acta, 954, 151-158 (2017-01-14)
Five components (hydrogen peroxide, methylglyoxal, dihydroxyacetone, fructose and glucose) of New Zealand manuka honey (Leptospermum scoparium) were analyzed using lucigenin chemiluminescence high-performance liquid chromatography (lucigenin-CL-HPLC). We focused on active oxygen species produced from the components in order to easily detect
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
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
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