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163481

Sigma-Aldrich

2-Methoxy-5-nitrobenzyl bromide

97%

Synonym(s):
2-Bromomethyl-4-nitroanisole, Koshland’s Reagent II
Linear Formula:
CH3OC6H3(NO2)CH2Br
CAS Number:
Molecular Weight:
246.06
Beilstein:
1878596
EC Number:
MDL number:
PubChem Substance ID:

assay

97%

mp

76-78 °C (lit.)

SMILES string

COc1ccc(cc1CBr)[N+]([O-])=O

InChI

1S/C8H8BrNO3/c1-13-8-3-2-7(10(11)12)4-6(8)5-9/h2-4H,5H2,1H3

InChI key

JRHMPHMGOGMNDU-UHFFFAOYSA-N

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General description

2-Methoxy-5-nitrobenzyl bromide is a potential mechanism-based inactivator of enzymes that perform O-dealkylations.

Application

2-Methoxy-5-nitrobenzyl bromide was used to modify tryptophan residues of mouse interferon to enhance their activity. It was also used as reagent for sulfhydryl modification.

Biochem/physiol Actions

2-Methoxy-5-nitrobenzyl bromide inactivates cytochrome P-450 in male rat liver microsomes.

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