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Merck
CN

412260

Benzhydroxamic acid

99%

Synonym(s):

N-Hydroxybenzamide

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About This Item

Linear Formula:
C6H5CONHOH
CAS Number:
Molecular Weight:
137.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-797-6
Beilstein/REAXYS Number:
1907585
MDL number:
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Product Name

Benzhydroxamic acid, 99%

InChI key

VDEUYMSGMPQMIK-UHFFFAOYSA-N

InChI

1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9)

SMILES string

ONC(=O)c1ccccc1

assay

99%

mp

126-130 °C (lit.)

solubility

1 M NaOH: soluble 50 mg/mL, clear, colorless

functional group

amine
phenyl

storage temp.

2-8°C

Quality Level

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Application

Benzhydroxamic acid may be employed for the Pd-catalyzed synthesis of benzisoxazolones.

General description

Benzhydroxamic acid (BHA) reacts with BiPh3 or Bi(O(t)Bu)3 to afford novel mono- and di-anionic hydroxamato complexes, having anti-bacterial activity against Helicobacter pylori. Three-dimensional structure of recombinant horseradish peroxidase-BHA complex has been studied.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Fernando Ruy et al.
Journal of bioenergetics and biomembranes, 38(2), 129-135 (2006-10-21)
Candida parapsilosis mitochondria contain three respiratory chains: the classical respiratory chain (CRC), a secondary parallel chain (PAR) and an "alternative" oxidative pathway (AOX). We report here the existence of similar pathways in C. albicans. To observe the capacity of each
Florian Thaler et al.
Journal of medicinal chemistry, 53(2), 822-839 (2009-12-19)
The histone deacetylases (HDACs) are able to regulate gene expression, and histone deacetylase inhibitors (HDACi) emerged as a new class of agents in the treatment of cancer as well as other human disorders such as neurodegenerative diseases. In the present
A Henriksen et al.
Biochemistry, 37(22), 8054-8060 (1998-06-12)
The three-dimensional structure of recombinant horseradish peroxidase in complex with BHA (benzhydroxamic acid) is the first structure of a peroxidase-substrate complex demonstrating the existence of an aromatic binding pocket. The crystal structure of the peroxidase-substrate complex has been determined to
Swetlana Gez et al.
Inorganic chemistry, 44(8), 2934-2943 (2005-04-12)
A new family of relatively stable Cr(V) complexes, [Cr(V)O(L)(2)](-) (LH(2) = RC(O)NHOH, R = Me, Ph, 2-HO-Ph, or HONHC(O)(CH(2))(6)), has been obtained by the reactions of hydroxamic acids with Cr(VI) in polar aprotic solvents. Similar reactions in aqueous solutions led
Nicolas Guimond et al.
Journal of the American Chemical Society, 132(20), 6908-6909 (2010-05-04)
An external-oxidant-free process to access the isoquinolone motif via cross-coupling/cyclization of benzhydroxamic acid with alkynes is described. The reaction features a regioselective cleavage of a C-H bond on the benzhydroxamic acid coupling partner as well as a regioselective alkyne insertion.

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