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412260

Sigma-Aldrich

Benzhydroxamic acid

99%

Synonym(s):

N-Hydroxybenzamide

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About This Item

Linear Formula:
C6H5CONHOH
CAS Number:
495-18-1
Molecular Weight:
137.14
Beilstein:
1907585
EC Number:
207-797-6
MDL number:
MFCD00002109
UNSPSC Code:
12352100
PubChem Substance ID:
24865799
NACRES:
NA.22

Assay

99%

mp

126-130 °C (lit.)

solubility

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

storage temp.

2-8°C

SMILES string

ONC(=O)c1ccccc1

InChI

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

InChI key

VDEUYMSGMPQMIK-UHFFFAOYSA-N

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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.

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

671576

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4-Hydroxybenzamide 98%

Sigma-Aldrich

270253

4-Hydroxybenzamide

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
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
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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