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:
Assay:
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
Related Categories
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
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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Henrik R Hallingbäck et al.
Biochemistry, 45(9), 2940-2950 (2006-03-01)
The oxidation of melatonin by the mammalian myeloperoxidase (MPO) provides protection against the damaging effects of reactive oxygen species. Indole derivatives, such as melatonin and serotonin, are also substrates of the plant horseradish peroxidase (HRP), but this enzyme exhibits remarkable
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.
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
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
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