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Documentos

412260

Sigma-Aldrich

Benzhydroxamic acid

99%

Sinónimos:

N-Hydroxybenzamide

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About This Item

Fórmula lineal:
C6H5CONHOH
Número de CAS:
495-18-1
Peso molecular:
137.14
Beilstein/REAXYS Number:
1907585
EC Number:
207-797-6
MDL number:
MFCD00002109
UNSPSC Code:
12352100
PubChem Substance ID:
24865799
NACRES:
NA.22

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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N-Phenylhydroxylamine ≥95.0%

Sigma-Aldrich

671576

N-Phenylhydroxylamine

4-Hydroxybenzamide 98%

Sigma-Aldrich

270253

4-Hydroxybenzamide

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.
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
Amita Pathak et al.
Chemical communications (Cambridge, England), 50(96), 15232-15234 (2014-10-25)
Reaction of BiPh3 or Bi(O(t)Bu)3 with benzohydroxamic acid (H2-BHA) results in formation of novel mono- and di-anionic hydroxamato complexes; [Bi2(BHA)3]∞ 1, [Bi(H-BHA)3] 2, [Bi(BHA)(H-BHA)] 3, all of which display nM activity against Helicobacter pylori. Subsequent dissolution of [Bi2(BHA)3]∞ in DMSO/toluene
Xi-Ai Gao et al.
The Journal of organic chemistry, 77(17), 7700-7705 (2012-08-18)
A Pd-catalyzed method for the synthesis of benzisoxazolones from benzohydroxamic acids using Oxone as an oxidant in a one-pot procedure has been developed. In this process, the reaction appears to be suitable for construction of various benzisoxazolones.
Xiong Ye et al.
Journal of the American Chemical Society, 128(5), 1444-1445 (2006-02-02)
Ultrafast kinetic measurements of NO rebinding to horseradish peroxidase (HRP) are reported for the first time. The geminate kinetics are found to be exponential for all HRP samples studied. The ferric forms of HRP have NO geminate recombination time constants
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