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
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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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
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
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