Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H7NO2 |
| Molecular Weight | 137.136 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
ONC(=O)C1=CC=CC=C1
InChI
InChIKey=VDEUYMSGMPQMIK-UHFFFAOYSA-N
InChI=1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9)
| Molecular Formula | C7H7NO2 |
| Molecular Weight | 137.136 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Benzohydroxamic acid is a bidentate chelating agent. Benzohydroxamic acid is known to be competitive inhibitors of a variety of plant and animal peroxidases. Benzohydroxamic acid did not show a bactericidal effect against Helicobacter pylori despite moderate inhibition of urease activity. Benzohydroxamic acid is used for the synthesis of histone deacetylase inhibitors. Benzohydroxamic acid derivatives demonstrated the antineoplastic and cytotoxicity in murine and human tumor cells.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Developmental significance of cyanide-resistant respiration under stressed conditions: experiments in Dictyostelium cells. | 2010-09 |
|
| Combined computational and experimental study of uranyl(VI) 1:2 complexation by aromatic acids. | 2010-07-19 |
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| Rhodium(III)-catalyzed isoquinolone synthesis: the N-O bond as a handle for C-N bond formation and catalyst turnover. | 2010-05-26 |
|
| From basic research to clinical development of MEK1/2 inhibitors for cancer therapy. | 2010-02-11 |
|
| Design, synthesis and preliminary biological evaluation of N-hydroxy-4-(3-phenylpropanamido)benzamide (HPPB) derivatives as novel histone deacetylase inhibitors. | 2009-11 |
|
| Novel half-sandwich Ru(II)-hydroxamate complexes: synthesis, characterization and equilibrium study in aqueous solution. | 2009-10-14 |
|
| Binding modes of aromatic ligands to mammalian heme peroxidases with associated functional implications: crystal structures of lactoperoxidase complexes with acetylsalicylic acid, salicylhydroxamic acid, and benzylhydroxamic acid. | 2009-07-24 |
|
| Suicide nucleophilic attack: reactions of benzohydroxamate anion with bis(2,4-dinitrophenyl) phosphate. | 2009-07-17 |
|
| Ku-0063794 is a specific inhibitor of the mammalian target of rapamycin (mTOR). | 2009-06-12 |
|
| The discovery of the benzhydroxamate MEK inhibitors CI-1040 and PD 0325901. | 2008-12-15 |
|
| Synthesis and characterization of mononuclear hydroxamato and hydroximato complexes of iron(III) based on the tris-(2-pyridylmethyl)amine ligand. | 2008-12-07 |
|
| The structure of horseradish peroxidase C characterized as a molten globule state after Ca(2+) depletion. | 2008-12 |
|
| Surface binding vs. sequestration; the uptake of benzohydroxamic acid at iron(iii) oxide surfaces. | 2008-10-14 |
|
| Intramolecular electron transfer versus substrate oxidation in lactoperoxidase: investigation of radical intermediates by stopped-flow absorption spectrophotometry and (9-285 GHz) electron paramagnetic resonance spectroscopy. | 2008-09-16 |
|
| Extended triple-bridged Ni(II)- and Co(II)-hydroxamate trinuclear complexes: synthesis, crystal structures, and magnetic properties. | 2008-08-04 |
|
| Novel N-hydroxybenzamide histone deacetylase inhibitors as potential anti-cancer agents. | 2008-08 |
|
| Allosteric inhibition of [(125I)] ET-1 binding to ET(A) receptors by aldoxime and hydroxamic acid derivatives. | 2008-07 |
|
| Complexation of uranium(VI) with aromatic acids in aqueous solution: a combined computational and experimental study. | 2008-04-21 |
|
| Coherence spectroscopy investigations of the low-frequency vibrations of heme: effects of protein-specific perturbations. | 2008-04-16 |
|
| pH-dependent inhibition of mushroom tyrosinase by N-substituted N-nitrosohydroxylamines. | 2008-02 |
|
| Monospecific and bispecific antibodies against E. coli O157 for diagnostics. | 2007-10-31 |
|
| Inhibition of chymotrypsin by a complex of ortho-vanadate and benzohydroxamic acid: structure of the inert complex and its mechanistic interpretation. | 2007-05-22 |
|
| Infrared absorption study of the heme pocket dynamics of carbonmonoxyheme proteins. | 2006-12-01 |
|
| Death of stoma guard cells in leaf epidermis under disturbance of energy provision. | 2006-10 |
|
| Enhanced nucleophilic reactivity of hydroxamate ions in some novel micellar systems for the cleavage of parathion. | 2006-09-15 |
|
| Synthesis, characterization, reactivity, and catalytic potential of model vanadium(IV, V) complexes with benzimidazole-derived ONN donor ligands. | 2006-07-24 |
|
| Crystal structure of 3-chlorocatechol 1,2-dioxygenase key enzyme of a new modified ortho-pathway from the Gram-positive Rhodococcus opacus 1CP grown on 2-chlorophenol. | 2006-07-21 |
|
| Nanomolar inhibition of the enterobactin biosynthesis enzyme, EntE: synthesis, substituent effects, and additivity. | 2006-07-15 |
|
| Di-, tri-, and tetranuclear zinc hydroxamate complexes as structural models for the inhibition of zinc hydrolases by hydroxamic acids. | 2006-05-29 |
|
| Inhibition of specific electron transport pathways leads to oxidative stress and decreased Candida albicans proliferation. | 2006-04 |
|
| Comparison of the binding and reactivity of plant and mammalian peroxidases to indole derivatives by computational docking. | 2006-03-07 |
|
| Synthesis, characterisation, reactivity and in vitro antiamoebic activity of hydrazone based oxovanadium(IV), oxovanadium(V) and mu-bis(oxo)bis{oxovanadium(V)} complexes. | 2006-02-21 |
|
| Dynamics of nitric oxide rebinding and escape in horseradish peroxidase. | 2006-02-08 |
|
| Optical spectra of lactoperoxidase as a function of solvent. | 2005-12-06 |
|
| Communication and re-use of chemical information in bioscience. | 2005-07-18 |
|
| Ring-substituted benzohydroxamic acids: 1H, 13C and 15N NMR spectra and NH-OH proton exchange. | 2005-07 |
|
| Activation of alternative oxidase and uncoupling protein lowers hydrogen peroxide formation in amoeba Acanthamoeba castellanii mitochondria. | 2005-06-06 |
|
| On interpretation of a missing spectral band; IR spectra of acidic salts of benzohydroxamic acid. | 2005-06 |
|
| Chromium(V) complexes of hydroxamic acids: formation, structures, and reactivities. | 2005-04-18 |
|
| Conformations, protonation sites, and metal complexation of benzohydroxamic Acid. A theoretical and experimental study. | 2005-04-18 |
|
| Release of iron from ferritin by aceto- and benzohydroxamic acids. | 2005-04-18 |
|
| Reactivation of the alternative oxidase of Yarrowia lipolytica by nucleoside monophosphates. | 2004-12 |
|
| Aromatic hydroxamic acids and hydrazides as inhibitors of the peroxidase activity of prostaglandin H2 synthase-2. | 2004-11-01 |
|
| Respiration, oxidative phosphorylation, and uncoupling protein in Candida albicans. | 2004-10 |
|
| Theoretical investigation of the conformational behaviour of N-phenylbenzohydroxamic acid in solution. | 2004-10 |
|
| Flexibility in proteins: tuning the sensitivity to O2 diffusion by varying the lifetime of a phosphorescent sensor in horseradish peroxidase. | 2004-09-02 |
|
| Potent histone deacetylase inhibitors: N-hydroxybenzamides with antitumor activities. | 2004-08-15 |
|
| Diorganotin(IV) derivatives of substituted benzohydroxamic acids with high antitumor activity. | 2004-03-19 |
|
| Hydrophobic nature of the active site of mandelate racemase. | 2004-03-09 |
|
| Aromatic substrate molecules bind at the distal heme pocket of myeloperoxidase. | 1994-03-18 |
Patents
Sample Use Guides
The release of iron from ferritin by benzohydroxamic acids was studied at two different iron chelator concentrations (100 and 10 mM), at two pH values (7.4 and 5.2), and in the presence or absence of urea. Collectively, the results demonstrate that benzohydroxamic acid remove iron from ferritin.
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 18:34:32 GMT 2025
by
admin
on
Mon Mar 31 18:34:32 GMT 2025
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| Record UNII |
K8YW73872D
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| Record Status |
Validated (UNII)
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| Record Version |
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benzohydroxamic acid
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DB01924
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207-797-6
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495-18-1
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DTXSID7025421
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147248
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K8YW73872D
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