Acetohydroxamic acid - ≥98% , Bacterial urease inhibitor, CAS No.546-88-3, Bacterial urease inhibitor

CAS: 546-88-3 Cat. No.: A106239 Formula: C₂H₅NO₂ Molecular Weight: 75.07 Beilstein Registry Number: 1739019 EC Number: 208-913-8

GRADE & PURITY ≥98%

Synonyms

EINECS 208-913-8 | Lithostat (TN) | Spectrum_000020 | AB01014 | ACETOHYDROXAMIC ACID [HSDB] | ACETOHYDROXAMIC ACID [USP-RS] | SPBio_000098 | Acethydroxamsaure | acetohydroxamic acid | Acetohydroxamic acid (USAN:USP:INN) | Acetohydroxamic acid (USP/INN) |

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

Acetohydroxamic acid is a potent inhibitor of bacterial urease activity and reduces urinary ammonia levels.2-Acetohydroxamic acid loaded floating microspheres forms an efficient drug delivery system for the treatment of Helicobacter pylori.

Specifications

Synonyms

EINECS 208-913-8 | Lithostat (TN) | Spectrum_000020 | AB01014 | ACETOHYDROXAMIC ACID [HSDB] | ACETOHYDROXAMIC ACID [USP-RS] | SPBio_000098 | Acethydroxamsaure | acetohydroxamic acid | Acetohydroxamic acid (USAN:USP:INN) | Acetohydroxamic acid (USP/INN) |

Specifications & Purity

≥98%

Application

Acetohydroxamic acid was used: to study the mechanism of complexation of iron (III) with acetohydroxamic acid to study the inhibitory mechanism of lansoprazole and omeprazole on Helicobacter pyloni in urease inhibition studies for in situ generation of ni

Storage

Room temperature,Argon charged

Shipped In

Normal

Action Type

INHIBITOR

Mechanism of action

Bacterial urease inhibitor

Purity

≥98%

Product Properties

ALogP

-1.6

Names and Identifiers

Pubchem Sid

488179649

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488179649

Canonical Smiles

CC(=O)NO

IUPAC Name

N-hydroxyacetamide

InChIKey

RRUDCFGSUDOHDG-UHFFFAOYSA-N

INCHI

1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)

Isomeric SMILES

CC(=O)NO

WGK Germany

3

RTECS

AK8157000

Molecular Weight

75.07

Beilstein

1739019

Reaxy-Rn

1739019

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1739019&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives
        • Level5 Carboxylic acid amides
          • Level6 Primary carboxylic acid amides
            • Level7 Hydroxamic acids
              • Level8 Acetohydroxamic acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Carboxylic acid amides - Primary carboxylic acid amides - Hydroxamic acids
• Direct Parent: Acetohydroxamic acids
• Alternative Parents: Acetamides Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acetohydroxamic acid - Acetamide - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acetohydroxamic acids. These are organic compounds that contain a hydroxamic acid group carrying a methyl group attached to its carbon center.
• External Descriptors: carbohydroximic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

F2 Tclin Thrombin (11687 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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TYR Tclin Tyrosinase (717 Activities)

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GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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PDE3A Tclin Phosphodiesterase 3A (3309 Activities)

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HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)

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TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

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PDE4A Tclin Phosphodiesterase 4A (1943 Activities)

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

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HRH3 Tclin Histamine H3 receptor (10389 Activities)

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CA5A Tclin Carbonic anhydrase VA (1168 Activities)

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MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

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MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)

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MMP12 Tchem Matrix metalloproteinase 12 (1130 Activities)

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CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

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Homo sapiens (32628 Activities)

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K562 (73714 Activities)

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SGC-7901 (2773 Activities)

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HepG2 (196354 Activities)

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SRR Tbio Serine racemase (249 Activities)

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QPCT Tchem Glutaminyl-peptide cyclotransferase (1121 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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ABCB11 Tchem Bile salt export pump (2311 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

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Associated Targets(non-human)

Mmp13 Matrix metalloproteinase 13 (19 Activities)

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def Peptide deformylase (54 Activities)

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CA4 Carbonic anhydrase IV (1713 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Mmp2 Matrix metalloproteinase-2 (12 Activities)

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Hdac1 Histone deacetylase 1 (93 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Streptococcus pneumoniae (31063 Activities)

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Helicobacter pylori (3113 Activities)

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Staphylococcus aureus (210822 Activities)

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Staphylococcus epidermidis (22802 Activities)

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Escherichia coli (133304 Activities)

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Plasmodium falciparum (966862 Activities)

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Urease (750 Activities)

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lef Anthrax lethal factor (7585 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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dapE Succinyl-diaminopimelate desuccinylase (42 Activities)

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ureA Bacterial urease (33 Activities)

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ureB Urease subunit alpha/Urease subunit beta (701 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Sensitivity: Moisture sensitive.
• Melt Point(°C): 86-90°C
• Molecular Weight: 75.070 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 75.032 Da
• Monoisotopic Mass: 75.032 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 42.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 546-88-3, the molecular formula is C2H5NO2, and the molecular weight is 75.07 g/mol. InChIKey RRUDCFGSUDOHDG-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.