4-Nitrocatechol - ≥98%(GC)(T) , CAS No.3316-09-4

CAS: 3316-09-4 Cat. No.: D138939 Molecular Weight: 155.11 Beilstein Registry Number: 6788 EC Number: 222-009-0

GRADE & PURITY ≥98%(GC)(T)

Synonyms

InChI=1/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9 | AC-22891 | AKOS000447103 | p-Nitrocatechol | 4-nitrocatechol | FT-0619224 | NSC80651 | NSC-80651 | F0001-0979 | 4-nitro 1,2-benzenediol | 4-nitro-Pyrocatechol4-Nitropyrocatechol NSC 80651 | DTXSID10186

Storage

Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

InChI=1/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3, 8-9 | AC-22891 | AKOS000447103 | p-Nitrocatechol | 4-nitrocatechol | FT-0619224 | NSC80651 | NSC-80651 | F0001-0979 | 4-nitro 1, 2-benzenediol | 4-nitro-Pyrocatechol4-Nitropyrocatechol NSC 80651 | DTXSID10186

Specifications & Purity

≥98%(GC)(T)

Storage

Argon charged, Room temperature

Shipped In

Normal

Action Type

INHIBITOR

Purity

≥98%(GC)(T)

Names and Identifiers

• Pubchem Sid: 504762588
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504762588
• Canonical Smiles: C1=CC(=C(C=C1[N+](=O)[O-])O)O
• IUPAC Name: 4-nitrobenzene-1,2-diol
• InChIKey: XJNPNXSISMKQEX-UHFFFAOYSA-N
• INCHI: 1S/C6H5NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H
• Isomeric SMILES: C1=CC(=C(C=C1[N+](=O)[O-])O)O
• Molecular Weight: 155.11
• Beilstein: 6788
• Reaxy-Rn: 1867508
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1867508&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Nitrophenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Nitrophenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrophenols
• Alternative Parents: Nitrobenzenes Nitroaromatic compounds Catechols 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrophenol - Nitrobenzene - Nitroaromatic compound - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - C-nitro compound - Organic nitro compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrophenols. These are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.
• External Descriptors: a catechol - a nitroaromatic compound

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)

EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

Discover Target: EGFR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NOS1 Tchem Nitric-oxide synthase, brain (1786 Activities)

Discover Target: NOS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

Discover Target: IDO1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Melt Point(°C): 175 °C
• Molecular Weight: 155.110 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 155.022 Da
• Monoisotopic Mass: 155.022 Da
• Topological Polar Surface Area: 86.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 155.000
• 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

References

1. Yingqiao Zhou, Yining Liang, Xiaoning Liu, Xinhua Qi.  (2023)  Efficient Glucose Hydrogenation to Sorbitol by Graphene-like Carbon-Encapsulated Ru Catalyst Synthesized by Evaporation-Induced Self-Assembly and Chemical Activation.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c02504]

2. Ran Wang, Chong Li, Jianxiang Wu, Wei Du, Tao Jiang, Yizhou Yang, Xuejing Yang, Ming Gong.  (2023)  Coordination-Promoted Bio-Catechol Electro-Reforming toward Sustainable Polymer Production.  Journal of the American Chemical Society,      [PMID:37503928] [10.1021/jacs.3c05120]

3. Xingyun Huang, Ying Peng, Jing Xu, Feng Wu, Gilles Mailhot.  (2020)  Iron(III)-induced photooxidation of arsenite in the presence of carboxylic acids and phenols as model compounds of natural organic matter.  CHEMOSPHERE,      [PMID:33297130] [10.1016/j.chemosphere.2020.128142]

4. Shuangshuang Cheng, Yu Lei, Xin Lei, Yanheng Pan, Yunho Lee, Xin Yang.  (2019)  Coexposure Degradation of Purine Derivatives in the Sulfate Radical-Mediated Oxidation Process.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:31865710] [10.1021/acs.est.9b04974]