2-Amino-5-nitrophenol - ≥98%(HPLC) , CAS No.121-88-0

CAS: 121-88-0 Cat. No.: A151253 Molecular Weight: 154.13 Beilstein Registry Number: 972974 EC Number: 204-503-8

GRADE & PURITY ≥98%(HPLC)

Synonyms

AI3-52548 | MFCD00007692 | NCGC00091650-04 | STL140690 | NSC7087 | NSC-7087 | 2-hydroxy 4-nitro aniiine | CHEBI:82384 | NCGC00091650-03 | Rodol YBA | 2-amino 5-nitro phenol | AKOS000119830 | C.I. 76535 | 2-AMINO-5-NITROPHENOL [HSDB] | 2-Hydroxy-4-nitroani

Storage

Room temperature

Shipped In

FedEx DG Service

Overview

2-Amino-5-nitrophenol was used: . as starting material in the synthesis of series of (Z)-2-(substituted aryl)-N-(3-oxo-4-(substituted carbamothioyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl) hydrazine carboxamides . as semipermanent (nonoxidative) hair colorant and as toner in permanent (oxidative) hair dye products ? in synthesis of series of 7-benzylamino-2H-1,4-benzoxazin-3(4H)-ones, anticonvulsant agents Reactant for: . Diazotation and coupling reactions . Preparation of biologically and pharmacologically active molecules

Specifications

Synonyms

AI3-52548 | MFCD00007692 | NCGC00091650-04 | STL140690 | NSC7087 | NSC-7087 | 2-hydroxy 4-nitro aniiine | CHEBI:82384 | NCGC00091650-03 | Rodol YBA | 2-amino 5-nitro phenol | AKOS000119830 | C.I. 76535 | 2-AMINO-5-NITROPHENOL [HSDB] | 2-Hydroxy-4-nitroani

Specifications & Purity

≥98%(HPLC)

Storage

Room temperature

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488195042
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195042
• Canonical Smiles: C1=CC(=C(C=C1[N+](=O)[O-])O)N
• IUPAC Name: 2-amino-5-nitrophenol
• InChIKey: DOPJTDJKZNWLRB-UHFFFAOYSA-N
• INCHI: 1S/C6H6N2O3/c7-5-2-1-4(8(10)11)3-6(5)9/h1-3,9H,7H2
• Isomeric SMILES: C1=CC(=C(C=C1[N+](=O)[O-])O)N
• WGK Germany: 2
• RTECS: SJ6302500
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 154.13
• Beilstein: 972974
• Reaxy-Rn: 972974
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=972974&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 o-Aminophenols Nitroaromatic compounds Aniline and substituted anilines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Primary amines Organopnictogen compounds Organooxygen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Nitrophenol - Nitrobenzene - Aminophenol - O-aminophenol - Nitroaromatic compound - Aniline or substituted anilines - 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 - Primary amine - Organooxygen compound - Organonitrogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic zwitterion - Organic nitrogen compound - Organic oxygen 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: C-nitro compound - phenols

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)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

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

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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

AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

Discover Target: AHR

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

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

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

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

Associated Targets(non-human)

Salmonella typhimurium (15756 Activities)

Explore this target

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

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water. Solubility in methanol gives very faint turbidity. Soluble in alcohol, benzene, acetone, and diethyl ether.
• Melt Point(°C): 198-202 °C
• Molecular Weight: 154.120 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 154.038 Da
• Monoisotopic Mass: 154.038 Da
• Topological Polar Surface Area: 92.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 156.000
• 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. Fu Yang, Jin Wang, Shuying Gao, Shijian Zhou, Yan Kong.  (2020)  Record-high catalytic hydrogenated activity in nitroarenes reduction derived from in-situ nascent active metals enabled by constructing bimetallic phosphate.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2020.110873]