4'-Hydroxyazobenzene-2-carboxylic Acid - ≥98%(HPLC) , CAS No.1634-82-8

CAS: 1634-82-8 Cat. No.: H157258 Molecular Weight: 242.23 Beilstein Registry Number: 1842700 EC Number: 216-655-2

GRADE & PURITY ≥98%(HPLC)

Synonyms

2-[(4-Hydroxyphenyl)diazenyl]benzoic acid # | 3-Picoline, 6-amino- | Z56347243 | 2-(4-Hydroxybenzeneazo)benzoic acid | 2-[(E)-(4-Hydroxyphenyl)diazenyl]benzoic acid | 2-[2-(4-hydroxyphenyl)diazen-1-yl]benzoic acid | 2-[2-(4-oxidanylidenecyclohexa-2,5-dien

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

2-[(4-Hydroxyphenyl)diazenyl]benzoic acid # | 3-Picoline, 6-amino- | Z56347243 | 2-(4-Hydroxybenzeneazo)benzoic acid | 2-[(E)-(4-Hydroxyphenyl)diazenyl]benzoic acid | 2-[2-(4-hydroxyphenyl)diazen-1-yl]benzoic acid | 2-[2-(4-oxidanylidenecyclohexa-2, 5-dien

Specifications & Purity

≥98%(HPLC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488184887
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184887
• Canonical Smiles: C1=CC=C(C(=C1)C(=O)O)N=NC2=CC=C(C=C2)O
• IUPAC Name: 2-[(4-hydroxyphenyl)diazenyl]benzoic acid
• InChIKey: DWQOTEPNRWVUDA-UHFFFAOYSA-N
• INCHI: 1S/C13H10N2O3/c16-10-7-5-9(6-8-10)14-15-12-4-2-1-3-11(12)13(17)18/h1-8,16H,(H,17,18)
• Isomeric SMILES: C1=CC=C(C(=C1)C(=O)O)N=NC2=CC=C(C=C2)O
• WGK Germany: 3
• Molecular Weight: 242.23
• Beilstein: 1842700
• Reaxy-Rn: 1842696
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1842696&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azobenzenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azobenzenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Azobenzenes
• Alternative Parents: Benzoic acids Benzoyl derivatives 1-hydroxy-2-unsubstituted benzenoids Azo compounds Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Azobenzene - Benzoic acid or derivatives - Benzoic acid - Benzoyl - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Azo compound - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid - Carboxylic acid derivative - Organic 1,3-dipolar compound - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.
• External Descriptors: Not available

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)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

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

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

Discover Target: PLK1

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

PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

Discover Target: PIN1

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

HEK293 (82097 Activities)

Explore this target

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

KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

Discover Target: KDM4A

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

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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

IDE Tchem Insulin-degrading enzyme (806 Activities)

Discover Target: IDE

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

IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

Discover Target: IDH1

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

Associated Targets(non-human)

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

rev Protein Rev (94 Activities)

Discover Target: rev

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

gld-1 Female germline-specific tumor suppressor gld-1 (77 Activities)

Discover Target: gld-1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: ethanol: 20 mg/mL, clear to slightly hazy, orange
• Melt Point(°C): 204-208°C
• Molecular Weight: 242.230 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 242.069 Da
• Monoisotopic Mass: 242.069 Da
• Topological Polar Surface Area: 82.300 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 311.000
• 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. Sizhu Tian, Xuwen Li, Jia Jiang, Li Tang, Hanqi Zhang, Yong Yu, Ziwei Zhang.  (2021)  Highly sensitive detection of rabbit IgG by electron spin resonance using CuS nanoparticles as probe.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.129835]

2. Dan Zhao, Xiaoqing Yi, Gongdao Yuan, Renxi Zhuo, Feng Li.  (2017)  Design and Construction of a Smart Targeting Drug Delivery System Based on Phototriggered Competition of Host–Guest Interaction.  MACROMOLECULAR BIOSCIENCE,  17  (9): (1700150).  [PMID:28683185] [10.1002/mabi.201700150]

3. Shuo Zhang, Yudan Xie, Xiaoke Hu, Xiaolong Zheng, Ping Huang, Xiaoyue Wang, Hao Zhang, Wei Zheng, Xueyuan Chen.  (2025)  Time-resolved luminescent biodetection of biotin in infant formula based on lanthanide-doped LiLuF4 nanoparticles.  JOURNAL OF LUMINESCENCE,      [PMID:] [10.1016/j.jlumin.2025.121312]