3,3'-Dihydroxybenzidine - ≥98% , CAS No.2373-98-0

CAS: 2373-98-0 Cat. No.: D122452 Molecular Weight: 216.24 Beilstein Registry Number: 13(2)502 EC Number: 679-800-2

GRADE & PURITY ≥98%

Synonyms

InChI=1/C12H12N2O2/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6,15-16H,13-14H2 | 3,3'-dihydroxy-4,4'-diamino-bipheny | SY052119 | 3,3'-Dihydroxy-4,4'-diaminobiphenyl | 3,3'-Dihydroxy-4,4'-diamino-biphenyl | CCRIS 9225 | Q27285684 | ZGDMDBHLKNQPSD-UHFF

Storage

Room temperature,Argon charged

Shipped In

Normal

Specifications

Synonyms

InChI=1/C12H12N2O2/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6, 15-16H, 13-14H2 | 3, 3'-dihydroxy-4, 4'-diamino-bipheny | SY052119 | 3, 3'-Dihydroxy-4, 4'-diaminobiphenyl | 3, 3'-Dihydroxy-4, 4'-diamino-biphenyl | CCRIS 9225 | Q27285684 | ZGDMDBHLKNQPSD-UHFF

Specifications & Purity

≥98%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 508808599
• Canonical Smiles: C1=CC(=C(C=C1C2=CC(=C(C=C2)N)O)O)N
• IUPAC Name: 2-amino-5-(4-amino-3-hydroxyphenyl)phenol
• InChIKey: ZGDMDBHLKNQPSD-UHFFFAOYSA-N
• INCHI: 1S/C12H12N2O2/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6,15-16H,13-14H2
• Isomeric SMILES: C1=CC(=C(C=C1C2=CC(=C(C=C2)N)O)O)N
• RTECS: DV4900000
• Molecular Weight: 216.24
• Beilstein: 13(2)502
• Reaxy-Rn: 2725972
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2725972&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Biphenyls and derivatives
        • Level5 Benzidines
          • Level6 3,3'-disubstituted benzidines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Biphenyls and derivatives
• Intermediate Tree Nodes: Benzidines
• Direct Parent: 3,3'-disubstituted benzidines
• Alternative Parents: o-Aminophenols Aniline and substituted anilines 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Primary amines Organopnictogen compounds Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: 3,3'-disubstituted benzidine - Aminophenol - O-aminophenol - Aniline or substituted anilines - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Organic nitrogen compound - Primary amine - Amine - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 3,3'-disubstituted benzidines. These are organic compounds containing a benzidine skeleton, which is substituted only at the 3- and 3'-positions.
• 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)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

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NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)

Discover Target: NFKB1

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ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

Discover Target: ALOX15

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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Lymphoblastoid cell (5959 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

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Associated Targets(non-human)

Cruzipain (33337 Activities)

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Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

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Rattus norvegicus (775804 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water; Soluble in Dimethylformamide
• Sensitivity: air sensitive
• Melt Point(°C): 292°C
• Molecular Weight: 216.240 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 216.09 Da
• Monoisotopic Mass: 216.09 Da
• Topological Polar Surface Area: 92.500 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 213.000
• 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

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6. Rusong Sang, Yezi Hu, Zewen Shen, Guixia Zhao, Junrong Yue, Xiubing Huang.  (2024)  Low-temperature synthesis of porous organic polymers with donor–acceptor structure and β-ketoenamine for photocatalytic oxidative coupling of amines.  Nanoscale,  16  (18): (8931-8940).  [PMID:38625409] [10.1039/D4NR00391H]

7. Chunyi Yu, Xujing Kong, Wenting Li, Boyu Li, Baorong Chen, Mengyao Gao, Susu Cai, Yun Wei.  (2025)  Magnetic molecularly imprinted polymers coupled with UPLC-MS/MS for simultaneous detection of 19 steroid hormones in human plasma.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:39793446] [10.1016/j.chroma.2025.465655]

8. Manyan Qiu, Yueling Tian, Wenxuan Qu, Yu Ma, Feng Zhao, Yujun Jiang, Qianyu Zhao, Chaoxin Man.  (2024)  Postbiotic-biosynthesized silver nanoparticles anchored on covalent organic frameworks integrated into carboxymethyl chitosan-based film for enhancing antibacterial packaging.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39722393] [10.1016/j.ijbiomac.2024.139143]

9. Chenglong Sun, Ying Han, Hongyu Guo, Rui Zhao, Youxing Liu, Zheng Lin, Zehao Xiao, Zongqiang Sun, Mingchuan Luo, Shaojun Guo.  (2025)  Proton Reservoir in Covalent Organic Framework Compensating Oxygen Reduction Reaction Enhances Hydrogen Peroxide Photosynthesis.  ADVANCED MATERIALS,      [PMID:40159893] [10.1002/adma.202502990]

10. Liwen Huang, Quan Yang, Yu Ding, Mahmoud Sayed.  (2025)  Promoting exciton dissociation of covalent organic frameworks via donor-acceptor characteristic modulation for enhanced H2O2 photocatalytic production.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40912019] [10.1016/j.jcis.2025.138859]

11. Lu Bai, Fangxu Fan, Zeyuan Gao, Tianyou Li, Yuao Wang, Zehua Li, Rongyu Lu, Ziyu Huai, Xinyue Wu, Gaohong He, Canghai Ma.  (2025)  Effect of thermally rearrangeable polyimide units on carbon molecular sieve membranes for enhanced C2H4/C2H6 separation.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2025.125032]

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13. Ziyi Yin, Xiaoqing Wang, Qianqian Wang, Chun Wang, Yujie Ma, Mingming Xu, Qiuhua Wu.  (2026)  Tailoring triazine-based covalent organic framework with hydroxyl sites for effective extraction and sensitive detection of phenolic endocrine-disrupting compounds.  FOOD CHEMISTRY,      [PMID:] [10.1016/j.foodchem.2026.149089]