3,4-Diaminotoluene - ≥99.5% , CAS No.496-72-0

CAS: 496-72-0 Cat. No.: D106444 Molecular Weight: 122.17 Beilstein Registry Number: 507965 EC Number: 207-826-2

GRADE & PURITY ≥99.5%

Synonyms

AC-907/25014184 | BBL013178 | MLS002454370 | 3,4-Diamino-1-methylbenzene | W-106015 | 9AY | D77752 | NSC 1495 | Tox21_201749 | 3,4-DIAMINOTOLUENE [HSDB] | AMY22503 | 1,2-Benzenediamine, 4-methyl- | CAS-496-72-0 | HMS3039M17 | 4-Methyl-o-phenylenediamine,

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

AC-907/25014184 | BBL013178 | MLS002454370 | 3, 4-Diamino-1-methylbenzene | W-106015 | 9AY | D77752 | NSC 1495 | Tox21_201749 | 3, 4-DIAMINOTOLUENE [HSDB] | AMY22503 | 1, 2-Benzenediamine, 4-methyl- | CAS-496-72-0 | HMS3039M17 | 4-Methyl-o-phenylenediamine,

Specifications & Purity

≥99.5%

Storage

Room temperature

Shipped In

Normal

Purity

≥99.5%

Names and Identifiers

• Pubchem Sid: 488181118
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181118
• Canonical Smiles: CC1=CC(=C(C=C1)N)N
• IUPAC Name: 4-methylbenzene-1,2-diamine
• InChIKey: DGRGLKZMKWPMOH-UHFFFAOYSA-N
• INCHI: 1S/C7H10N2/c1-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H3
• Isomeric SMILES: CC1=CC(=C(C=C1)N)N
• WGK Germany: 3
• RTECS: XS9820000
• UN Number: 2810
• Packing Group: I
• Molecular Weight: 122.17
• Beilstein: 507965
• Reaxy-Rn: 507965
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=507965&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Toluenes
        • Level5 Aminotoluenes
          • Level6 Diaminotoluenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Toluenes
• Intermediate Tree Nodes: Aminotoluenes
• Direct Parent: Diaminotoluenes
• Alternative Parents: Aniline and substituted anilines Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Diaminotoluene - Aniline or substituted anilines - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as diaminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group exactly 2 amino groups.
• 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)

PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

Discover Target: PTH1R

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THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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CXCL8 Tchem Interleukin-8 (642 Activities)

Discover Target: CXCL8

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AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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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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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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HepG2 (196354 Activities)

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Lymphoblastoid cell (5959 Activities)

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BRCA1 Tchem Breast cancer type 1 susceptibility protein (15908 Activities)

Discover Target: BRCA1

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

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GMNN Tbio Geminin (128009 Activities)

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ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)

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USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

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RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

Discover Target: RUNX1

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

Discover Target: Nfe2l2

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

Discover Target: Nr1i2

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vpr Aberrant vpr protein (14595 Activities)

Discover Target: vpr

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Mechanisms of Action

Chemical and Physical Properties

• Boil Point(°C): 265°C
• Melt Point(°C): 89-90°C
• Molecular Weight: 122.170 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 122.084 Da
• Monoisotopic Mass: 122.084 Da
• Topological Polar Surface Area: 52.000 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 92.900
• 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

References

1. Xiaomin Liu, Mingkun Wang, Yichao Jiang, Xinyi Zhang, Changrong Shi, Fantian Zeng, Yatong Qin, Jinmin Ye, Jiaying Hu, Zijian Zhou.  (2023)  Magnetic Resonance Imaging Nanoprobe Quantifies Nitric Oxide for Evaluating M1/M2 Macrophage Polarization and Prognosis of Cancer Treatments.  ACS Nano,      [PMID:38047965] [10.1021/acsnano.3c05627]

2. Zhengwen Wei, Liuqing Li, Wei Wang, Wankui Ni, Xiang-fei Lü, Giuseppe Mele, Zhen-Yi Jiang.  (2024)  Interpreting the removal behaviours of aniline and 3,4-diaminotoluene on aromatic carbon-rich magnetic polymer: Statistical modelling, DFT quantitative calculations and new perspectives.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.155113]

3. Zhengwen Wei, Wankui Ni, Giuseppe Mele, Xiang-Fei Lü, Wei Wang, Zhen-Yi Jiang.  (2025)  Recyclable magnetic composites prepared by a novel reverse encapsulation reaction to increase benzene rings reactive sites for enhanced removal of 3,4-diaminotoluene: Theoretical prediction with experimental statistics.  ENVIRONMENTAL RESEARCH,      [PMID:39956421] [10.1016/j.envres.2025.121140]

4. Liang Jiao, Meifen Huang, Jiajun Xu, Qiuling Yang, Qiong Wu.  (2024)  Two halogenated coplanar Schiff base complexes: Insights into the impact of halogen substitution on intermolecular interactions via theoretical calculations.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.138676]