Cas no 23856-21-5 (1-Benzyl-1H-Indazol-5-ylamine)

1-Benzyl-1H-Indazol-5-ylamine is a heterocyclic organic compound featuring a benzyl-substituted indazole core with an amine functional group at the 5-position. This structure imparts versatility in synthetic applications, particularly as a key intermediate in pharmaceutical and agrochemical research. The presence of the benzyl group enhances solubility and reactivity, while the amine moiety allows for further functionalization, making it valuable in the development of bioactive molecules. Its well-defined chemical properties and stability under standard conditions ensure reliable performance in coupling reactions and scaffold modifications. The compound is commonly utilized in medicinal chemistry for the synthesis of potential therapeutic agents targeting various biological pathways.
1-Benzyl-1H-Indazol-5-ylamine structure
1-Benzyl-1H-Indazol-5-ylamine structure
Product Name:1-Benzyl-1H-Indazol-5-ylamine
CAS No:23856-21-5
MF:C14H13N3
MW:223.273122549057
MDL:MFCD01719807
CID:257613
PubChem ID:212069
Update Time:2025-10-28

1-Benzyl-1H-Indazol-5-ylamine Chemical and Physical Properties

Names and Identifiers

    • 1-Benzyl-1H-indazol-5-ylamine
    • 1-benzylindazol-5-amine
    • 1H-Indazol-5-amine,1-(phenylmethyl)-
    • 1-Benzyl-1H-indazol-5-amine
    • 1-benzyl-1H-indazole-5-ylamine
    • 1-Benzyl-5-amino-1H-Indazole
    • 1H-Indazol-5-amine,1-benzyl
    • 5-amino-1-benzyl-1H-indazole
    • 5-Amino-1-N-benzyl-1H-indazole
    • amino-5 benzyl-1 indazole
    • 1H-Indazol-5-amine, 1-benzyl-
    • 1H-Indazol-5-amine, 1-(phenylmethyl)-
    • 1-Benzyl-1H-indazol-5-ylamine 3HCl salt
    • 5-amino-1-benzylindazole
    • 1-benzylindazol-5-ylamine
    • 5-amino-1-benzy-1H-indazole
    • BQUSMTPKYUILPD-UHFFFAOYSA-N
    • AMY20054
    • CS-W006190
    • MFCD01719807
    • FT-0744086
    • GS-4058
    • (1-benzyl-1H-indazol-5-yl)amine
    • SCHEMBL870390
    • AC-3165
    • 23856-21-5
    • AKOS015920041
    • J-504252
    • SY004145
    • 5-25-10-00361 (Beilstein Handbook Reference)
    • BRN 0959301
    • AN-584/43510713
    • DTXSID20178558
    • DB-001529
    • 1-Benzyl-1H-Indazol-5-ylamine
    • MDL: MFCD01719807
    • Inchi: 1S/C14H13N3/c15-13-6-7-14-12(8-13)9-16-17(14)10-11-4-2-1-3-5-11/h1-9H,10,15H2
    • InChI Key: BQUSMTPKYUILPD-UHFFFAOYSA-N
    • SMILES: N1(CC2C=CC=CC=2)C2C=CC(=CC=2C=N1)N
    • BRN: 0959301

Computed Properties

  • Exact Mass: 223.11100
  • Monoisotopic Mass: 223.111
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 250
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 43.8
  • XLogP3: 2.5

Experimental Properties

  • Density: 1.2
  • Boiling Point: 441.6°C at 760 mmHg
  • Flash Point: 220.9℃
  • Refractive Index: 1.661
  • PSA: 43.84000
  • LogP: 3.24800

1-Benzyl-1H-Indazol-5-ylamine Security Information

1-Benzyl-1H-Indazol-5-ylamine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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1-Benzyl-1H-Indazol-5-ylamine Production Method

Additional information on 1-Benzyl-1H-Indazol-5-ylamine

Professional Introduction to 1-Benzyl-1H-Indazol-5-ylamine (CAS No. 23856-21-5)

1-Benzyl-1H-Indazol-5-ylamine, a compound with the chemical identifier CAS No. 23856-21-5, is a significant molecule in the field of pharmaceutical chemistry and drug discovery. This heterocyclic amine derivative has garnered considerable attention due to its structural features and potential biological activities. The indazole core, combined with the benzyl substituent, makes it a versatile scaffold for developing novel therapeutic agents.

The compound's molecular structure consists of a fused benzene and pyridazine ring system, with an amine group attached to the 5-position of the indazole ring and a benzyl group at the 1-position. This configuration imparts unique electronic and steric properties that can be exploited in medicinal chemistry. The presence of both electron-donating and withdrawing groups allows for fine-tuning of its pharmacokinetic and pharmacodynamic profiles, making it an attractive candidate for further investigation.

In recent years, there has been a growing interest in indazole derivatives as potential candidates for treating various diseases, including cancer, inflammation, and neurological disorders. The amine functionality in 1-Benzyl-1H-Indazol-5-ylamine provides a site for further chemical modification, enabling the synthesis of more complex analogs with enhanced biological activity. Researchers have explored its potential as a kinase inhibitor, particularly in targeting pathways involved in tumor growth and progression.

One of the most compelling aspects of this compound is its ability to interact with biological targets in multiple ways. The benzyl group can participate in hydrophobic interactions, while the indazole ring can engage in π-stacking interactions with proteins. These features make it a promising lead compound for designing molecules that can modulate protein-protein interactions or enzyme activity. Furthermore, the amine group can be functionalized to introduce additional pharmacophores, expanding its therapeutic potential.

Recent studies have highlighted the role of indazole derivatives in modulating immune responses and inflammation. The compound has shown promise in preclinical models as an anti-inflammatory agent by inhibiting key signaling pathways involved in immune cell activation. This property is particularly relevant given the increasing recognition of inflammation as a contributing factor in various chronic diseases.

The synthesis of 1-Benzyl-1H-Indazol-5-ylamine involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions between appropriate precursors followed by functional group transformations. Advances in synthetic methodologies have enabled more efficient production processes, making it feasible to scale up synthesis for research and development purposes.

The pharmacological profile of this compound is still under extensive investigation. Initial studies have revealed interesting interactions with enzymes such as kinases and phosphodiesterases, suggesting potential applications in treating metabolic disorders and cancer. Additionally, its ability to cross the blood-brain barrier has opened avenues for exploring its role in central nervous system disorders.

In conclusion, 1-Benzyl-1H-Indazol-5-ylamine (CAS No. 23856-21-5) is a structurally intriguing molecule with significant therapeutic potential. Its unique combination of functional groups and biological activities makes it a valuable scaffold for drug discovery efforts. As research continues to uncover new applications and refine synthetic strategies, this compound is poised to play a crucial role in the development of next-generation pharmaceuticals.

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