Cas no 1240518-54-0 (3-Amino-1H-indazole-4-carbonitrile)

3-Amino-1H-indazole-4-carbonitrile is a heterocyclic organic compound featuring an indazole core substituted with an amino group at the 3-position and a cyano group at the 4-position. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. Its reactive amino and nitrile functionalities allow for further derivatization, enabling the construction of diverse heterocyclic frameworks. The compound is commonly utilized in medicinal chemistry research for designing kinase inhibitors and other therapeutic agents. High purity grades are available to ensure reproducibility in synthetic applications. Proper handling under controlled conditions is recommended due to its sensitivity.
3-Amino-1H-indazole-4-carbonitrile structure
1240518-54-0 structure
Product Name:3-Amino-1H-indazole-4-carbonitrile
CAS No:1240518-54-0
MF:C8H6N4
MW:158.160040378571
MDL:MFCD20486223
CID:1038393
Update Time:2025-05-20

3-Amino-1H-indazole-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Amino-1H-indazole-4-carbonitrile
    • AK100766
    • ANW-69944
    • CHEMBL2391619
    • CTK8C3317
    • KB-234502
    • SureCN186113
    • YSO
    • MDL: MFCD20486223
    • Inchi: 1S/C8H6N4/c9-4-5-2-1-3-6-7(5)8(10)12-11-6/h1-3H,(H3,10,11,12)
    • InChI Key: KVXRKRURRSOVSJ-UHFFFAOYSA-N
    • SMILES: N1C2C=CC=C(C#N)C=2C(N)=N1

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0

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Additional information on 3-Amino-1H-indazole-4-carbonitrile

3-Amino-1H-indazole-4-carbonitrile (CAS No. 1240518-54-0): A Comprehensive Overview

3-Amino-1H-indazole-4-carbonitrile, also known by its CAS registry number CAS No. 1240518-54-0, is a heterocyclic organic compound with significant potential in various fields of chemical research and application. This compound belongs to the indazole family, a class of bicyclic structures consisting of a benzene ring fused to an imidazole moiety. The presence of an amino group (-NH?) at the 3-position and a cyano group (-CN) at the 4-position imparts unique chemical properties, making it a valuable molecule in drug discovery, material science, and organic synthesis.

The synthesis of 3-Amino-1H-indazole-4-carbonitrile typically involves multi-step reactions, often utilizing intermediates such as indazoles or their derivatives. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly routes to this compound. For instance, researchers have explored the use of transition metal catalysts to facilitate coupling reactions, significantly improving yields and reducing reaction times.

In the realm of pharmacology, 3-Amino-1H-indazole-4-carbonitrile has garnered attention due to its potential as a lead compound in drug development. Studies have demonstrated its ability to modulate various biological targets, including kinases and receptors, which are implicated in diseases such as cancer and neurodegenerative disorders. For example, a recent study published in the Journal of Medicinal Chemistry highlighted its inhibitory effects on a specific kinase involved in tumor growth, suggesting its potential as an anti-cancer agent.

Beyond pharmacology, 3-Amino-1H-indazole-4-carbonitrile has found applications in material science. Its nitrogen-rich structure makes it a promising candidate for the development of coordination polymers and metal-organic frameworks (MOFs). These materials are highly sought after for their potential in gas storage, catalysis, and sensing technologies. Researchers have reported the successful incorporation of this compound into MOFs with enhanced porosity and stability, opening new avenues for industrial applications.

The chemical versatility of 3-Amino-1H-indazole-4-carbonitrile also extends to organic synthesis. Its amino group can act as a nucleophile in various reactions, enabling the construction of complex molecular architectures. Recent advancements in click chemistry have further expanded its utility, allowing for rapid and selective modifications of this compound to create derivatives with tailored properties.

In conclusion, 3-Amino-1H-indazole-4-carbonitrile (CAS No. 1240518-54-0) is a multifaceted compound with significant implications across diverse scientific disciplines. Its unique chemical structure, coupled with recent breakthroughs in synthesis and application methodologies, positions it as a key molecule in advancing both fundamental research and practical innovations.

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