Cas no 335030-25-6 (N,1-Dimethyl-1H-indazole-3-carboxamide)

N,1-Dimethyl-1H-indazole-3-carboxamide is a heterocyclic organic compound featuring an indazole core substituted with a carboxamide group at the 3-position and methyl groups at the 1-nitrogen and amide nitrogen. This structure imparts unique physicochemical properties, making it a valuable intermediate in pharmaceutical and agrochemical research. Its stability under various conditions and compatibility with further functionalization enhance its utility in synthetic applications. The compound’s well-defined molecular framework allows for precise modifications, facilitating the development of bioactive molecules. Its high purity and consistent performance make it suitable for rigorous laboratory and industrial use.
N,1-Dimethyl-1H-indazole-3-carboxamide structure
335030-25-6 structure
Product Name:N,1-Dimethyl-1H-indazole-3-carboxamide
CAS No:335030-25-6
MF:C10H11N3O
MW:189.213841676712
CID:2116936
PubChem ID:22593809
Update Time:2025-05-23

N,1-Dimethyl-1H-indazole-3-carboxamide Chemical and Physical Properties

Names and Identifiers

    • N,1-dimethyl-1H-Indazole-3-carboxamide
    • 1H-Indazole-3-carboxamide, N,1-dimethyl-
    • DXESIOGIYNKDQX-UHFFFAOYSA-N
    • N,1-Dimethyl-1H-indazole-3-carboxamide
    • Inchi: 1S/C10H11N3O/c1-11-10(14)9-7-5-3-4-6-8(7)13(2)12-9/h3-6H,1-2H3,(H,11,14)
    • InChI Key: DXESIOGIYNKDQX-UHFFFAOYSA-N
    • SMILES: O=C(C1C2C=CC=CC=2N(C)N=1)NC

Computed Properties

  • Exact Mass: 189.090211983g/mol
  • Monoisotopic Mass: 189.090211983g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 231
  • 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: 46.9
  • XLogP3: 1.2

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Additional information on N,1-Dimethyl-1H-indazole-3-carboxamide

N,1-Dimethyl-1H-indazole-3-carboxamide (CAS No. 335030-25-6): A Comprehensive Overview

N,1-Dimethyl-1H-indazole-3-carboxamide, identified by the CAS registry number 335030-25-6, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the class of indazoles, which are heterocyclic aromatic compounds with a wide range of applications in drug discovery and materials science. The structure of N,1-Dimethyl-1H-indazole-3-carboxamide consists of an indazole ring system substituted with a methyl group at position 1 and a carboxamide group at position 3. This substitution pattern imparts unique electronic and steric properties to the molecule, making it a valuable tool in various research and industrial applications.

Recent studies have highlighted the potential of N,1-Dimethyl-1H-indazole-3-carboxamide as a promising candidate in the development of novel therapeutic agents. Researchers have explored its role as a modulator of various biological targets, including kinases and ion channels. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound exhibits potent inhibitory activity against certain protein kinases, which are key players in cancer progression and inflammation. The ability of N,1-Dimethyl-1H-indazole-3-carboxamide to selectively bind to these targets suggests its potential utility in the design of next-generation anticancer drugs.

In addition to its pharmacological applications, N,1-Dimethyl-1H-indazole-3-carboxamide has also been investigated for its role in materials science. The indazole moiety is known for its π-conjugated system, which contributes to its electronic properties. Recent advancements in organic electronics have leveraged these properties to develop new materials for optoelectronic devices such as organic light-emitting diodes (OLEDs) and photovoltaic cells. The substitution pattern in N,1-Dimethyl-1H-indazole-3-carboxamide allows for fine-tuning of these electronic properties, making it a versatile building block in material synthesis.

The synthesis of N,1-Dimethyl-1H-indazole-3-carboxamide typically involves multi-step organic reactions. A common approach includes the formation of the indazole ring via condensation reactions followed by functionalization at specific positions. Researchers have optimized these synthetic routes to enhance yield and purity, ensuring scalability for industrial applications. For example, a study reported in the European Journal of Organic Chemistry described a novel method for synthesizing this compound using microwave-assisted conditions, which significantly reduced reaction times while maintaining high product quality.

Beyond its direct applications, N,1-Dimethyl-1H-indazole-3-carboxamide serves as an important intermediate in the synthesis of more complex molecules. Its reactivity and stability make it an ideal precursor for constructing bioactive compounds with diverse functionalities. This versatility underscores its importance in both academic research and industrial development.

In conclusion, N,1-Dimethyl-1H-indazole-3-carboxamide (CAS No. 335030-25-6) is a multifaceted compound with promising applications across various scientific domains. Its unique chemical structure and versatile properties continue to drive innovative research into its potential uses in drug discovery, materials science, and beyond. As ongoing studies uncover new insights into its biological and chemical behaviors, this compound is poised to play an increasingly significant role in advancing modern science and technology.

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