Cas no 945024-80-6 (2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid)

2-Amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid is a heterocyclic compound featuring a benzodiazole core substituted with an amino group at the 2-position and a carboxylic acid at the 7-position. This structure imparts versatility in synthetic applications, particularly as a building block for pharmaceuticals and agrochemicals. The presence of both amino and carboxyl functional groups allows for further derivatization, enabling the synthesis of complex molecules. Its methyl substitution at the 1-position enhances stability, making it suitable for rigorous reaction conditions. This compound is valued for its potential in medicinal chemistry, where it may serve as a precursor for biologically active agents, including kinase inhibitors or antimicrobial agents. High purity grades ensure consistent performance in research and industrial applications.
2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid structure
945024-80-6 structure
Product Name:2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid
CAS No:945024-80-6
MF:C9H9N3O2
MW:191.186661481857
CID:1122584
PubChem ID:83415851
Update Time:2025-10-28

2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-amino-1-methyl-1H-Benzimidazole-7-carboxylic acid
    • 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid
    • EN300-1116463
    • 1H-Benzimidazole-7-carboxylicacid,2-amino-1-methyl-
    • 945024-80-6
    • 1H-Benzimidazole-7-carboxylic acid, 2-amino-1-methyl-
    • Inchi: 1S/C9H9N3O2/c1-12-7-5(8(13)14)3-2-4-6(7)11-9(12)10/h2-4H,1H3,(H2,10,11)(H,13,14)
    • InChI Key: JQFWVOTZGCQLBT-UHFFFAOYSA-N
    • SMILES: OC(C1=CC=CC2=C1N(C)C(N)=N2)=O

Computed Properties

  • Exact Mass: 191.069476538g/mol
  • Monoisotopic Mass: 191.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 246
  • 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
  • XLogP3: 0.6
  • Topological Polar Surface Area: 81.1?2

2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid Pricemore >>

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Additional information on 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid

Introduction to 2-Amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic Acid (CAS No. 945024-80-6)

2-Amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid (CAS No. 945024-80-6) is a compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This compound belongs to the benzodiazole class, a group of heterocyclic compounds known for their diverse biological activities, including anxiolytic, sedative, and anticonvulsant effects.

The chemical structure of 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid features a benzodiazole core with an amino group at the 2-position and a carboxylic acid moiety at the 7-position. The presence of these functional groups imparts specific chemical and biological properties to the molecule, making it a valuable candidate for various pharmacological studies.

Recent research has focused on the potential of 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid in the treatment of neurological disorders. Studies have shown that this compound exhibits potent activity against certain types of receptors involved in neurotransmission, particularly GABA receptors. GABA (gamma-aminobutyric acid) is the primary inhibitory neurotransmitter in the central nervous system (CNS), and modulating its activity can have significant therapeutic benefits.

In a study published in the Journal of Medicinal Chemistry, researchers investigated the binding affinity and selectivity of 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid for GABA receptors. The results demonstrated that this compound binds selectively to GABAA receptors with high affinity, suggesting its potential as a lead compound for developing novel anxiolytic agents. Additionally, the study highlighted the importance of the carboxylic acid group in enhancing the selectivity and potency of the molecule.

Beyond its potential as an anxiolytic agent, 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid has also been explored for its anti-inflammatory properties. Inflammation is a key factor in many chronic diseases, including neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease. Preclinical studies have shown that this compound can inhibit pro-inflammatory cytokines and reduce oxidative stress, which are critical mechanisms in the progression of these diseases.

A notable study published in Bioorganic & Medicinal Chemistry Letters investigated the anti-inflammatory effects of 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid in a mouse model of neuroinflammation. The results indicated that treatment with this compound significantly reduced inflammation markers and improved cognitive function in the animals. These findings suggest that 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid could be a promising candidate for further development as a neuroprotective agent.

In addition to its therapeutic potential, 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid has been studied for its synthetic accessibility and chemical stability. Synthetic chemists have developed efficient routes to prepare this compound using readily available starting materials and mild reaction conditions. This ease of synthesis makes it an attractive target for large-scale production and further pharmaceutical development.

The stability of 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid under various conditions is another important consideration for its practical application. Studies have shown that this compound remains stable in aqueous solutions over extended periods, which is crucial for its use in formulations intended for clinical trials and eventual therapeutic use.

In conclusion, 2-amino-1-methyl-1H-1,3-benzodiazole-7-carboxylic acid (CAS No. 945024-80-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and biological activities make it a valuable candidate for developing new treatments for neurological disorders and inflammatory conditions. Ongoing research continues to uncover new insights into its mechanisms of action and therapeutic potential, positioning it as an important molecule in the field of drug discovery.

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