Cas no 78316-08-2 (3H-imidazo[4,5-b]pyridine-7-carboxylic acid)

3H-Imidazo[4,5-b]pyridine-7-carboxylic acid is a heterocyclic carboxylic acid derivative with a fused imidazo-pyridine core, serving as a versatile intermediate in pharmaceutical and agrochemical synthesis. Its rigid bicyclic structure enhances binding affinity in medicinal chemistry applications, particularly for targeting enzymes or receptors requiring planar aromatic motifs. The carboxylic acid functional group allows for further derivatization, enabling conjugation or salt formation to improve solubility and bioavailability. This compound is valued for its role in developing kinase inhibitors, antiviral agents, and other bioactive molecules. High purity grades ensure reproducibility in research and industrial-scale synthesis. Proper handling under controlled conditions is recommended due to its potential reactivity.
3H-imidazo[4,5-b]pyridine-7-carboxylic acid structure
78316-08-2 structure
Product Name:3H-imidazo[4,5-b]pyridine-7-carboxylic acid
CAS No:78316-08-2
MF:C7H5N3O2
MW:163.133500814438
MDL:MFCD05723323
CID:984167
PubChem ID:3433733
Update Time:2025-05-26

3H-imidazo[4,5-b]pyridine-7-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3H-imidazo[4,5-b]pyridine-7-carboxylic acid
    • 1H-imidazo[4,5-b]pyridine-7-carboxylic acid
    • 7-Imidazo[4,5-b]pyridine carboxylic acid
    • 7-Imidazo< 4,5-b> pyridine carboxylic acid
    • AC1MPDXJ
    • F1957-0053
    • NSC371788
    • SureCN1664968
    • SureCN2749580
    • CEZJOKOKGRAPMR-UHFFFAOYSA-N
    • Z1198166027
    • PB26169
    • AKOS005208161
    • DTXSID80392435
    • P10325
    • 78316-08-2
    • SCHEMBL1664968
    • CS-0051347
    • A865057
    • MFCD05723323
    • NSC-371788
    • BS-13716
    • EN300-122856
    • 3H-IMIDAZO[4,5-B]PYRIDINE-7-CARBOXYLICACID
    • DB-294295
    • SY042001
    • ALBB-033762
    • MDL: MFCD05723323
    • Inchi: 1S/C7H5N3O2/c11-7(12)4-1-2-8-6-5(4)9-3-10-6/h1-3H,(H,11,12)(H,8,9,10)
    • InChI Key: CEZJOKOKGRAPMR-UHFFFAOYSA-N
    • SMILES: OC(C1C=CN=C2C=1NC=N2)=O

Computed Properties

  • Exact Mass: 163.03825
  • Monoisotopic Mass: 163.038
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 197
  • 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: 78.9A^2
  • XLogP3: 0.3

Experimental Properties

  • Density: 1.68
  • Boiling Point: 349°C at 760 mmHg
  • Flash Point: 164.8°C
  • Refractive Index: 1.778
  • PSA: 78.87

3H-imidazo[4,5-b]pyridine-7-carboxylic acid Pricemore >>

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Additional information on 3H-imidazo[4,5-b]pyridine-7-carboxylic acid

3H-imidazo[4,5-b]pyridine-7-carboxylic acid (CAS No. 78316-08-2): A Comprehensive Overview

3H-imidazo[4,5-b]pyridine-7-carboxylic acid (CAS No. 78316-08-2) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of imidazopyridines, which are known for their diverse biological activities, including anti-inflammatory, antiviral, and anticancer properties. The unique structural features of 3H-imidazo[4,5-b]pyridine-7-carboxylic acid make it an attractive candidate for the development of novel therapeutic agents.

The chemical structure of 3H-imidazo[4,5-b]pyridine-7-carboxylic acid consists of a fused imidazole and pyridine ring system, with a carboxylic acid group attached at the 7-position. This configuration confers the compound with specific physicochemical properties that are crucial for its biological activity. The carboxylic acid group can participate in hydrogen bonding and other intermolecular interactions, which are essential for binding to biological targets such as enzymes and receptors.

Recent studies have highlighted the potential of 3H-imidazo[4,5-b]pyridine-7-carboxylic acid in various therapeutic areas. For instance, a study published in the Journal of Medicinal Chemistry reported that derivatives of this compound exhibit potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. This makes 3H-imidazo[4,5-b]pyridine-7-carboxylic acid a promising lead compound for the development of new anti-inflammatory drugs.

In addition to its anti-inflammatory properties, 3H-imidazo[4,5-b]pyridine-7-carboxylic acid has shown promising antiviral activity against several viral strains. Research conducted by a team at the University of California demonstrated that certain derivatives of this compound can effectively inhibit the replication of influenza virus and herpes simplex virus (HSV). The mechanism of action involves interference with viral entry and replication processes, making it a valuable candidate for antiviral drug development.

The anticancer potential of 3H-imidazo[4,5-b]pyridine-7-carboxylic acid has also been extensively studied. A study published in Cancer Research found that this compound can induce apoptosis in various cancer cell lines by modulating key signaling pathways such as p53 and Bcl-2. These findings suggest that 3H-imidazo[4,5-b]pyridine-7-carboxylic acid could be developed into a novel anticancer agent with broad-spectrum activity.

The synthetic accessibility of 3H-imidazo[4,5-b]pyridine-7-carboxylic acid is another factor that contributes to its appeal in pharmaceutical research. Various synthetic routes have been reported in the literature, allowing for the efficient preparation of this compound and its derivatives. One common approach involves the condensation of 2-amino-6-methylpyridine with formamide followed by cyclization to form the imidazopyridine core. This synthetic flexibility enables researchers to explore a wide range of structural modifications to optimize biological activity and pharmacokinetic properties.

In terms of pharmacokinetics, 3H-imidazo[4,5-b]pyridine-7-carboxylic acid exhibits favorable absorption, distribution, metabolism, and excretion (ADME) profiles. Studies have shown that this compound has good oral bioavailability and can penetrate biological membranes effectively. Additionally, it demonstrates low toxicity in preclinical models, making it a safe candidate for further development.

The future prospects for 3H-imidazo[4,5-b]pyridine-7-carboxylic acid are promising. Ongoing research is focused on optimizing its structure to enhance potency and selectivity while minimizing side effects. Clinical trials are also being planned to evaluate the safety and efficacy of this compound in human subjects. The multidisciplinary approach involving medicinal chemistry, pharmacology, and clinical research is expected to yield significant advancements in the development of new therapeutic agents based on this scaffold.

In conclusion, 3H-imidazo[4,5-b]pyridine-7-carboxylic acid (CAS No. 78316-08-2) is a highly promising compound with diverse biological activities and potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable pharmacological properties make it an attractive lead compound for the development of novel drugs targeting inflammation, viral infections, and cancer. Continued research and development efforts are likely to uncover new opportunities for this versatile molecule.

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