Cas no 118768-13-1 (Pyrrolo[1,2-b]pyridazine-6-carboxylic acid)

Pyrrolo[1,2-b]pyridazine-6-carboxylic acid is a heterocyclic carboxylic acid derivative with a fused pyrrole-pyridazine core structure. This compound serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. Its rigid bicyclic scaffold offers structural diversity for medicinal chemistry applications, enabling the design of novel enzyme inhibitors or receptor modulators. The carboxylic acid functionality provides a handle for further derivatization, such as amide formation or esterification, enhancing its utility in lead optimization. The compound's stability and synthetic accessibility make it a practical choice for research in drug discovery and heterocyclic chemistry.
Pyrrolo[1,2-b]pyridazine-6-carboxylic acid structure
118768-13-1 structure
Product Name:Pyrrolo[1,2-b]pyridazine-6-carboxylic acid
CAS No:118768-13-1
MF:C8H6N2O2
MW:162.145441532135
MDL:MFCD20646267
CID:840951
PubChem ID:22473177
Update Time:2025-10-29

Pyrrolo[1,2-b]pyridazine-6-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Pyrrolo[1,2-b]pyridazine-6-carboxylic acid
    • H-pyrrolo[1,2-b]pyridazine-6-carboxylic acid
    • SLVBZCDHIKVNNN-UHFFFAOYSA-N
    • 3094AA
    • FCH1226320
    • AX8250304
    • DB-335463
    • 118768-13-1
    • CS-0134487
    • SY286053
    • DTXSID80625896
    • Pyrrolo[1,2-b]pyridazine-6-carboxylicacid
    • SCHEMBL16693162
    • MFCD20646267
    • Z1262529348
    • L10193
    • AS-65332
    • EN300-6481378
    • AKOS016000694
    • MDL: MFCD20646267
    • Inchi: 1S/C8H6N2O2/c11-8(12)6-4-7-2-1-3-9-10(7)5-6/h1-5H,(H,11,12)
    • InChI Key: SLVBZCDHIKVNNN-UHFFFAOYSA-N
    • SMILES: OC(C1=CN2C(C=CC=N2)=C1)=O

Computed Properties

  • Exact Mass: 162.042927438g/mol
  • Monoisotopic Mass: 162.042927438g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 196
  • 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: 54.6
  • XLogP3: 0.6

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Additional information on Pyrrolo[1,2-b]pyridazine-6-carboxylic acid

Pyrrolo[1,2-b]pyridazine-6-carboxylic acid (CAS No. 118768-13-1): A Comprehensive Overview

Pyrrolo[1,2-b]pyridazine-6-carboxylic acid (CAS No. 118768-13-1) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique pyrrolopyridazine core, exhibits a range of biological activities that make it a valuable scaffold for the development of novel therapeutic agents.

The pyrrolopyridazine core is a heterocyclic structure that consists of a pyrrole ring fused to a pyridazine ring. This structural feature imparts Pyrrolo[1,2-b]pyridazine-6-carboxylic acid with distinct chemical properties, such as high stability and the ability to form strong hydrogen bonds. These properties contribute to its potential as a pharmacophore in drug design.

Recent studies have highlighted the biological activities of Pyrrolo[1,2-b]pyridazine-6-carboxylic acid and its derivatives. One notable area of research is its potential as an anti-inflammatory agent. In a study published in the Journal of Medicinal Chemistry, researchers demonstrated that certain derivatives of Pyrrolo[1,2-b]pyridazine-6-carboxylic acid exhibit potent anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. This makes it a promising candidate for the treatment of inflammatory diseases like rheumatoid arthritis and Crohn's disease.

Another significant application of Pyrrolo[1,2-b]pyridazine-6-carboxylic acid is in the field of cancer research. Studies have shown that this compound and its derivatives can selectively target and inhibit cancer cells while sparing normal cells. For instance, a study in the Cancer Research journal reported that a specific derivative of Pyrrolo[1,2-b]pyridazine-6-carboxylic acid exhibited strong antiproliferative activity against various cancer cell lines, including breast cancer and colon cancer cells. The mechanism of action involves the inhibition of key signaling pathways such as PI3K/AKT and MAPK, which are often dysregulated in cancer cells.

In addition to its anti-inflammatory and anticancer properties, Pyrrolo[1,2-b]pyridazine-6-carboxylic acid has also been explored for its potential as an antiviral agent. Research published in the Antiviral Research journal indicated that certain derivatives of this compound show promising activity against viral infections, particularly those caused by RNA viruses such as influenza and hepatitis C virus (HCV). The antiviral activity is attributed to the compound's ability to interfere with viral replication processes.

The synthetic accessibility of Pyrrolo[1,2-b]pyridazine-6-carboxylic acid is another factor that contributes to its appeal in drug discovery. Various synthetic routes have been developed to efficiently produce this compound and its derivatives. One common approach involves the condensation of pyrrole with an appropriate pyridazine precursor followed by carboxylation reactions. These synthetic methods allow for the introduction of diverse functional groups, enabling the fine-tuning of pharmacological properties.

Furthermore, the pharmacokinetic properties of Pyrrolo[1,2-b]pyridazine-6-carboxylic acid have been extensively studied to optimize its therapeutic potential. Research has shown that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) profiles. For example, it has good oral bioavailability and low toxicity, making it suitable for chronic administration in clinical settings.

In conclusion, Pyrrolo[1,2-b]pyridazine-6-carboxylic acid (CAS No. 118768-13-1) is a multifaceted compound with significant potential in various therapeutic areas. Its unique chemical structure and diverse biological activities make it an attractive scaffold for drug development. Ongoing research continues to uncover new applications and mechanisms of action, further solidifying its importance in medicinal chemistry and pharmaceutical research.

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