Cas no 1183803-85-1 (6-(Isopropylamino)pyridazine-3-carboxylic Acid)

6-(Isopropylamino)pyridazine-3-carboxylic Acid is a pyridazine derivative with a carboxylic acid functional group, offering versatility as a building block in organic synthesis and pharmaceutical applications. Its structure, featuring an isopropylamino substituent, enhances reactivity and selectivity in nucleophilic substitution and coupling reactions. The compound is particularly useful in the development of heterocyclic compounds, agrochemicals, and bioactive molecules due to its balanced lipophilicity and hydrogen-bonding capacity. Its stability under standard conditions and compatibility with common solvents make it a practical intermediate for medicinal chemistry and material science research. The carboxylic acid moiety further allows for derivatization, enabling the synthesis of amides, esters, and other functionalized derivatives.
6-(Isopropylamino)pyridazine-3-carboxylic Acid structure
1183803-85-1 structure
Product Name:6-(Isopropylamino)pyridazine-3-carboxylic Acid
CAS No:1183803-85-1
MF:C8H11N3O2
MW:181.191841363907
MDL:MFCD12152624
CID:1210940
PubChem ID:60790542
Update Time:2025-11-02

6-(Isopropylamino)pyridazine-3-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 6-(Isopropylamino)-3-pyridazinecarboxylic acid
    • 6-(Isopropylamino)pyridazine-3-carboxylic Acid
    • CS-0367275
    • MFCD12152624
    • DB-253478
    • 1183803-85-1
    • SY028798
    • 6-(Isopropylamino)pyridazine-3-carboxylicAcid
    • AKOS010005998
    • 6-(propan-2-ylamino)pyridazine-3-carboxylic acid
    • 6-[(propan-2-yl)amino]pyridazine-3-carboxylic acid
    • AC3110
    • MDL: MFCD12152624
    • Inchi: 1S/C8H11N3O2/c1-5(2)9-7-4-3-6(8(12)13)10-11-7/h3-5H,1-2H3,(H,9,11)(H,12,13)
    • InChI Key: DCMACCOFTDKEMJ-UHFFFAOYSA-N
    • SMILES: OC(C1=CC=C(N=N1)NC(C)C)=O

Computed Properties

  • Exact Mass: 181.08500
  • Monoisotopic Mass: 181.085126602g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 184
  • 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: 0.8
  • Topological Polar Surface Area: 75.1?2

Experimental Properties

  • PSA: 78.34000
  • LogP: 0.41700

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Additional information on 6-(Isopropylamino)pyridazine-3-carboxylic Acid

6-(Isopropylamino)pyridazine-3-carboxylic Acid (CAS 1183803-85-1): A Comprehensive Overview

6-(Isopropylamino)pyridazine-3-carboxylic Acid (CAS 1183803-85-1) is a specialized pyridazine derivative with significant potential in pharmaceutical and agrochemical research. This compound, characterized by its unique carboxylic acid and isopropylamino functional groups, has garnered attention for its versatile applications in drug discovery and material science. Its molecular structure, C8H11N3O2, offers a balanced combination of hydrophilicity and lipophilicity, making it an attractive building block for medicinal chemistry applications.

The growing interest in heterocyclic compounds like 6-(Isopropylamino)pyridazine-3-carboxylic Acid stems from their ability to serve as key intermediates in the synthesis of bioactive molecules. Recent trends in AI-driven drug discovery have highlighted the importance of such nitrogen-containing heterocycles, as they frequently appear in FDA-approved drugs. Researchers are particularly interested in how this compound's hydrogen bonding capacity and molecular geometry can influence protein-ligand interactions in therapeutic target binding.

From a synthetic chemistry perspective, 6-(Isopropylamino)pyridazine-3-carboxylic Acid offers several advantages. Its carboxylic acid group allows for easy derivatization through amide coupling reactions, while the isopropylamino moiety provides steric bulk that can be exploited for selectivity in molecular recognition. These features make it valuable for creating structure-activity relationship (SAR) libraries in modern drug development programs. The compound's stability under various pH conditions further enhances its utility in combinatorial chemistry approaches.

The application spectrum of 6-(Isopropylamino)pyridazine-3-carboxylic Acid extends beyond pharmaceuticals. In material science, its aromatic system with multiple hydrogen bond acceptors makes it a candidate for designing molecular sensors and supramolecular assemblies. Recent publications have explored its potential in creating metal-organic frameworks (MOFs) with specific pore geometries, addressing current research interests in gas storage materials and molecular separation technologies.

Market analysis indicates growing demand for pyridazine-based building blocks like 6-(Isopropylamino)pyridazine-3-carboxylic Acid, particularly in the contract research organization (CRO) sector. The compound's CAS 1183803-85-1 serves as a crucial identifier in chemical databases, facilitating its procurement for research purposes. Current pricing trends reflect its status as a high-value specialty chemical, with purity grades typically ranging from 95% to 98% for research applications.

Quality control parameters for 6-(Isopropylamino)pyridazine-3-carboxylic Acid typically include HPLC analysis, melting point determination, and spectroscopic characterization (1H NMR, 13C NMR, and mass spectrometry). These analytical procedures ensure batch-to-batch consistency, which is critical for reproducible research results. The compound's storage conditions generally recommend protection from moisture at temperatures between 2-8°C to maintain long-term stability.

Recent patent literature reveals innovative applications of 6-(Isopropylamino)pyridazine-3-carboxylic Acid derivatives in addressing current medical challenges. Several filings describe its incorporation into kinase inhibitors, particularly targeting cancer-related pathways. Other developments explore its use in antimicrobial agents, responding to the global need for novel antibiotic scaffolds in the face of increasing microbial resistance.

Environmental and safety considerations for handling 6-(Isopropylamino)pyridazine-3-carboxylic Acid follow standard laboratory protocols for organic compounds. While not classified as hazardous under current regulations, proper personal protective equipment (PPE) including gloves and safety glasses is recommended during manipulation. The compound's biodegradability profile and ecotoxicological data are subjects of ongoing research as part of broader green chemistry initiatives.

The synthesis of 6-(Isopropylamino)pyridazine-3-carboxylic Acid typically involves multi-step organic transformations starting from commercially available pyridazine precursors. Recent methodological improvements have focused on catalytic processes that enhance atom economy and reduce solvent waste, aligning with sustainable chemistry principles. These advances contribute to making this valuable chemical intermediate more accessible to the research community.

Future research directions for 6-(Isopropylamino)pyridazine-3-carboxylic Acid (CAS 1183803-85-1) may explore its potential in bioconjugation chemistry for drug delivery systems, or as a scaffold for proteolysis targeting chimeras (PROTACs). The compound's structural features position it well for these cutting-edge applications in precision medicine and targeted therapy development, areas that currently dominate pharmaceutical innovation discussions.

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