Cas no 1532-25-8 (3,6-dichloropyridine-2-carboxamide)

3,6-Dichloropyridine-2-carboxamide is a chlorinated pyridine derivative with a carboxamide functional group, offering versatile reactivity for synthetic applications. Its molecular structure, featuring two chlorine substituents at the 3- and 6-positions, enhances its utility as an intermediate in pharmaceutical and agrochemical synthesis. The compound’s electron-withdrawing properties and stability under various reaction conditions make it suitable for cross-coupling reactions, nucleophilic substitutions, and further functionalization. Its high purity and well-defined chemical properties ensure consistent performance in research and industrial processes. This compound is particularly valued for its role in developing biologically active molecules, including herbicides and pharmaceuticals, due to its robust scaffold and selective reactivity.
3,6-dichloropyridine-2-carboxamide structure
1532-25-8 structure
Product Name:3,6-dichloropyridine-2-carboxamide
CAS No:1532-25-8
MF:C6H4Cl2N2O
MW:191.014759063721
MDL:MFCD00186645
CID:1024071
PubChem ID:728681
Update Time:2025-07-19

3,6-dichloropyridine-2-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 3,6-Dichloropicolinamide
    • 3,6-dichloro-2-Pyridinecarboxamide
    • 3,6-Dichloropicolimide
    • 3,6-Dichloropyridine-2-carboxamide
    • 3,6-Dichlor-2-picolinamid
    • 3,6-DICHLORO-PYRIDINE-2-CARBOXYLIC ACID AMIDE
    • 3,6-Dichlorpicolinsaeureamid
    • 3,6-dichlorpyridin-2-carboxamid
    • F3097-0577
    • UKRORGSYN-BB BBV-137831
    • 2-Carbamoyl-3,6-dichloropyridine
    • 2-Carbamoyl-3,6-dichloropyridine, 3,6-Dichloropicolinamide
    • BAA53225
    • SCHEMBL2212207
    • SB52643
    • CS-0215001
    • 1532-25-8
    • DTXSID60352532
    • A26154
    • PS-5027
    • AKOS000246753
    • Z145120848
    • EN300-212985
    • DB-063975
    • MFCD00186645
    • I10219
    • STK365543
    • 3,6-dichloropyridine-2-carboxamide
    • MDL: MFCD00186645
    • Inchi: 1S/C6H4Cl2N2O/c7-3-1-2-4(8)10-5(3)6(9)11/h1-2H,(H2,9,11)
    • InChI Key: RFBSMVHKAFPDKD-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(N=C1C(N)=O)Cl

Computed Properties

  • Exact Mass: 189.97000
  • Monoisotopic Mass: 189.9700681g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 165
  • 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: 1.7
  • Topological Polar Surface Area: 56?2

Experimental Properties

  • PSA: 55.98000
  • LogP: 2.18760

3,6-dichloropyridine-2-carboxamide Security Information

  • HazardClass:IRRITANT

3,6-dichloropyridine-2-carboxamide Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 3,6-dichloropyridine-2-carboxamide

Professional Introduction to 3,6-dichloropyridine-2-carboxamide (CAS No. 1532-25-8)

3,6-dichloropyridine-2-carboxamide, with the chemical formula C?H?Cl?NO?, is a significant intermediate in modern pharmaceutical and agrochemical synthesis. This compound, identified by its CAS number 1532-25-8, has garnered attention due to its versatile reactivity and role in the development of novel bioactive molecules. Its structural features—a pyridine core substituted with chlorine atoms at the 3 and 6 positions and an amide functional group at the 2 position—make it a valuable building block for further chemical modifications.

The utility of 3,6-dichloropyridine-2-carboxamide stems from its ability to participate in a wide range of chemical reactions, including nucleophilic substitution, condensation, and coupling reactions. These properties have enabled its incorporation into diverse synthetic pathways, particularly in the design of pharmacologically active compounds. Recent advancements in medicinal chemistry have highlighted its importance in the synthesis of small-molecule inhibitors targeting various biological pathways.

In the realm of drug discovery, 3,6-dichloropyridine-2-carboxamide has been employed as a key precursor in the development of therapeutic agents. For instance, derivatives of this compound have shown promise as kinase inhibitors, particularly those targeting tyrosine kinases involved in cancer metabolism. The chlorine substituents enhance electrophilicity, facilitating interactions with nucleophilic residues in target proteins. Furthermore, the amide group provides a handle for further derivatization, allowing chemists to fine-tune physicochemical properties such as solubility and metabolic stability.

Recent studies have demonstrated the role of 3,6-dichloropyridine-2-carboxamide in the synthesis of antiviral agents. Researchers have leveraged its scaffold to develop compounds with inhibitory activity against viral proteases and polymerases. The structural motif is particularly relevant in designing molecules that disrupt viral replication cycles without significant off-target effects. This has been achieved by optimizing substituents around the pyridine ring to enhance binding affinity and selectivity.

The agrochemical industry has also recognized the value of 3,6-dichloropyridine-2-carboxamide as a precursor for novel pesticides and herbicides. Its structural framework allows for the creation of compounds that interact with specific enzymatic targets in pests or weeds, offering an effective means of crop protection. Innovations in green chemistry have prompted investigations into more sustainable synthetic routes for this intermediate, emphasizing atom economy and reduced environmental impact.

From a synthetic chemistry perspective, 3,6-dichloropyridine-2-carboxamide exemplifies the importance of heterocyclic compounds in medicinal and agrochemical research. Its reactivity profile enables diverse functionalization strategies, making it a cornerstone in multi-step syntheses. Advances in catalytic methods have further streamlined its preparation and modification, reducing reliance on harsh conditions or hazardous reagents.

The future prospects for 3,6-dichloropyridine-2-carboxamide are promising, with ongoing research exploring its potential in emerging therapeutic areas such as immunomodulation and neurodegenerative disease treatment. Collaborative efforts between academia and industry are driving innovation by combining computational modeling with experimental validation to accelerate lead optimization. As computational techniques evolve, virtual screening approaches are being employed to identify novel derivatives of this compound with enhanced biological activity.

In conclusion,3,6-dichloropyridine-2-carboxamide (CAS No. 1532-25-8) remains a pivotal compound in synthetic chemistry due to its versatility and applicability across multiple domains. Its role in drug discovery underscores its significance as a scaffold for developing next-generation therapeutics. As research progresses,this compound will continue to contribute to advancements in pharmaceuticals,agrochemicals,and beyond,highlighting its enduring relevance in modern science.

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