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CS-W001157 4
Total: USD 88.00

2,6-Dichloroisonicotinamide

  • CAS No. 89281-13-0

  • Cat. No. CS-0151393
  • Purity≥98%
  • MDL No.MFCD00052640

*For research and further manufacturing use only, not for direct human use.

2,6-Dichloroisonicotinamide|CS-0151393

Structure of 89281-13-0

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General Information

  • CAS No. 89281-13-0
  • Cat. No. CS-0151393
  • Purity ≥98%
  • MDL No. MFCD00052640
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂N₂O
  • Molecular Weight 191.01
  • Synonym(s) 2,6-Dichloropyridine-4-carboxamide, 4-Carbamoyl-2,6-dichloropyridine
  • SMILES ClC1=CC(C(N)=O)=CC(Cl)=N1

Description

2,6-Dichloroisonicotinamide features a pyridine core with strategically positioned chlorine atoms at the 2 and 6 positions, enhancing electrophilicity at the carbonyl carbon. This electron-deficient scaffold facilitates direct incorporation into heterocyclic systems, serving as a key intermediate in medicinal chemistry for targeted kinase inhibitors and bioactive compound synthesis under standard conditions.

Application

2,6-Dichloroisonicotinamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through direct coupling and functionalization. Its ortho-chlorine substituents facilitate palladium-catalyzed cross-coupling reactions, while the amide group provides hydrogen-bonding capability and metabolic stability. The compound exhibits excellent bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • In-stock
      2,6-Dichloro-4-iodopyridine|CS-D1682
      98027-84-0
    • null|null
      3019-71-4
    • ~63%
    • In-stock
      2,6-Dichloroisonicotinamide|CS-0151393
      89281-13-0

    References

    • Schade, Matthias A.; Manolikakes, Georg; Knochel, Paul Organic Letters, 2010 , vol. 12, # 16 p. 3648 - 3650
  • Route2
    • null|null
      101990-72-1
    • null|null
      1450-14-2
    • ~%
    • In-stock
      2,6-Dichloroisonicotinamide|CS-0151393
      89281-13-0

    References

    • US5049569 A1, ;
  • Route3

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 48, p. 468,471

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H332-H335
Precautionary Statements : P261-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   55.98
  • LogP   1.4873
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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