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2-Amino-6-chloronicotinamide

  • CAS No. 64321-24-0

  • Cat. No. CS-B0236
  • Purity≥98%
  • MDL No.MFCD12024435

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

2-Amino-6-chloronicotinamide|CS-B0236

Structure of 64321-24-0

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General Information

  • CAS No. 64321-24-0
  • Cat. No. CS-B0236
  • Purity ≥98%
  • MDL No. MFCD12024435
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClN₃O
  • Molecular Weight 171.58
  • Synonym(s) 2-Amino-6-chlornicotinamid
  • SMILES O=C(N)C(C(N)=N1)=CC=C1Cl

Description

2-Amino-6-chloronicotinamide features a chlorinated pyridine core with complementary amine and amide functionalities, enabling direct integration into bioactive scaffolds. This bench-stable derivative serves as a key building block for medicinal chemistry campaigns targeting kinase inhibitors and antiparasitic agents.

Application

2-Amino-6-chloronicotinamide serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via coupling reactions and cyclization protocols. Its amino and amide functionalities provide orthogonal reactivity for sequential derivatization, while the chloro group offers a handle for palladium-catalyzed cross-coupling. The compound exhibits good bench stability and facilitates purification by standard chromatographic methods, making it well-suited for scalable API intermediate development.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB Patent: US2009/99174 A1, 2009 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 5 p. 1212 - 1216

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   82
  • LogP   0.4161
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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