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CS-W001157 4
Total: USD 88.00

4-Pyridin-3-ylpyrimidin-2-amine

  • CAS No. 66521-66-2

  • Cat. No. CS-0038265
  • Purity≥97%
  • MDL No.None

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

4-Pyridin-3-ylpyrimidin-2-amine|CS-0038265

Structure of 66521-66-2

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General Information

  • CAS No. 66521-66-2
  • Cat. No. CS-0038265
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₄
  • Molecular Weight 172.19
  • Synonym(s) 4-(Pyridin-3-yl)pyrimidin-2-amine
  • SMILES C1=CN=CC(=C1)C2=NC(=N)NC=C2

Description

4-Pyridin-3-ylpyrimidin-2-amine features a dual heteroaryl scaffold combining pyridine and pyrimidine moieties, enabling strong π-stacking and hydrogen-bonding interactions. This structural motif delivers enhanced binding affinity in kinase inhibition and metal coordination chemistry. The compound exhibits bench-stable handling characteristics and integrates readily into medicinal chemistry libraries for targeted drug discovery applications.

Application

4-Pyridin-3-ylpyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of biologically active heterocyclic scaffolds. Its dual nitrogen-rich architecture facilitates metal coordination and hydrogen bonding, enhancing target engagement. The compound exhibits good bench stability and reacts predictively in cross-coupling and cyclization reactions, supporting efficient synthesis of kinase inhibitors and other pharmaceutical candidates.

Synthesis

  • Route1

    References

    • SYNTECH SOLUTION LLC; CHEN, Yongsheng Patent: WO2010/96395 A1, 2010 ; Location in patent: Page/Page column 36 ; WO 2010/096395 A1
  • Route2

    References

    • Heo, Yumi; Hyun, Dajung; Kumar, Manian Rajesh; Jung, Hyun Min; Lee, Sunwoo Tetrahedron Letters, 2012 , vol. 53, # 49 p. 6657 - 6661
  • Route3

    References

    • El-Deeb, Ibrahim Mustafa; Lee, So Ha Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 11 p. 3860 - 3874

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-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   65.42
  • LogP   0.95117
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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