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CS-W001157 4
Total: USD 88.00

4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine

  • CAS No. 100644-65-3

  • Cat. No. CS-W003451
  • Molecule weight169.57
  • Purity≥95%
  • MDL No.MFCD08059805

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

4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine|CS-W003451

Structure of 100644-65-3

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General Information

  • CAS No. 100644-65-3
  • Cat. No. CS-W003451
  • Purity ≥95%
  • MDL No. MFCD08059805
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClN₅
  • Molecular Weight 169.57
  • Synonym(s) o[3,4-d]pyrimidin-6-amine
  • SMILES NC1=NC(Cl)=C2C(NN=C2)=N1

Description

4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine serves as a critical heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at the 4-position and an amine group at C6. This configuration enables direct incorporation into kinase inhibitors and antiviral agents, where its electron-deficient core enhances target binding affinity. The compound exhibits bench-stable handling characteristics and compatibility with standard coupling reactions.

Application

4-Chloro-1H-pyrazolo[3,4-d]pyrimidin-6-amine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient access to pyrazolopyrimidine scaffolds prevalent in kinase inhibitors and antiviral agents. The chloro group facilitates nucleophilic substitution reactions, while the amine functionality supports derivatization via coupling protocols. Bench-stable and readily purified by recrystallization, it functions reliably in standard medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Synlett, , # 13 p. 1900 - 1904

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

Quality Control

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Computational Chemistry Data

  • TPSA   80.48
  • LogP   0.5885
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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