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CS-W001157 4
Total: USD 88.00

3-Cyclopropyl-1H-pyrazole

  • CAS No. 100114-57-6

  • Cat. No. CS-0006099
  • Purity≥98%
  • MDL No.MFCD04970938

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

3-Cyclopropyl-1H-pyrazole|CS-0006099

Structure of 100114-57-6

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General Information

  • CAS No. 100114-57-6
  • Cat. No. CS-0006099
  • Purity ≥98%
  • MDL No. MFCD04970938
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂
  • Molecular Weight 108.14
  • Synonym(s) 5-cyclopropyl-1H-pyrazole
  • SMILES C1(C2CC2)=NNC=C1

Description

3-Cyclopropyl-1H-pyrazole features a cyclopropyl group attached to the pyrazole ring, enhancing lipophilicity and metabolic stability. This scaffold serves as a key pharmacophore in medicinal chemistry, offering improved membrane permeability and resistance to oxidative degradation. The strained cyclopropyl moiety imparts conformational rigidity, favoring target binding in kinase and GPCR-directed drug discovery.

Application

3-Cyclopropyl-1H-pyrazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard functionalization at the 1- and 3-positions. Its cyclopropyl substituent enhances metabolic stability and modulates lipophilicity, while the pyrazole core provides hydrogen-bonding capacity and π-stacking potential. The compound exhibits good bench stability, facilitates straightforward purification, and demonstrates broad compatibility with cross-coupling and electrophilic substitution protocols in synthetic workflows.

Synthesis

  • Route1
    • null|null
      6746-94-7
    • null|null
      18107-18-1
    • ~%
    • In-stock
      3-Cyclopropyl-1H-pyrazole|CS-0006099
      100114-57-6

    References

    • WO2012/62783 A1, ; Page/Page column 84 ; WO 2012/062783 A1
  • Route2
    • null|null
      21387-33-7
    • ~17%
    • In-stock
      3-Cyclopropyl-1H-pyrazole|CS-0006099
      100114-57-6
    • 1H,1'H-3,3'-Bipyrazole|CS-0565072
      2384-02-3

    References

    • Russian Journal of Organic Chemistry, , vol. 45, # 6 p. 950 - 952

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   28.68
  • LogP   1.2871
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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