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1H-Pyrazolo[3,4-b]pyridine, 3-(trifluoromethyl)-

  • CAS No. 956010-87-0

  • Cat. No. CS-0030490
  • Molecule weight187.12
  • Purity≥95%
  • MDL No.MFCD13178059

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

1H-Pyrazolo[3,4-b]pyridine, 3-(trifluoromethyl)-|CS-0030490

Structure of 956010-87-0

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General Information

  • CAS No. 956010-87-0
  • Cat. No. CS-0030490
  • Purity ≥95%
  • MDL No. MFCD13178059
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃N₃
  • Molecular Weight 187.12
  • Synonym(s) 3-Trifluomethyl-7-aza-1H-indazloe
  • SMILES FC(C1=NNC2=NC=CC=C21)(F)F

Description

This trifluoromethyl-substituted pyrazolopyridine features a rigid, electron-deficient heteroaromatic core ideal for constructing bioactive scaffolds. The para-fluorinated pyridine ring enhances metabolic stability and modulates electronic properties, enabling efficient integration into kinase inhibitors and targeted therapeutics.

Application

3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its trifluoromethyl group enhances metabolic stability and modulates electronic properties, while the fused pyrazolo[3,4-b]pyridine core provides a rigid, planar framework ideal for target engagement. The compound exhibits robust bench stability and facilitates diverse functionalization via electrophilic substitution or transition-metal-catalyzed coupling reactions, supporting scalable synthesis of potential pharmaceutical candidates.

Synthesis

  • Route1
    • null|null
      372-48-5
    • null|null
      383-63-1
    • ~85%
    • In-stock
      1H-Pyrazolo[3,4-b]pyridine, 3-(trifluoromethyl)-|CS-0030490
      956010-87-0

    References

    • TAIHO PHARMACEUTICAL CO., LTD. Patent: US2012/108589 A1, 2012 ; Location in patent: Page/Page column 13 ;
  • Route2
    • 2,2,2-Trifluoro-1-(2-fluoropyridin-3-yl)ethanone|CS-0614374
      1186608-79-6
    • ~85%
    • In-stock
      1H-Pyrazolo[3,4-b]pyridine, 3-(trifluoromethyl)-|CS-0030490
      956010-87-0

    References

    • ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark Patent: WO2011/25968 A1, 2011 ; Location in patent: Page/Page column 50 ; WO 2011/025968 A1
  • Route3
    • 1-(2-Bromopyridin-3-yl)-2,2,2-trifluoroethan-1-one|CS-0676948
      886371-13-7
    • ~%
    • In-stock
      1H-Pyrazolo[3,4-b]pyridine, 3-(trifluoromethyl)-|CS-0030490
      956010-87-0

    References

    • WO2008/148832 A1, ; Page/Page column 38-39 ; WO 2008/148832 A1

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   41.57
  • LogP   1.9767
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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