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CS-W001157 4
Total: USD 88.00

5-(Trifluoromethyl)-1H-indazol-3-amine

  • CAS No. 2250-53-5

  • Cat. No. CS-W015558
  • Purity≥98%
  • MDL No.MFCD01719740

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

5-(Trifluoromethyl)-1H-indazol-3-amine|CS-W015558

Structure of 2250-53-5

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General Information

  • CAS No. 2250-53-5
  • Cat. No. CS-W015558
  • Purity ≥98%
  • MDL No. MFCD01719740
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₃N₃
  • Molecular Weight 201.15
  • Synonym(s) BAY h 1127
  • SMILES NC1=NNC2=C1C=C(C(F)(F)F)C=C2

Description

5-(Trifluoromethyl)-1H-indazol-3-amine delivers a potent electron-deficient heterocyclic scaffold featuring a trifluoromethyl group at the 5-position and an amino function at C3. This configuration enables direct integration into kinase inhibitors and bioactive conjugates, offering enhanced metabolic stability and improved membrane permeability in drug discovery campaigns.

Application

5-(Trifluoromethyl)-1H-indazol-3-amine serves as a versatile building block for medicinal chemistry and agrochemical research, enabling efficient construction of bioactive heterocycles. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the primary amine facilitates direct functionalization in Suzuki-Miyaura couplings, amidations, and electrophilic substitutions. The compound exhibits excellent bench stability and is readily purified by recrystallization or flash chromatography, making it well-suited for high-throughput synthesis workflows.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 23 p. 5293 - 5297
  • Route2
    • 3-Chloro-6-(trifluoromethyl)picolinonitrile|CS-0469699
      1214333-69-3
    • null|null
      7803-57-8
    • ~%
    • In-stock
      5-(Trifluoromethyl)-1H-indazol-3-amine|CS-W015558
      2250-53-5

    References

    • US2011/306592 A1, ; Page/Page column 93 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H301+H311+H331
Precautionary Statements : P260-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   2.1639
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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