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CS-W001157 4
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6-Bromo-1,3-dimethyl-1H-indazole

  • CAS No. 1095539-84-6

  • Cat. No. CS-0050320
  • Purity≥98%
  • MDL No.None

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

6-Bromo-1,3-dimethyl-1H-indazole|CS-0050320

Structure of 1095539-84-6

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General Information

  • CAS No. 1095539-84-6
  • Cat. No. CS-0050320
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrN₂
  • Molecular Weight 225.09
  • Synonym(s) 6-Bromo-1,3-dimethyl-indazole
  • SMILES CN1N=C(C)C2=C1C=C(Br)C=C2

Description

6-Bromo-1,3-dimethyl-1H-indazole is a bench-stable heterocyclic scaffold featuring a brominated indazole core with methyl groups at positions 1 and 3. This configuration imparts enhanced solubility and electronic tunability, enabling direct coupling in palladium-catalyzed cross-coupling reactions. The molecule serves as a key building block for bioactive compound synthesis, particularly in medicinal chemistry and materials science applications.

Application

6-Bromo-1,3-dimethyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for C–C bond formation. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl groups enhance solubility and metabolic stability. The indazole core offers a rigid, hydrogen-bond-capable scaffold suitable for targeted protein inhibition. This compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization.

Synthesis

  • Route1

    References

    • Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd. Patent: US2011/118257 A1, 2011 ; Location in patent: Page/Page column 100 ;
  • Route2

    References

    • Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd. Patent: US2011/118257 A1, 2011 ;
  • Route3

    References

    • Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd. Patent: US2011/118257 A1, 2011 ;

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   17.82
  • LogP   2.64422
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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