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2,3-dimethyl-6-nitro-2H-indazole

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2,3-dimethyl-6-nitro-2H-indazole Basic information

Product Name:
2,3-dimethyl-6-nitro-2H-indazole
Synonyms:
  • 2,3-DIMETHYL-6-NITRO-2H-INDAZOLE
  • 2,3-dimethyl-6-nitro-1H-indazole
  • 2,3-Dimethyl-6-nitro-1H-i...
  • 2H-Indazole, 2,3-diMethyl-6-nitro-
  • 3-Methly-6-nitroindazole
  • 3-diMethyl-6-nitro-2H-indazole
  • Pazopanib Impurity 19
  • 2,3-dimethyl-6-nitro-indazole
CAS:
444731-73-1
MF:
C9H9N3O2
MW:
191.19
EINECS:
610-189-7
Mol File:
444731-73-1.mol
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2,3-dimethyl-6-nitro-2H-indazole Chemical Properties

Melting point:
183-186°C
Boiling point:
377.0±22.0 °C(Predicted)
Density 
1.36±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
-0.55±0.30(Predicted)
form 
Solid
color 
Yellow
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2,3-dimethyl-6-nitro-2H-indazole Usage And Synthesis

Uses

2,3-Dimethyl-6-nitro-2H-indazole is an impurity in the synthesis of Pazopanib (P210925) hydrochloride, an oral angiogenesis inhibitor targeting VEGFR and PDGFR.

structure and hydrogen bonding

In the mol-ecule of 2,3-dimethyl-6-nitro-2H-indazole, C9H9N3O2, the indazole ring system is almost planar [maximum deviation = 0.019 (3) Å for the C atom bearing the nitro group]. In the crystal structure, inter-molecular C—H...O inter-actions link the mol-ecules into centrosymmetric dimers, forming R 2 2(18) ring motifs. Aromatic π–π contacts between indazole rings [centroid–centroid distances = 3.632 (1) and 3.705 (1)?] may further stabilize the structure[1].

References

[1] Yan Chen, Ping Wei, Zheng Fang. “2,3-Dimethyl-6-nitro-2H-indazole.” Acta crystallographica. Section E, Structure reports online 65 Pt 8 (2009): o1775.

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