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3-METHYL-1H-INDAZOLE

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3-METHYL-1H-INDAZOLE Basic information

Product Name:
3-METHYL-1H-INDAZOLE
Synonyms:
  • 3-METHYL-1H-INDAZOLE
  • 1H-Indazole, 3-methyl-
  • Benzenamine,N,N,3,9-tetramethyl-
  • 1-Propanone,1-(3,9-dichlorophenyl)-
CAS:
3176-62-3
MF:
C8H8N2
MW:
132.16
EINECS:
1533716-785-6
Product Categories:
  • Indazole
Mol File:
3176-62-3.mol
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3-METHYL-1H-INDAZOLE Chemical Properties

Melting point:
113°C
Boiling point:
234.08°C (rough estimate)
Density 
1.1083 (rough estimate)
refractive index 
1.6013 (estimate)
storage temp. 
Sealed in dry,Room Temperature
pka
14.39±0.40(Predicted)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2933998090
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3-METHYL-1H-INDAZOLE Usage And Synthesis

Description

3-Methyl-1H-indazole is a heterocyclic alkyl compound containing nitrogen and three methyl groups. It is used as an intermediate in the synthesis of other compounds. It has been shown to have anti-inflammatory properties in vitro. It also inhibits neutrophil chemotaxis and may be used to treat inflammatory diseases such as trigeminal neuralgia or heart disease. 3-Methyl-1H-indazole has also been shown to inhibit histamine H3 receptor activity, which may account for its effects on eye diseases and bladder cancer.

Uses

3-Methyl-1H-indazole is an intermediate compound. It can be used as an organic synthesis reagent for the preparation of 3-methyl-1H-indazol-5-amine and 3-methyl-5-nitro-1H-indazole compounds. In addition, the 3-Methyl-1H-indazole derivatives (1a-1d and 2a-2d) have antimicrobial effects, both having antibacterial activity against Bacillus subtilis and Escherichia coli[1].

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 25, p. 1817, 1988 DOI: 10.1002/jhet.5570250641
Synthesis, p. 982, 1984

References

[1] FARRUKH SHAIKH. Synthesis and evaluation of antibacterial activity of novel 3-methyl-1H-indazole derivatives[J]. Intelligent Pharmacy, 2024. DOI:10.1016/j.ipha.2023.09.003.

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