5-Nitroindazole

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CAS:5401-94-5
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  • CAS:5401-94-5
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  • 2025-04-04
  • CAS:5401-94-5
  • Min. Order: 1kg
  • Purity: 98%
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5-Nitroindazole Basic information
Product Name:5-Nitroindazole
Synonyms:LABOTEST-BB LT00453610;5-NITROINDAZOLE;ALPHA-(2-METHYLAMINO)-ETHYLBENZENEMETHANOL;3-METHYLAMINO-1-PHENYL-1-PROPANOL;3-METHYLAMINO-1-PHENYLPROPANOL;N-METHYL-3-PHENYL-3-HYDROXYPROPYLAMINE;5-Nitroindazol;5-NITROINDAZOLE, 99+%
CAS:5401-94-5
MF:C7H5N3O2
MW:163.13
EINECS:226-451-5
Product Categories:Fused Ring Systems;Building Blocks;Heterocyclic Building Blocks;(intermediate of fluoxetine hcl);Indazoles;Indoles and derivatives;john's
Mol File:5401-94-5.mol
5-Nitroindazole Structure
5-Nitroindazole Chemical Properties
Melting point 207 °C
Boiling point 383.3±15.0 °C(Predicted)
density 1.525±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka11.71±0.40(Predicted)
form powder to crystal
color White to Light red to Green
BRN 7936
InChIInChI=1S/C7H5N3O2/c11-10(12)6-1-2-7-5(3-6)4-8-9-7/h1-4H,(H,8,9)
InChIKeyWSGURAYTCUVDQL-UHFFFAOYSA-N
SMILESN1C2=C(C=C([N+]([O-])=O)C=C2)C=N1
CAS DataBase Reference5401-94-5(CAS DataBase Reference)
EPA Substance Registry System5-Nitroindazole (5401-94-5)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38-68-36-20/21/22
Safety Statements 26-36/37/39
WGK Germany 2
RTECS NK7962000
Hazard Note Irritant
TSCA TSCA listed
HS Code 29339990
MSDS Information
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5-Nitroindazole English
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5-Nitroindazole Usage And Synthesis
Chemical Propertieslight yellow crystal
Uses5-Nitroindazole inhibits citrulline formation by Ca2+-calmodulin (CaM)-dependent nitric oxide synthase from bovine brain. Nitration of 5-nitroindazole with nitric acid and acetic anhydride yields 3,5-dintroindazole and 2,5-dinitroindazole.
Synthesis Reference(s)Journal of Heterocyclic Chemistry, 21, p. 1063, 1984 DOI: 10.1002/jhet.5570210428
Organic Syntheses, Coll. Vol. 3, p. 660, 1955
Synthesis
2-Fluoro-5-nitrobenzaldehyde

27996-87-8

5-Nitroindazole

5401-94-5

General procedure: hydrazine hydrate (NH2NH2-H2O, 3.0 mmol) was added dropwise to a stirred solution of 2-fluoro-5-nitrobenzaldehyde (1.0 mmol) in DMF (5 mL) at 23 °C. The reaction mixture was stirred continuously at the same temperature for 2 h. The progress of the reaction was monitored by thin-layer chromatography (TLC, unfolding agent: 20% ethyl acetate in hexane solution) to confirm the complete conversion of the starting material 2-fluoro-5-nitrobenzaldehyde. Upon completion of the reaction, the crude reaction mixture was poured into water and extracted with ethyl acetate (2 x 15 mL). The organic phases were combined, washed sequentially with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give pure 5-nitroindazole.

References[1] Molecules, 2018, vol. 23, # 3,
[2] Organic Process Research and Development, 2011, vol. 15, # 3, p. 565 - 569
Tag:5-Nitroindazole(5401-94-5) Related Product Information
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