| Identification | More | [Name]
5-Nitroindazole | [CAS]
5401-94-5 | [Synonyms]
3-HYDROXY-N-METHYL-3-PHENYLPROPYLAMINE
3-METHYLAMINO-1-PHENYL-1-PROPANOL
3-(METHYLAMINO)-1-PHENYLPROPAN-1-OL
3-METHYLAMINO-1-PHENYLPROPANOL
5-NITRO-1H-INDAZOLE
5-NITROINDAZOLE
ALPHA-(2-METHYLAMINO)-ETHYLBENZENEMETHANOL
ALPHA-[2-(METHYLAMINO)ETHYL]BENZYL ALCOHOL
LABOTEST-BB LT00453610
N-METHYL-3-HYDROXY-3-PHENYL PROPYLAMINE
N-METHYL-3-PHENYL-3-HYDROXYPROPYLAMINE
1H-Indazole,5-nitro-
5-nitro-1h-indazol
5-NITROINDAZOLE, 99+%
5-Nitroindazole, 98+%
5-Nitroindazol
5-NITRO-1H-INDAZOLE 99+%
5-Nitro-1H-indazole, 98+% | [EINECS(EC#)]
226-451-5 | [Molecular Formula]
C7H5N3O2 | [MDL Number]
MFCD00674078 | [Molecular Weight]
163.13 | [MOL File]
5401-94-5.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow crystal | [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 | [form ]
powder to crystal | [pka]
11.71±0.40(Predicted) | [color ]
White to Light red to Green | [Detection Methods]
HPLC ,NMR | [BRN ]
7936 | [InChI]
InChI=1S/C7H5N3O2/c11-10(12)6-1-2-7-5(3-6)4-8-9-7/h1-4H,(H,8,9) | [InChIKey]
WSGURAYTCUVDQL-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C([N+]([O-])=O)C=C2)C=N1 | [CAS DataBase Reference]
5401-94-5(CAS DataBase Reference) | [EPA Substance Registry System]
5401-94-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R68:Possible risk of irreversible effects.
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
2
| [RTECS ]
NK7962000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29339990 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow crystal | [Uses]
5-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]
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 |
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