| Identification | More | [Name]
6-Nitroindazole | [CAS]
7597-18-4 | [Synonyms]
6-NITRO-1H-INDAZOLE
6-NITROINDAZOLE
1H-Indazole, 6-nitro-
6-nitro-1h-indazol
6-Nitroisoindazole
6-Nitro-1(2)H-indazole
6-Nitroindazole ,97% | [EINECS(EC#)]
231-500-9 | [Molecular Formula]
C7H5N3O2 | [MDL Number]
MFCD00005695 | [Molecular Weight]
163.13 | [MOL File]
7597-18-4.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow powder | [Melting point ]
180-182 °C (lit.) | [Boiling point ]
290.19°C (rough estimate) | [density ]
1.4141 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
very faint turbidity in hot Methanol | [form ]
Powder | [pka]
11.08±0.40(Predicted) | [color ]
Light Yellow | [Usage]
Anticonvulsant | [Detection Methods]
HPLC | [BRN ]
7812 | [InChI]
InChI=1S/C7H5N3O2/c11-10(12)6-2-1-5-4-8-9-7(5)3-6/h1-4H,(H,8,9) | [InChIKey]
ORZRMRUXSPNQQL-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC([N+]([O-])=O)=C2)C=N1 | [CAS DataBase Reference]
7597-18-4(CAS DataBase Reference) | [NIST Chemistry Reference]
6-Nitroindazole(7597-18-4) | [EPA Substance Registry System]
7597-18-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R68:Possible risk of irreversible effects.
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
NK7962100
| [TSCA ]
Yes | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Description]
6-Nitroindazole is a competitive and reversible Monoamine oxidase(MAO)inhibitor. It can inhibit MAO-A and MAO-B (IC50= 2.5 μM). Monoamine oxidase (MAO) B is a mitochondrial enzyme selectively involved in the oxidative activation of 1-methyl-4- phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to toxic pyridinium cations producing Parkinsonism in animal models. In addition, it is an nNOS inhibitor, which has neuroprotective effects[1].
| [Chemical Properties]
yellow powder | [Uses]
Anticonvulsant | [Synthesis]
6-Nitroindazole is prepared by (2-methyl-5-nitrophenyl)azo phenyl sulfide and 1,8-diazabicyclo[5.4.0]undec-7-ene in the presence of concentrated acetonitrile. | [References]
[1] HERRAIZTOMAS GuillénHugo AránVicente J. Nitroindazole compounds inhibit the oxidative activation of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to neurotoxic pyridinium cations by human monoamine oxidase (MAO).[J]. Free Radical Research, 2009: 975-984. DOI:10.1080/10715760903159170. |
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