6-Nitroindazole
- CAS NO.:7597-18-4
- Empirical Formula: C7H5N3O2
- Molecular Weight: 163.13
- MDL number: MFCD00005695
- EINECS: 231-500-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:25:45
What is 6-Nitroindazole?
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
The Uses of 6-Nitroindazole
Anticonvulsant
The Uses of 6-Nitroindazole
Anticonvulsant.
What are the applications of Application
6-Nitroindazole is an 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.
Properties of 6-Nitroindazole
| 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 |
| BRN | 7812 |
| CAS DataBase Reference | 7597-18-4(CAS DataBase Reference) |
| NIST Chemistry Reference | 6-Nitroindazole(7597-18-4) |
| EPA Substance Registry System | 1H-Indazole, 6-nitro- (7597-18-4) |
Safety information for 6-Nitroindazole
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 ![]() Health Hazard GHS08 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H351:Carcinogenicity |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention. |
Computed Descriptors for 6-Nitroindazole
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