Introduction：Basic information about 6-Nitroindazole CAS 7597-18-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
6-Nitroindazole Basic information
| Product Name: | 6-Nitroindazole |
| Synonyms: | 1H-Indazole, 6-nitro-;6-nitro-1h-indazol;6-Nitroisoindazole;6-NITRO-1H-INDAZOLE;6-NITROINDAZOLE;6-Nitro-1(2)H-indazole;6-Nitroindazole ,97%;6-Nitroindazole,98% |
| CAS: | 7597-18-4 |
| MF: | C7H5N3O2 |
| MW: | 163.13 |
| EINECS: | 231-500-9 |
| Product Categories: | Inhibitors;Nitric Oxide Reagents;Heterocyclic Compounds;All Inhibitors;Building Blocks;Heterocyclic Building Blocks;Indazoles;Intermediate |
| Mol File: | 7597-18-4.mol |
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6-Nitroindazole Chemical Properties
| 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 |
| pka | 11.08±0.40(Predicted) |
| form | Powder |
| color | Light Yellow |
| 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 | 1H-Indazole, 6-nitro- (7597-18-4) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 20/21/22-36/37/38-40-68-36 |
| Safety Statements | 26-27-36/37/39 |
| WGK Germany | 3 |
| RTECS | NK7962100 |
| TSCA | TSCA listed |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
6-Nitroindazole Usage And Synthesis
| 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].
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| 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. |
6-Nitroindazole Preparation Products And Raw materials
| Raw materials | Acetic acid-->Sodium nitrite-->2-Methyl-5-nitroaniline |
| Preparation Products | 6-Iodo-1H-indazole-->6-AMINO-2-METHYL-2H-INDAZOLE-->(E)-6-Nitro-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-->(E)-3-[2-(Pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-amine-->1-METHYL-1H-INDAZOL-6-YLAMINE-->2-Methyl-5-nitrophenol-->3-Iodo-6-nitroindazole-->6-Hydroxyindazole-->5,6-dinitro-1H-indazole-->tert-butyl 6-nitro-1H-indazole-1-carboxylate-->6-Nitro-1H-indazol-7-aMine-->6-Aminoindazole |
