3-Bromo-7-nitroindazole

Base Information

• Chemical Name: 3-Bromo-7-nitroindazole
• CAS No.: 74209-34-0
• Molecular Formula: C7H4BrN3O2
• Molecular Weight: 242.032
• Hs Code.: 2933990090
• European Community (EC) Number: 636-128-4
• DSSTox Substance ID: DTXSID90274319
• Nikkaji Number: J744.305F
• Wikidata: Q27073725
• Pharos Ligand ID: FSMDJDNHVR1D
• Metabolomics Workbench ID: 146612
• ChEMBL ID: CHEMBL479014
• Mol file: 74209-34-0.mol

Synonyms:3-Br-7-NI;3-bromo-7-nitroindazole

Chemical Property of 3-Bromo-7-nitroindazole

Chemical Property:

• Appearance/Colour: yellow crystals
• Vapor Pressure: 0.033mmHg at 25°C
• Melting Point: 175-185 °C
• Refractive Index: 1.804
• Boiling Point: 248.9 °C at 760 mmHg
• PKA: 7.85±0.40(Predicted)
• Flash Point: 104.3 °C
• PSA: 74.50000
• Density: 1.965 g/cm³
• LogP: 2.75680
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: ethanol: 25 mg/mL
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 240.94869
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-7-nitroindazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 60
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(NN=C2C(=C1)[N+](=O)[O-])Br
• Uses: A more potent inhibitor of rat cerebellar nitric oxide synthase than 7-nitroindazole Inhibitor of nitric oxide synthase (NOS) 3-Bromo-7-nitroindazole is a potent and selective neuronal nitric oxide synthase (nNOS) inhibitor (1,2). It is also a neuroprotective compound that inhibits the endoplasmic reticulum stress pathway. 3-Bromo-7-nitroindazole has been used to study the role of nitric oxide synthase (nNOS) in spatial memory formation in rats (2).

Technology Process of 3-Bromo-7-nitroindazole

There total 8 articles about 3-Bromo-7-nitroindazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

7-Nitroindazole (2942-42-9) → 3-bromo-7-nitro-1H-indazole (74209-34-0)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; for 0.5h; Heating;

DOI:10.1016/j.tet.2005.06.038

Reference yield: 85.0%

7-Nitroindazole (2942-42-9) → 3-bromo-7-nitro-1H-indazole (74209-34-0) + 3,5-dibromo-7-nitroindazole (74209-35-1)

Guidance literature:

With bromine; In acetic acid; for 5h;

Reference yield:

2-Methyl-6-nitroaniline (570-24-1) → 3-bromo-7-nitro-1H-indazole (74209-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaNO₂; AcOH

2: Br₂ / acetic acid / 5 h

With bromine; acetic acid; sodium nitrite; In acetic acid; 1: Cyclization / 2: Bromination;

upstream raw materials:

1-acetyl-7-nitro-1H-indazole

7-Nitroindazole

bromine

acetic acid

Downstream raw materials:

3-bromo-1H-indazol-7-amine

3-bromo-1-methyl-7-nitro-1H-indazole

3-bromo-2-methyl-7-nitro-2H-indazole

1-(4-methoxybenzyl)-7-nitro-3-phenyl-1H-indazole