7-Nitroindazole

Base Information

• Chemical Name: 7-Nitroindazole
• CAS No.: 2942-42-9
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• Hs Code.: 29339900
• European Community (EC) Number: 220-934-4
• NSC Number: 72843
• UNII: UX0N37CMVH
• DSSTox Substance ID: DTXSID30183638
• Nikkaji Number: J2.168G
• Wikipedia: 7-nitroindazole
• Wikidata: Q4642875
• Pharos Ligand ID: 9N37B6M2YD58
• Metabolomics Workbench ID: 146808
• ChEMBL ID: CHEMBL247378
• Mol file: 2942-42-9.mol

Synonyms:7-nitro-indazole;7-nitroindazole

Chemical Property of 7-Nitroindazole

Chemical Property:

• Appearance/Colour: Orange-Yellow Solid
• Vapor Pressure: 9.79E-06mmHg at 25°C
• Melting Point: 185-186 °C
• Refractive Index: 1.74
• Boiling Point: 383.3 °C at 760 mmHg
• PKA: 10.03±0.40(Predicted)
• Flash Point: 185.6 °C
• PSA: 74.50000
• Density: 1.525 g/cm³
• LogP: 1.99430
• Storage Temp.: −20°C
• Water Solubility.: slightly soluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

98% ^*data from raw suppliers

7-Nitroindazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 60-40
• 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(C(=C1)[N+](=O)[O-])NN=C2
• Description: 7-Nitroindazole is a non-selective inhibitor of NOS isoforms in vitro. However, it shows good anti-nociceptive effects in vivo without affecting blood pressure via inhibition of eNOS. The IC50 values for inhibition of rat nNOS, bovine eNOS, and rat iNOS are 0.71, 0.78, and 5.8 μM, respectively.
• Uses: 7-nitroindazole is a specific inhibitor of neural nitric oxide synthase (nNOS), an enzyme that converts arginine to citrulline and nitric oxide (NO) in neuronal tissue. NO is a key player in the hippocampal long-term potentiation (LTP) and in general cell signaling.

Technology Process of 7-Nitroindazole

There total 11 articles about 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: 100.0%

1-N-Boc-7-nitroindazole (173459-52-4) → 7-Nitroindazole (2942-42-9)

Guidance literature:

With sodium carbonate; In 1,2-dimethoxyethane; water; for 0.25h; Heating;

DOI:10.1016/j.tetlet.2006.09.129

Reference yield: 100.0%

C13H11N3O2S → 7-Nitroindazole (2942-42-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; Ambient temperature;

Reference yield: 98.0%

2-Methyl-6-nitroaniline (570-24-1) → 7-Nitroindazole (2942-42-9)

Guidance literature:

With acetic acid; sodium nitrite; for 0.333333h;

DOI:10.1055/s-2007-977416

upstream raw materials:

2-Methyl-6-nitroaniline

water

1-N-Boc-7-nitroindazole

3-nitrosalicylic aldehyde

Downstream raw materials:

1-N-Boc-7-nitroindazole

3-bromo-7-cyano-1H-indazole

7-ethynyl-1H-indazole

7-((trimethylsilyl)ethynyl)-1H-indazole

Refernces

• 1、 Yoo, Minjin,Yoo, Miyoun,Kim, Ji Eun,Lee, Heung Kyoung,Lee, Chong Ock,Park, Chi Hoon,Jung, Kwan-Young. "Synthesis and biological evaluation of indazole-4,7-dione derivatives as novel BRD4 inhibitors". . p. 46 - 56. Retrieved 2017/11/10.
• 2、 -. "SUBSTITUTED AROMATIC CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS". Page/Page column 124; 125. . Retrieved 2010/11/18.