7597-18-4 | 6-Nitroindazole

Packsize	Purity	Availability	Price	Discounted Price
10g	97%	in stock	$16.00	$11.00
25g	97%	in stock	$24.00	$17.00
100g	97%	in stock	$89.00	$62.00
250g	97%	in stock	$161.00	$113.00

Description

• Catalog Number: AB69986
• Chemical Name: 6-Nitroindazole
• CAS Number: 7597-18-4
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.1335
• MDL Number: MFCD00005695
• SMILES: [O-][N+](=O)c1ccc2c(c1)[nH]nc2

Computed Properties

• Complexity: 192
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.1

Upstream Synthesis Route

6-Nitro-1H-indazole, also known as 1H-Indazole-6-nitro, is a chemical compound commonly used in chemical synthesis processes. This versatile compound is utilized in organic synthesis for its unique reactivity and ability to undergo various reactions to produce a wide range of compounds.In chemical synthesis, 6-Nitro-1H-indazole serves as a valuable building block for the preparation of diverse heterocyclic compounds and pharmaceutical intermediates. Its nitro group (-NO2) provides a reactive site for further functionalization through reduction or substitution reactions. Additionally, the presence of the indazole ring imparts specific structural features that can be exploited in the design of molecules with desired properties.One of the prominent applications of 6-Nitro-1H-indazole is its role in the synthesis of biologically active compounds, such as pharmaceuticals, agrochemicals, and dyes. By incorporating this compound into synthetic routes, chemists can access a wide array of derivatives with potential therapeutic or industrial significance. Furthermore, the versatility of 6-Nitro-1H-indazole allows for modification at different positions of the molecule, enabling the fine-tuning of properties for specific applications.Overall, 6-Nitro-1H-indazole is a valuable tool in chemical synthesis, offering chemists the opportunity to design and construct complex molecules with precision and efficiency. Its utility extends across various fields of organic chemistry, making it a sought-after reagent for creating novel compounds with diverse functionalities.

Literature

• 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).

  Free radical research 20091001

• Fluorinated indazoles as novel selective inhibitors of nitric oxide synthase (NOS): synthesis and biological evaluation.

  Bioorganic & medicinal chemistry 20090901

• Activities of 7-nitroindazole and 1-(2-(trifluoromethylphenyl)-imidazole independent of neuronal nitric-oxide synthase inhibition.

  The Journal of pharmacology and experimental therapeutics 20080501

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Conformational changes in nitric oxide synthases induced by chlorzoxazone and nitroindazoles: crystallographic and computational analyses of inhibitor potency.

  Biochemistry 20021126