348-26-5

Basic information

• Product Name: 5-FLUORO-1H-INDAZOLE
• Synonyms: 5-FLUORO-1H-INDAZOLE;5-Fluoroindazole;1H-Indazole, 5-fluoro-;5-fluoro-1H-indazole(SALTDATA: FREE)
• CAS NO: 348-26-5
• Molecular Formula: C₇H₅FN₂
• Molecular Weight: 136.13
• Product Categories: Indoles and derivatives;Halogenated Heterocycles;Heterocyclic Building Blocks;Indazoles;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles;Others
• Mol File: 348-26-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 119-125°C
• Boiling Point: 274.9 °C at 760 mmHg
• Flash Point: 120.1 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.90±0.40(Predicted)
• CAS DataBase Reference: 5-FLUORO-1H-INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-1H-INDAZOLE(348-26-5)
• EPA Substance Registry System: 5-FLUORO-1H-INDAZOLE(348-26-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 348-26-5(Hazardous Substances Data)

Usage

General Description

5-Fluoro-1H-indazole is a synthetic, aromatic heterocyclic organic compound. The term "heterocyclic" implies this compound consists of a ring of atoms, including at least one atom that is not carbon. This specific compound includes a five-membered ring with two adjacent nitrogen atoms, one of them being a part of a double bond. The "5-fluoro" specification refers to a fluorine atom attached to the ring's fifth carbon atom. This chemical is primarily used for research purposes, especially in developing new pharmaceuticals as it may produce significant biological activities.

InChI:InChI=1/C7H5FN2/c8-6-1-2-7-5(3-6)4-9-10-7/h1-4H,(H,9,10)

Upstream product

• 326-65-8 N-(4-fluoro-2-methylphenyl)acetamide 
• 94569-84-3 2-bromo-5-fluorobenzaldehyde 
• 141071-11-6 1-Acetyl-5-fluorindazol 
• 1979-36-8 2',5'-difluoroacetophenone 
• 452-71-1 4-fluor-2-methylaniline 
• 347-54-6 5-fluoro-2-hydroxybenzaldehyde 

Downstream Products

• 885519-08-4 3-bromo-5-fluoro-1H-indazole 
• 78155-73-4 methyl 5-fluoro-1H-indazole-3-carboxylate 
• 858629-06-8 5-fluoro-3-iodo-1H-indazole 
• 141071-11-6 1-Acetyl-5-fluorindazol 

Relevant articles and documents

A novel copper-catalyzed, hydrazine-free synthesis of N-1 unsubstituted 1H-indazoles using stable guanylhydrazone salts as substrates

A CuI-catalyzed, hydrazine-free transformation of 2-(2-bromoarylidene)guanylhydrazone hydrochlorides using Cs2CO3 as a base and DMEDA as a ligand at 120 °C for 5 h delivers substituted 1H-indazoles with yields up to 75%. The C,N double bond configuration of the substrates was determined by NMR experiments and quantum chemical calculations. The reaction mechanism was studied using quantum chemical calculations.

Synthesis, antifungal activity and qsar of novel pyrazole amides as succinate dehydrogenase inhibitors

We design and synthesize a series of novel pyrazole amides based on the commercialized fungicides and our previous work. The antifungal activity was tested in vitro by mycelial growth inhibition assay. The results show that all the compounds are of antifungal activities against the tested fungi at different levels. Among them, N-(2-(7-bromo-5-chloro-1H-indazol-1-yl)phenyl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (Vk) exhibited higher antifungal activity than boscalid against two fungi. Molecular docking study revealed that the carbonyl oxygen atom of Vk forms two hydrogen bonds toward the hydroxyl hydrogens of TYR58 and TRP173.

Copper(I) Oxide-Mediated Cyclization of o-Haloaryl N-Tosylhydrazones: Efficient Synthesis of Indazoles

An efficient synthesis of indazoles from readily accessible E/Z mixtures of o-haloaryl N-tosylhydrazones has been developed. The thermo-induced isomerization of N-tosylhydrazones is discussed. A series of valuable indazole derivatives are prepared in good yields, and the method has been successfully applied to the synthesis of the bioactive compounds, lonidamine, AF-2785, axitinib, YC-1 and YD-3.