28561-80-0

Basic information

• Product Name: 1-Phenyl-1H-indazole-3-ol
• Synonyms: 1,2-Dihydro-1-phenyl-3H-indazol-3-one;1-Phenyl-1H-indazole-3-ol;3-hydroxy-1-phenyl-1H-indazole;1-phenyl-2H-indazol-3-one
• CAS NO: 28561-80-0
• Molecular Formula: C₁₃H₁₀N₂O
• Molecular Weight: 210.2313
• Mol File: 28561-80-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.264g/cm³
• Refractive Index: 1.65
• CAS DataBase Reference: 1-Phenyl-1H-indazole-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1H-indazole-3-ol(28561-80-0)
• EPA Substance Registry System: 1-Phenyl-1H-indazole-3-ol(28561-80-0)

Safety Data

• Hazardous Substances Data: 28561-80-0(Hazardous Substances Data)

Usage

Description

1-Phenyl-1H-indazole-3-ol is a chemical compound with the molecular formula C14H11N3O. It belongs to the class of indazole derivatives, which are known for their various pharmacological activities. 1-Phenyl-1H-indazole-3-ol features a phenyl group attached to the indazole ring and a hydroxyl group on the third carbon of the indazole ring. Its unique chemical structure positions 1-Phenyl-1H-indazole-3-ol as a promising candidate for further research and potential therapeutic applications in the field of medicinal chemistry and drug development.

Uses

Used in Medicinal Chemistry:
1-Phenyl-1H-indazole-3-ol is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its ability to modulate biological targets makes it a valuable component in the development of new drugs with specific therapeutic effects.
Used in Drug Development:
1-Phenyl-1H-indazole-3-ol is utilized as a lead compound in drug discovery processes. Its potential to interact with specific biological targets allows researchers to explore its efficacy in treating various diseases and conditions, thereby contributing to the advancement of novel therapeutic agents.
Used in Research and Development:
1-Phenyl-1H-indazole-3-ol serves as a key research tool in the study of indazole derivatives and their pharmacological properties. It aids scientists in understanding the structure-activity relationships of these compounds, which is crucial for optimizing their therapeutic potential and guiding the design of more effective drugs.

InChI:InChI=1/C13H10N2O/c16-13-11-8-4-5-9-12(11)15(14-13)10-6-2-1-3-7-10/h1-9H,(H,14,16)

Upstream product

• 723-89-7 1-phenyl-indole-2,3-dione 
• 122-39-4 diphenylamine 
• 382165-80-2 N-nitrosodiphenylamine 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 532-96-7 N-benzoyl-N'-phenylhydrazine 
• 87885-95-8 2-Phenylamino-benzoic acid 1-phenyl-1H-indazol-3-yl ester 
• 17223-83-5 N_.N-diphenylcarbamoyl azide 
• 87885-91-4 C₂₆H₁₈N₄O₃ 
• 118-48-9 isatoic anhydride 
• 30086-49-8 2-amino-N'-phenylbenzohydrazide 
• 50625-52-0 2-bromo-N'-phenylbenzohydrazide 
• 79271-24-2 2-iodo-N'-phenylbenzohydrazide 
• 609-67-6 2-Iodobenzoyl chloride 
• 88-67-5 2-Iodobenzoic acid 

Downstream Products

• 85581-08-4 1-Phenyl-2-(4-bromobutyl)-2,3-dihydro-1H-indazol-3-one 
• 1039-92-5 dimethyl-[3-(1-phenyl-1H-indazol-3-yloxy)-propyl]-amine 

Relevant articles and documents

Synthesis of quaternary carbon-centered indolo[1,2-a]quinazolinones and indazolo[1,2-a]indazolonesviaC-H functionalization

An unprecedented Ru(ii)-catalyzed Csp2-H bond activation and annulation reaction of phenylindazolones with diaryl-substituted alkynes and dialkyl-substituted alkynes provided efficient routes for the construction of all-carbon quaternary-centered indolo[1,2-a]quinazolinones and quaternary carbon-centered indazolo[1,2-a]indazolones, respectively. The indolo[1,2-a]quinazolinones were fomedviaCsp2-H activation, alkyne insertion and a 1,2-phenyl shift. Indazolo[1,2-a]indazolones were formed through a cascade reactionviathe formation of exocyclic double bonds containing indolo[1,2-a]quinazolinones.

Method for synthesis of indazolone compound

The invention provides a novel method for synthesis of an indazolone compound. The method comprises that an alkali is added into o-halogenated aromatic formylhydrazine as a raw material, and the mixture is heated in a solvent so that a 1-aryl and 2-aryl indazolone compound having a high yield is obtained. The method is free of a transition metal catalyst, is simple in operation, has a high reaction yield and has a very high practical value in industrial preparation of the indazolone compound.

Synthesis of cinnolines via Rh(III)-catalysed dehydrogenative C-H/N-H functionalization: Aggregation induced emission and cell imaging

Rhodium catalysed dehydrogenative C-H/N-H functionalization was developed to construct phthalazino[2,3-a]-/indazolo[1,2-a]cinnolines by reacting N-phenyl phthalazine/indazole with alkynes. The synthesized compounds exhibit prominent fluorescence properties in solid and aggregation states. Their application in cell imaging was investigated using various cancer cell lines.