13097-01-3

Basic information

• Product Name: 3-PHENYL-1H-INDAZOLE
• Synonyms: 3-PHENYL-1H-INDAZOLE
• CAS NO: 13097-01-3
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.2319
• Mol File: 13097-01-3.mol
• Article Data: 50

Chemical Properties

• Melting Point: 115-116 °C
• Boiling Point: 405.1 °C at 760 mmHg
• Flash Point: 192.1 °C
• Appearance: /
• Density: 1.211 g/cm³
• Vapor Pressure: 2.1E-06mmHg at 25°C
• Refractive Index: 1.688
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.66±0.40(Predicted)
• CAS DataBase Reference: 3-PHENYL-1H-INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-1H-INDAZOLE(13097-01-3)
• EPA Substance Registry System: 3-PHENYL-1H-INDAZOLE(13097-01-3)

Safety Data

• Hazardous Substances Data: 13097-01-3(Hazardous Substances Data)

Usage

General Description

3-PHENYL-1H-INDAZOLE is a chemical compound with the molecular formula C14H11N. It is classified as an indazole derivative, featuring a phenyl group attached to the 3-position of the indazole ring. 3-PHENYL-1H-INDAZOLE is used as a building block in organic synthesis and pharmaceutical research. It exhibits potential bioactivity and has been studied for its potential application in the development of new drugs. The compound may also have other industrial applications such as in the production of dyes and pigments. Overall, 3-PHENYL-1H-INDAZOLE is a versatile chemical compound with various potential uses in research and industry.

InChI:InChI=1/C13H10N2/c1-2-6-10(7-3-1)13-11-8-4-5-9-12(11)14-15-13/h1-9H,(H,14,15)

Upstream product

• 395099-05-5 3-phenyl-1H-indazol-5-amine 
• 857947-49-0 (2-nitro-benzenesulfonyl)-phenylacetyl-amine 
• 5350-57-2 benzophenone hydrazone 
• 83132-64-3 Ethyl 2-benzoylphenylhydrazonocyanacetylcarbamate 
• 344754-25-2 Dimethyl-(3-phenyl-indazol-1-yl)-amine 
• 89568-76-3 Ethyl-methyl-(3-phenyl-indazol-1-yl)-amine 
• 1005501-51-8 ethyl 3-phenyl-1H-indazole-1-carboxylate 
• 64-17-5 ethanol 
• 612-25-9 2-Nitrobenzyl alcohol 
• 54848-26-9 (Z)-4,4-dimethyl-3-oxo-1-(phenylmethylene)-1,2-diazetidinium hydroxide, inner salt 
• 18039-45-7 2,5-diphenyl-2H-tetrazole 
• 591-50-4 iodobenzene 
• 874-05-5 3-aminoindazole 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 61308-29-0 1-ethoxycarbonylmethyl-3-phenyl-1H-indazole 
• 51093-42-6 1‐methyl‐3‐phenyl‐1H‐indazole 
• 1204771-01-6 2-(3-Phenyl-1H-indazol-1-yl)thiazole-4-carboxylic acid 
• 1428979-29-6 1-(4-methoxyphenyl)-3-phenyl-1H-indazole 
• 1428979-34-3 4-(3-phenyl-1H-indazole-1-yl)benzonitrile 

Relevant articles and documents

Polymorphism vs. desmotropy: The cases of 3-phenyl- and 5-phenyl-1H-pyrazoles and 3-phenyl-1H-indazole

Two desmotropes, 3-phenyl-1H-pyrazole (1a) and 5-phenyl-1H-pyrazole (1b) have been isolated and the conditions for their interconversion established. The X-ray structure of 1b has been determined (a = 10.862(1), b = 5.7620(5), c = 12.927(2) A, β = 111.435

A novel and efficient synthesis of 3-aryl and 3-heteroaryl substituted-1H-indazoles and their Mannich derivatives

A general and highly convenient procedure for the synthesis of 3-heteroaryl and 3-aryl substituted-1H-indazoles has been developed. These compounds (3a-f) were synthesized in good yield by refluxing the NaHSO3 adduct of heteroaromatic and aromatic aldehyde and phenyl hydrazine in DMF. This procedure is more general and shorter than earlier methods. Five new 3-hetero-aryl substituted-1H-indazoles were synthesized and characterized. New Mannich derivatives of 3-(1H-pyrrol-2-yl)-1H-indazole (3a) and 3-(1H-indol-3-yl)-1H-indazole (3b) were prepared from morpholine and formaldehyde.

Synthesis of highly branched oligoethylenes by air-stable N,N-indazole derivate methallyl Ni(II) complexes

Two new neutral N,N-indazole ligands bearing the carbonitrile functional group (L1 and L2) and two new air-stable cationic nickel methallyl complexes (C1 and C2) were prepared. These compounds were fully characterized by NMR, FT-IR and elemental analysis.

Design, synthesis and anticandidal evaluation of indazole and pyrazole derivatives

Candidiasis, caused by yeasts of the genus Candida, is the second cause of superficial and mucosal infections and the fourth cause of bloodstream infections. Although some antifungal drugs to treat candidiasis are available, resistant strains to current therapies are emerging. Therefore, the search for new candicidal compounds is certainly a priority. In this regard, a series of indazole and pyrazole derivatives were designed in this work, employing bioisosteric replacement, homologa-tion, and molecular simplification as new anticandidal agents. Compounds were synthesized and evaluated against C. albicans, C. glabrata, and C. tropicalis strains. The series of 3-phenyl-1H-indazole moiety (10a–i) demonstrated to have the best broad anticandidal activity. Particularly, compound 10g, with N,N-diethylcarboxamide substituent, was the most active against C. albicans and both miconazole susceptible and resistant C. glabrata species. Therefore, the 3-phenyl-1H-indazole scaf-fold represents an opportunity for the development of new anticandidal agents with a new chemo-type.

Synthesis, characterization and biological evaluation of benzimidazole and benzindazole derivatives as anti-hypertensive agents

A substituted benzimidazole and benzindazole derivatives had been synthesized having antihypertensive activity through antagonizing the angiotensin II (Ang II) receptors. The in vivo antihypertensive activity of the compounds was done with acute renal hypertension model. Two compounds TG 1 and TG 3 were found to have antihypertensive activity comparable to Telmisartan which is a prototype for Angiotensin II receptor antagonists class of drugs.In an antihypertensive study the compounds TG 1, TG 2 and TG 3 had systolic blood pressures of 147.2 mm/Hg, 168.2 mm/Hg, and 126.3 mm/Hg, respectively. This systolic blood pressure was lower than the disease control vehicle-treated rodents, which had a systolic blood pressure of 167.2 mm/Hg. The diastolic blood pressure was 119.7 mm/Hg, 124.7 mm/Hg and 88.83 mm/Hg, respectively and that of the disease control vehicle-treated rodents was 122.3 mm/Hg. TG 3 had comparable decrease in the MABP to Telmisartan. These encouraging results make compound TG 3 effective anti-hypertensive drug candidate and worthy of further investigation.