211172-52-0

Basic information

• Product Name: Benzonitrile, 2-amino-3-hydroxy-
• Synonyms: Benzonitrile, 2-amino-3-hydroxy-;2-AMino-3-hydroxy-benzonitrile
• CAS NO: 211172-52-0
• Molecular Formula: C₇H₆N₂O
• Molecular Weight: 134.14
• Mol File: 211172-52-0.mol

Chemical Properties

• Boiling Point: 301.5°C at 760 mmHg
• Flash Point: 136.1°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 0.000587mmHg at 25°C
• Refractive Index: 1.643
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.37±0.10(Predicted)
• CAS DataBase Reference: Benzonitrile, 2-amino-3-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 2-amino-3-hydroxy-(211172-52-0)
• EPA Substance Registry System: Benzonitrile, 2-amino-3-hydroxy-(211172-52-0)

Safety Data

• Hazardous Substances Data: 211172-52-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
Benzonitrile, 2-amino-3-hydroxy-, is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its versatile reactivity allows for the creation of a wide range of molecules with potential therapeutic applications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, Benzonitrile, 2-amino-3-hydroxy-, is utilized for the development of drugs targeting specific biological pathways. Its unique structure and functional groups make it a valuable tool for designing and optimizing new drug candidates.
Used in Antioxidant Applications:
Benzonitrile, 2-amino-3-hydroxy-, has been studied for its potential antioxidant properties. It may be used as a component in formulations designed to combat oxidative stress and protect cells from damage caused by reactive oxygen species.
Used in Antimicrobial Applications:
Benzonitrile, 2-amino-3-hydroxyhas also been investigated for its antimicrobial properties, making it a potential candidate for use in the development of new antimicrobial agents to combat drug-resistant bacteria and other pathogens.
Used in Chemical Research:
Benzonitrile, 2-amino-3-hydroxy-, is employed in chemical research to explore its reactivity and potential applications in various chemical processes, including the synthesis of novel compounds and materials with unique properties.

InChI:InChI=1/C7H6N2O/c8-4-5-2-1-3-6(10)7(5)9/h1-3,10H,9H2

Upstream product

• 129298-23-3 3-hydroxy-2-nitrobenzonitrile 
• 873-62-1 m-cyanophenol 

Downstream Products

• 211172-53-1 3-ethoxy-4-(2-hydroxy-6-cyanophenyl)amino-3-cyclobutene-1,2-dione 
• 1333244-21-5 5-(3-(4-cyanobenzo[d]oxazol-2-yl)-4-methoxyphenyl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylsulfonamido)benzofuran-3-carboxamide 
• 1333244-44-2 2-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo[d]oxazole-4-carbonitrile 
• 1333244-43-1 2-(5-bromo-2-methoxyphenyl)benzo[d]oxazole-4-carbonitrile 
• 1333244-42-0 5-bromo-N-(2-cyano-6-hydroxyphenyl)-2-methoxybenzamide 
• 140413-18-9 10-Methyl-11-oxo-10,11-dihydro-5-oxa-4,10-diaza-dibenzo[a,d]cycloheptene-9-carbonitrile 
• 51786-11-9 2-chloro-3-hydroxybenzonitrile 

Relevant articles and documents

Amidino substituted 2-aminophenols: biologically important building blocks for the amidino-functionalization of 2-substituted benzoxazoles

Unlike the closely related and widely investigated amidino-substituted benzimidazoles and benzothiazoles with a range of demonstrated biological activities, the matching benzoxazole analogues still remain a largely understudied and not systematically evaluated class of compounds. To address this challenge, we utilized the Pinner reaction to convert isomeric cyano-substituted 2-aminophenols into their amidine derivatives, which were isolated as hydrochlorides and/or zwitterions, and whose structure was confirmed by single crystal X-ray diffraction. The key step during the Pinner synthesis of the crucial carboximidate intermediates was characterized through mechanistic DFT calculations, with the obtained kinetic and thermodynamic parameters indicating full agreement with the experimental observations. The obtained amidines were subjected to a condensation reaction with aryl carboxylic acids that allowed the synthesis of a new library of 5- and 6-amidino substituted 2-arylbenzoxazoles. Their antiproliferative features against four human tumour cell lines (SW620, HepG2, CFPAC-1, HeLa) revealed sub-micromolar activities on SW620 for several cyclic amidino 2-naphthyl benzoxazoles, thus demonstrating the usefulness of the proposed synthetic strategy and promoting amidino substituted 2-aminophenols as important building blocks towards biologically active systems.

INHIBITORS OF HEPATITIS C VIRUS NS5B POLYMERASE

Compounds of formula (I) that are used as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and /or viral production in a cell-based system. Wherein Z, R30, R40, R50 and R60 of compounds of formula (I) are herein defined as in the description.

PIPERIDINONES USEFUL IN THE TREATMENT OF INFLAMMATION

There is provided compounds of formula (I): wherein R1, R2, R3, R4, R5, R6, R7, m and n have meanings given in the description, and pharmaceutically acceptable derivatives thereof, which compounds are useful in the treatment of diseases and conditions associated with inflammation.

Evaluation of Potent and Selective Small-Molecule Antagonists for the CXCR2 Chemokine Receptor

N,N′-Diarylureas were prepared, and the structure-activity relationship relative to the CXCR2 receptor was examined. This led to the identification of a potent and highly selective CXCR2 antagonist, which in addition was shown to be functionally active bo

A new intramolecular migration of the imino group of O-arylketoximes to the aryl group under the Beckmann condition

ZrCl4-mediated decomposition of O-arylketoximes in benzene leads to regioselective intramolecular migration of the imino group from the oxygen to the ortho position of the aryl group via electron-deficient nitrogen intermediates.

Substituted hydroxy-anilino derivatives of cyclobutene-3,4-diones

The compound of the formula: STR1 wherein R1 is straight chain alkyl, branched chain alkyl, cycloalkyl, hydroxyalkyl, fluoroalkyl, or polyfluoroalkyl; and one of R2, R3 and R4 is hydroxyl and the other two are,