Cas no 10435-57-1 (5-Cyano-2-hydroxybenzoic Acid)

5-Cyano-2-hydroxybenzoic acid is a versatile organic compound featuring both cyano and carboxylic acid functional groups on a hydroxy-substituted aromatic ring. This structure lends itself to applications in pharmaceutical intermediates, agrochemical synthesis, and coordination chemistry due to its ability to participate in diverse reactions, such as nucleophilic substitutions and metal chelation. The presence of electron-withdrawing groups enhances its reactivity in electrophilic aromatic substitutions, making it a valuable building block for complex molecules. Its crystalline form ensures stability and ease of handling in laboratory settings. The compound’s solubility in polar solvents further facilitates its use in synthetic workflows, offering a balance of reactivity and practicality for researchers.
5-Cyano-2-hydroxybenzoic Acid structure
5-Cyano-2-hydroxybenzoic Acid structure
Product Name:5-Cyano-2-hydroxybenzoic Acid
CAS No:10435-57-1
MF:C8H5NO3
MW:163.130202054977
MDL:MFCD16999178
CID:97516
PubChem ID:13026935
Update Time:2025-10-19

5-Cyano-2-hydroxybenzoic Acid Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 5-cyano-2-hydroxy-
    • 5-cyano-2-hydroxybenzoic acid
    • 5-Cyanosalicylic acid
    • 5-cyano-2-hydroxybenzenecarboxylic acid
    • 5-cyano-salicylic acid
    • 5-Cyan-salicylsaeure
    • AGN-PC-00KIZL
    • CTK0G6394
    • MB25595
    • SureCN131551
    • SCHEMBL131551
    • 5-CYANO-2-HYDROXYBENZOICACID
    • Z1255393347
    • 10435-57-1
    • FT-0705900
    • E84646
    • 2-hydroxy-5-cyanobenzoic acid
    • DTXSID60515600
    • XUNYRQCTAPBWCF-UHFFFAOYSA-N
    • 5-cyano salicylic acid
    • CS-0373267
    • EN300-180726
    • AKOS022636503
    • DB-009280
    • benzoic acid, 3-cyano-6-hydroxy-
    • 5-Cyano-2-hydroxybenzoic Acid
    • MDL: MFCD16999178
    • Inchi: 1S/C8H5NO3/c9-4-5-1-2-7(10)6(3-5)8(11)12/h1-3,10H,(H,11,12)
    • InChI Key: XUNYRQCTAPBWCF-UHFFFAOYSA-N
    • SMILES: OC1C=CC(C#N)=CC=1C(=O)O

Computed Properties

  • Exact Mass: 163.02695
  • Monoisotopic Mass: 163.026943022g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 230
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 81.3?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 352.6±27.0 °C at 760 mmHg
  • Flash Point: 167.0±23.7 °C
  • PSA: 81.32
  • LogP: 0.96208
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

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Additional information on 5-Cyano-2-hydroxybenzoic Acid

Benzoic acid, 5-cyano-2-hydroxy- (CAS No. 10435-57-1): A Comprehensive Overview

Benzoic acid, 5-cyano-2-hydroxy-, identified by its Chemical Abstracts Service (CAS) number CAS No. 10435-57-1, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and bioorganic synthesis. This compound, characterized by its benzoic acid backbone with substituents at the 5-position cyano and 2-position hydroxyl groups, exhibits unique chemical properties that make it a valuable intermediate in the development of various therapeutic agents.

The structural configuration of Benzoic acid, 5-cyano-2-hydroxy- imparts distinct reactivity patterns, making it a versatile building block for synthetic chemists. The presence of both a cyano group and a hydroxyl group allows for multiple functionalization strategies, enabling the construction of complex molecular architectures. This flexibility has been exploited in the synthesis of pharmacologically active molecules, including potential candidates for treating a range of diseases.

In recent years, the pharmaceutical industry has shown increasing interest in developing novel compounds derived from benzoic acid derivatives. The cyano and hydroxyl functionalities in Benzoic acid, 5-cyano-2-hydroxy- serve as critical handles for further chemical modifications, facilitating the creation of molecules with enhanced biological activity. For instance, studies have demonstrated its utility in generating derivatives with antimicrobial and anti-inflammatory properties.

One of the most compelling aspects of Benzoic acid, 5-cyano-2-hydroxy- is its role in the synthesis of heterocyclic compounds. The benzoic acid core can be further transformed into nitrogen-containing heterocycles, which are prevalent in many bioactive natural products and synthetic drugs. The cyano group can be reduced to an amine or converted into other nitrogen-containing functionalities, while the hydroxyl group can participate in etherification or esterification reactions. These transformations have opened up new avenues for drug discovery and development.

The compound's relevance extends to its application in materials science and industrial chemistry. Its ability to undergo various chemical reactions makes it a valuable precursor for synthesizing dyes, polymers, and specialty chemicals. Additionally, its stability under different conditions enhances its suitability for industrial-scale processes.

Recent research has highlighted the potential of Benzoic acid, 5-cyano-2-hydroxy- in medicinal chemistry. A notable study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a precursor for developing kinase inhibitors. Kinase enzymes are involved in numerous cellular processes and are often targeted by therapeutic agents to treat cancers and inflammatory diseases. The study showcased how modifications to the benzoic acid derivative could fine-tune binding interactions with kinase targets, leading to improved drug efficacy.

The synthesis of Benzoic acid, 5-cyano-2-hydroxy- itself is an area of active investigation. Researchers have developed efficient synthetic routes that minimize side reactions and maximize yield. These methods often involve multi-step organic transformations starting from commercially available benzoic acid derivatives. Advances in catalytic processes have further streamlined these syntheses, making them more scalable and cost-effective.

The environmental impact of using Benzoic acid, 5-cyano-2-hydroxy- as an intermediate has also been studied. Efforts have been made to develop greener synthetic methodologies that reduce waste and energy consumption. For example, biocatalytic approaches using engineered enzymes have been explored as sustainable alternatives to traditional chemical synthesis.

In conclusion, Benzoic acid, 5-cyano-2-hydroxy-, with its CAS number CAS No. 10435-57-1, represents a cornerstone compound in modern chemical synthesis and pharmaceutical research. Its unique structural features enable diverse functionalization strategies, making it indispensable for developing novel therapeutic agents and industrial applications. As research continues to uncover new applications for this compound, its importance is expected to grow further.

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