Cas no 691363-11-8 (1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid)

1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid is a specialized benzotriazole derivative with a cyclohexyl substituent at the 1-position and a carboxylic acid functional group at the 5-position. This compound is of interest in organic synthesis and pharmaceutical research due to its structural features, which combine the stability of the benzotriazole core with the reactivity of the carboxylic acid moiety. The cyclohexyl group enhances lipophilicity, potentially improving solubility in nonpolar matrices. Its applications may include use as an intermediate in the synthesis of heterocyclic compounds or as a ligand in coordination chemistry. The product is typically characterized by HPLC, NMR, and mass spectrometry to ensure high purity and consistency.
1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid structure
691363-11-8 structure
Product Name:1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid
CAS No:691363-11-8
MF:C13H15N3O2
MW:245.277102708817
MDL:MFCD06589795
CID:3079262
PubChem ID:653819
Update Time:2025-05-20

1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid
    • BDBM50475644
    • BBL026354
    • SCHEMBL6044076
    • 1-Cyclohexyl-1H-benzotriazole-5-carboxylic acid
    • STL371320
    • CHEMBL383099
    • SMR000013711
    • HMS1696A18
    • MFCD06589795
    • EU-0017027
    • 1H-1,2,3-benzotriazole-5-carboxylic acid, 1-cyclohexyl-
    • ALBB-025400
    • 1-cyclohexyl-1,2,3-benzotriazole-5-carboxylicacid
    • CS-0208328
    • Q8D
    • HMS2315I23
    • VS-08282
    • 1-cyclohexylbenzotriazole-5-carboxylic acid
    • 691363-11-8
    • MLS000068125
    • BRD-K07688356-001-09-1
    • AKOS000210384
    • 1-Cyclohexyl-1H-1,2,3-benzotriazole-5-carboxylic acid
    • H35119
    • MDL: MFCD06589795
    • Inchi: 1S/C13H15N3O2/c17-13(18)9-6-7-12-11(8-9)14-15-16(12)10-4-2-1-3-5-10/h6-8,10H,1-5H2,(H,17,18)
    • InChI Key: GLIAIPXYMCWRTG-UHFFFAOYSA-N
    • SMILES: OC(C1C=CC2=C(C=1)N=NN2C1CCCCC1)=O

Computed Properties

  • Exact Mass: 245.116426730g/mol
  • Monoisotopic Mass: 245.116426730g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 317
  • 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: 2.6
  • Topological Polar Surface Area: 68?2

1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid Pricemore >>

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Additional information on 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid

Professional Introduction to 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic Acid (CAS No. 691363-11-8)

1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid, identified by its CAS number 691363-11-8, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and biotechnology. This compound belongs to the benzotriazole family, a class of heterocyclic molecules known for their diverse biological activities and industrial applications. The structural incorporation of a cyclohexyl group and a carboxylic acid moiety into the benzotriazole core imparts unique chemical properties that make it a valuable intermediate in the synthesis of various pharmacologically active agents.

The benzotriazole moiety is particularly noteworthy due to its ability to form stable complexes with metals and its role as a scavenger of reactive oxygen species. These properties have been leveraged in the development of novel therapeutic agents targeting oxidative stress-related diseases. Recent studies have highlighted the potential of benzotriazole derivatives as inhibitors of enzymes involved in inflammatory pathways, making them promising candidates for anti-inflammatory and anti-oxidant therapies.

The carboxylic acid functional group in 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid provides a versatile site for further chemical modifications, enabling the synthesis of more complex molecules. This has been exploited in drug discovery efforts to develop prodrugs or conjugates that enhance bioavailability or target specificity. For instance, the carboxylic acid group can be coupled with amine-containing biomolecules through amide bond formation, leading to the development of targeted drug delivery systems.

One of the most compelling aspects of this compound is its role in the synthesis of metal-organic frameworks (MOFs) and coordination polymers. The benzotriazole ring can act as a ligand for transition metals, facilitating the formation of stable and porous structures. These materials have applications in catalysis, gas storage, and separation technologies. The cyclohexyl group further enhances the steric environment around the metal center, influencing the overall structure and properties of the resulting complexes.

In pharmaceutical research, 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid has been investigated for its potential as an intermediate in the synthesis of antiviral and antibacterial agents. The benzotriazole core is known to interact with nucleic acids and proteins, which has been exploited in designing molecules that disrupt viral replication or bacterial metabolic pathways. Preliminary studies suggest that derivatives of this compound exhibit inhibitory activity against certain enzymes overexpressed in pathogens, offering a new avenue for therapeutic intervention.

The compound's structural features also make it suitable for use in material science applications. For example, it can be incorporated into polymers to enhance their thermal stability or mechanical strength. Additionally, its ability to form coordination complexes with metals allows for the development of smart materials that respond to environmental stimuli such as pH or temperature changes.

Recent advancements in computational chemistry have enabled more accurate predictions of the biological activity and pharmacokinetic properties of 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid. Molecular docking studies have identified potential binding pockets on target proteins where this compound could exert its effects. These insights have guided experimental efforts toward optimizing analogs with improved potency and selectivity.

The synthesis of this compound typically involves multi-step organic reactions starting from commercially available precursors. Key steps include cyclization reactions to form the benzotriazole ring and subsequent functionalization to introduce the cyclohexyl and carboxylic acid groups. Advances in synthetic methodologies have improved yields and purity levels, making it more accessible for research applications.

In conclusion, 1-Cyclohexyl-1,2,3-benzotriazole-5-carboxylic acid (CAS No. 691363-11-8) is a multifaceted compound with significant potential in pharmaceuticals, materials science, and catalysis. Its unique structural features enable diverse applications ranging from drug development to advanced materials engineering. As research continues to uncover new functionalities and applications for this molecule, its importance in scientific innovation is likely to grow further.

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