Cas no 301164-69-2 (Methanone,1H-benzotriazol-1-yl-2-thienyl-)

Methanone,1H-benzotriazol-1-yl-2-thienyl- is a specialized organic compound featuring a benzotriazole and thienyl moiety linked via a carbonyl group. This structure imparts unique reactivity, making it valuable in synthetic chemistry, particularly as an intermediate in the preparation of heterocyclic compounds. Its benzotriazole component enhances stability and facilitates nucleophilic substitution reactions, while the thienyl group contributes to electronic diversity, enabling applications in materials science and pharmaceutical synthesis. The compound’s well-defined molecular architecture ensures consistent performance in cross-coupling and functionalization reactions. Suitable for research and industrial use, it offers a reliable building block for advanced chemical synthesis, with potential utility in agrochemicals, dyes, and bioactive molecule development.
Methanone,1H-benzotriazol-1-yl-2-thienyl- structure
301164-69-2 structure
Product Name:Methanone,1H-benzotriazol-1-yl-2-thienyl-
CAS No:301164-69-2
MF:C11H7N3OS
MW:229.257780313492
CID:298980
PubChem ID:746502
Update Time:2025-06-11

Methanone,1H-benzotriazol-1-yl-2-thienyl- Chemical and Physical Properties

Names and Identifiers

    • Methanone,1H-benzotriazol-1-yl-2-thienyl-
    • 1-(2-Thienylcarbonyl)-1H-benzotriazole
    • benzotriazol-1-yl(thiophen-2-yl)methanone
    • benzotriazol-1-ylthiophen-2-ylmethanone
    • benzotriazolyl 2-thienyl ketone
    • Z28177999
    • 1-(Thiophene-2-carbonyl)-1H-1,2,3-benzotriazole
    • 301164-69-2
    • SR-01000492274
    • 1-(2-thienylcarbonyl) benzotriazole
    • FT-0749217
    • SR-01000492274-1
    • Cambridge id 5258878
    • CS-0318172
    • DTXSID70353611
    • 1-(2-Thienylcarbonyl)-1H-benzotriazole, 97%
    • SCHEMBL2490904
    • 1-(2-Thienylcarbonyl)-1H-benzotriazole&
    • AB00077145-01
    • 1-(2-thienylcarbonyl)-1H-1,2,3-benzotriazole
    • EU-0078138
    • 1H-1,2,3-BENZOTRIAZOL-1-YL(2-THIENYL)METHANONE
    • (1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone
    • AKOS000741227
    • AG-690/10023040
    • Inchi: 1S/C11H7N3OS/c15-11(10-6-3-7-16-10)14-9-5-2-1-4-8(9)12-13-14/h1-7H
    • InChI Key: NPHXTBJFXYNMCF-UHFFFAOYSA-N
    • SMILES: S1C=CC=C1C(N1C2C=CC=CC=2N=N1)=O

Computed Properties

  • Exact Mass: 229.03100
  • Monoisotopic Mass: 229.03098303g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 286
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.7
  • Topological Polar Surface Area: 76?2

Experimental Properties

  • Color/Form: solid
  • Melting Point: 175-179?°C(lit.)
  • PSA: 76.02000
  • LogP: 2.18130
  • Solubility: Not determined

Methanone,1H-benzotriazol-1-yl-2-thienyl- Security Information

  • WGK Germany:3
  • Hazard Category Code: 22
  • Safety Instruction: S36
  • Hazardous Material Identification: Xn
  • Risk Phrases:R22

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Methanone,1H-benzotriazol-1-yl-2-thienyl- Production Method

Additional information on Methanone,1H-benzotriazol-1-yl-2-thienyl-

Recent Advances in the Study of Methanone,1H-benzotriazol-1-yl-2-thienyl- (CAS: 301164-69-2)

Methanone,1H-benzotriazol-1-yl-2-thienyl- (CAS: 301164-69-2) is a chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile intermediate in organic synthesis and its biological activities, particularly in the context of drug discovery and development. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic utility, mechanism of action, and potential applications in medicine.

One of the key areas of interest in recent research is the compound's role as a coupling reagent in peptide synthesis. Studies have demonstrated that Methanone,1H-benzotriazol-1-yl-2-thienyl- exhibits high efficiency in facilitating amide bond formation, a critical step in the synthesis of peptides and peptidomimetics. Its ability to activate carboxylic acids and promote coupling reactions under mild conditions makes it a valuable tool for chemists working on complex molecular architectures. Furthermore, its stability and compatibility with a wide range of functional groups have been highlighted in several synthetic protocols.

In addition to its synthetic applications, recent investigations have explored the biological activities of Methanone,1H-benzotriazol-1-yl-2-thienyl-. Preliminary studies suggest that derivatives of this compound may exhibit antimicrobial and anti-inflammatory properties, making them potential candidates for the development of new therapeutic agents. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported that certain analogs of this compound showed promising activity against resistant bacterial strains, possibly through inhibition of key enzymatic pathways. These findings open new avenues for the design of novel antibiotics.

Another noteworthy aspect of Methanone,1H-benzotriazol-1-yl-2-thienyl- is its potential role in targeted drug delivery systems. Researchers have investigated its use as a linker molecule in prodrug strategies, where it can be employed to conjugate active pharmaceutical ingredients (APIs) with targeting moieties. This approach aims to enhance drug specificity and reduce off-target effects, thereby improving therapeutic outcomes. Recent in vitro and in vivo studies have provided encouraging results, demonstrating the compound's utility in constructing stable and bioresponsive drug conjugates.

Despite these advancements, challenges remain in the optimization of Methanone,1H-benzotriazol-1-yl-2-thienyl- for clinical applications. Issues such as scalability of synthesis, pharmacokinetic properties, and potential toxicity need to be addressed through further research. Collaborative efforts between chemists, biologists, and pharmacologists will be essential to fully unlock the potential of this compound. Future studies should focus on elucidating its mechanism of action at the molecular level and exploring its applicability in diverse therapeutic areas.

In conclusion, Methanone,1H-benzotriazol-1-yl-2-thienyl- (CAS: 301164-69-2) represents a promising scaffold in chemical biology and pharmaceutical research. Its dual role as a synthetic reagent and a biologically active molecule underscores its versatility and potential impact on drug discovery. Continued research efforts are expected to yield deeper insights into its applications, paving the way for innovative therapeutic solutions. This brief serves as a snapshot of the current state of knowledge and highlights the exciting possibilities that lie ahead for this compound.

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