Cas no 421553-47-1 (3-(2-Benzothiazolyl)benzyl alcohol)

3-(2-Benzothiazolyl)benzyl alcohol is a benzothiazole derivative with a benzyl alcohol functional group, offering versatile applications in organic synthesis and material science. Its structure combines the electron-rich benzothiazole moiety with a reactive hydroxyl group, making it a valuable intermediate for the preparation of heterocyclic compounds, dyes, and photoactive materials. The compound exhibits stability under standard conditions and demonstrates compatibility with various coupling and functionalization reactions. Its distinct molecular architecture allows for selective modifications, enabling tailored applications in pharmaceuticals, agrochemicals, or advanced polymers. Researchers value this compound for its synthetic flexibility and potential utility in developing novel functional materials with customized properties.
3-(2-Benzothiazolyl)benzyl alcohol structure
421553-47-1 structure
Product Name:3-(2-Benzothiazolyl)benzyl alcohol
CAS No:421553-47-1
MF:C14H11NOS
MW:241.308242082596
CID:927834
PubChem ID:17047054
Update Time:2025-05-23

3-(2-Benzothiazolyl)benzyl alcohol Chemical and Physical Properties

Names and Identifiers

    • 3-(2-Benzothiazolyl)benzyl alcohol
    • 3-(2-Hydroxynaphthalen-1-yl)benzyl alcohol
    • 3-(2-Methoxynaphthalen-1-yl)benzyl alcohol
    • 3-(2-Methylnaphthalen-1-yl)benzyl alcohol
    • 3-(3-(Dimethylamino)naphthalen-1-yl)benzyl alcohol
    • 3-(4-Aminonaphthalen-1-yl)benzyl alcohol
    • 3-(4-Fluoronaphthalen-1-yl)benzyl alcohol
    • 3-(4-Methylnaphthalen-1-yl)benzyl alcohol
    • [3-(1,3-benzothiazol-2-yl)phenyl]methanol
    • Benzenemethanol,3-(2-benzothiazolyl)
    • (4-(Benzo[d]thiazol-2-yl)phenyl)methanol
    • 4-(benzothiazol-2-yl)-benzyl alcohol
    • 421553-47-1
    • F80129
    • AKOS000297278
    • 4-(2-Benzothiazolyl)benzyl alcohol
    • YUNQTXCQGCOSNG-UHFFFAOYSA-N
    • SCHEMBL3373680
    • CS-0452424
    • [4-(1,3-benzothiazol-2-yl)phenyl]methanol
    • 4-(2-Benzothiazolyl)benzenemethanol
    • MDL: MFCD07601145
    • Inchi: 1S/C14H11NOS/c16-9-10-5-7-11(8-6-10)14-15-12-3-1-2-4-13(12)17-14/h1-8,16H,9H2
    • InChI Key: YUNQTXCQGCOSNG-UHFFFAOYSA-N
    • SMILES: S1C2C=CC=CC=2N=C1C1C=CC(CO)=CC=1

Computed Properties

  • Exact Mass: 241.05600
  • Monoisotopic Mass: 241.05613515g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 253
  • 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: 3.4
  • Topological Polar Surface Area: 61.4?2

Experimental Properties

  • PSA: 61.36000
  • LogP: 3.45560

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Additional information on 3-(2-Benzothiazolyl)benzyl alcohol

Recent Advances in the Study of 3-(2-Benzothiazolyl)benzyl alcohol (CAS: 421553-47-1): A Comprehensive Research Brief

3-(2-Benzothiazolyl)benzyl alcohol (CAS: 421553-47-1) is a benzothiazole derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of bioactive compounds, particularly in the development of novel antimicrobial and anticancer agents. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its chemical properties, biological activities, and potential applications in drug discovery.

One of the most notable advancements in the study of 3-(2-Benzothiazolyl)benzyl alcohol is its application in the synthesis of benzothiazole-based small molecules with potent antimicrobial properties. A 2023 study published in the *Journal of Medicinal Chemistry* demonstrated that derivatives of this compound exhibit strong inhibitory activity against a range of Gram-positive and Gram-negative bacteria, including methicillin-resistant *Staphylococcus aureus* (MRSA). The researchers attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, making it a promising candidate for the development of new antibiotics.

In addition to its antimicrobial potential, 3-(2-Benzothiazolyl)benzyl alcohol has also been investigated for its anticancer properties. A recent study in *Bioorganic & Medicinal Chemistry Letters* reported that certain derivatives of this compound showed selective cytotoxicity against cancer cell lines, particularly those associated with breast and lung cancers. The study highlighted the compound's ability to induce apoptosis via the mitochondrial pathway, suggesting its potential as a lead compound for the development of targeted cancer therapies.

From a chemical perspective, 3-(2-Benzothiazolyl)benzyl alcohol serves as a versatile building block in organic synthesis. Its benzothiazole moiety provides a rigid scaffold that can be functionalized to enhance binding affinity and selectivity for biological targets. Recent work in *Organic Letters* has explored innovative synthetic routes to produce this compound with high yield and purity, which is critical for its application in drug discovery and development.

Despite these promising findings, challenges remain in the optimization of 3-(2-Benzothiazolyl)benzyl alcohol derivatives for clinical use. Issues such as bioavailability, metabolic stability, and potential toxicity need to be addressed through further preclinical studies. However, the compound's unique structural features and demonstrated biological activities make it a valuable subject of ongoing research in the field of medicinal chemistry.

In conclusion, 3-(2-Benzothiazolyl)benzyl alcohol (CAS: 421553-47-1) represents a promising scaffold for the development of novel therapeutic agents. Its applications in antimicrobial and anticancer research, coupled with advances in synthetic methodologies, underscore its potential to contribute to the next generation of pharmaceuticals. Future studies should focus on optimizing its pharmacokinetic properties and exploring its mechanism of action in greater detail to unlock its full therapeutic potential.

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