Cas no 20358-07-0 (2-Amino-5-fluorobenzothiazole)

2-Amino-5-fluorobenzothiazole is a fluorinated benzothiazole derivative with a molecular formula of C?H?FN?S. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of both amino and fluorine substituents enhances its reactivity, enabling selective functionalization for the construction of heterocyclic frameworks. Its structural features contribute to applications in medicinal chemistry, where it may act as a precursor for bioactive molecules, including kinase inhibitors and antimicrobial agents. The compound exhibits stability under standard conditions, facilitating handling and storage. Its well-defined chemical properties make it a valuable building block for research and industrial applications requiring precise molecular modifications.
2-Amino-5-fluorobenzothiazole structure
2-Amino-5-fluorobenzothiazole structure
Product Name:2-Amino-5-fluorobenzothiazole
CAS No:20358-07-0
MF:C7H5FN2S
MW:168.191403150558
MDL:MFCD05664560
CID:88171
PubChem ID:821203
Update Time:2025-06-14

2-Amino-5-fluorobenzothiazole Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-fluorobenzothiazole
    • 5-fluoro-1,3-benzothiazol-2-amine
    • 2-AMINO-5-FLUOROBENZOTHIOZOLE
    • 5-fluorobenzo[d]thiazol-2-amine
    • 2-Amino-5-fluor-benzthiazol
    • 2-amino-5-fluorobenzothiazol
    • 2-amino-5-fluoro-benzothiazole
    • 2-benzothiazolamine,5-fluoro
    • 5-fluoro-benzothiazol-2-ylamine
    • (5-Fluorobenzothiazol-2-yl)amine
    • AKOS006344175
    • MB03574
    • YHBIGBYIUMCLJS-UHFFFAOYSA-N
    • AM84702
    • 2-benzothiazolamine, 5-fluoro-
    • SY037891
    • 2-[4-(4-Piperidinyloxy)phenyl]acetamide, AldrichCPR
    • MFCD05664560
    • 5-fluoro-1,3-benzothiazol-2-amine;2-Amino-5-fluorobenzothiazole
    • AC-27967
    • DTXSID60356292
    • SCHEMBL103449
    • NICOTINESULFATE
    • EN300-113769
    • BCP10150
    • CS-W014376
    • A1-00830
    • A814487
    • 20358-07-0
    • 2-Benzothiazolamine,5-fluoro-
    • FT-0600138
    • VT1273
    • AS-18938
    • DB-027772
    • A2682
    • 5-fluoro benzothiazole-2-amine
    • MDL: MFCD05664560
    • Inchi: 1S/C7H5FN2S/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3H,(H2,9,10)
    • InChI Key: YHBIGBYIUMCLJS-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC2C=C(C=CC1=2)F

Computed Properties

  • Exact Mass: 168.01600
  • Monoisotopic Mass: 168.016
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 155
  • 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: 2
  • XLogP3: 2.1
  • Topological Polar Surface Area: 67.2A^2

Experimental Properties

  • Color/Form: Powder2. density (g/ml, 25/4 ℃)
  • Density: 1.491
  • Melting Point: 175.0 to 180.0 deg-C
  • Boiling Point: 312°C at 760 mmHg
  • Flash Point: 142.5±25.7 °C
  • Refractive Index: 1.726
  • Solubility: Soluble in methanol.
  • PSA: 67.15000
  • LogP: 2.59880

2-Amino-5-fluorobenzothiazole Security Information

2-Amino-5-fluorobenzothiazole Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2-Amino-5-fluorobenzothiazole

Recent Advances in the Research of 2-Amino-5-fluorobenzothiazole (CAS: 20358-07-0)

2-Amino-5-fluorobenzothiazole (CAS: 20358-07-0) is a fluorinated benzothiazole derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile pharmacological properties. Recent studies have explored its potential as a key scaffold in the development of novel therapeutic agents, particularly in oncology and neurodegenerative diseases. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications.

One of the most notable advancements in the research of 2-Amino-5-fluorobenzothiazole is its role as a precursor in the synthesis of kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against cyclin-dependent kinases (CDKs), which are critical targets in cancer therapy. The study highlighted the compound's ability to selectively inhibit CDK4/6, leading to cell cycle arrest in breast cancer cell lines. These findings suggest that 2-Amino-5-fluorobenzothiazole-based inhibitors could serve as promising candidates for targeted cancer therapies.

In addition to its anticancer properties, recent research has also investigated the neuroprotective effects of 2-Amino-5-fluorobenzothiazole. A study published in ACS Chemical Neuroscience in 2024 reported that this compound can modulate the aggregation of amyloid-beta (Aβ) peptides, which are implicated in the pathogenesis of Alzheimer's disease. The researchers found that 2-Amino-5-fluorobenzothiazole derivatives effectively reduced Aβ aggregation and mitigated neurotoxicity in vitro, offering a potential avenue for the development of Alzheimer's therapeutics.

The synthesis and optimization of 2-Amino-5-fluorobenzothiazole derivatives have also been a focus of recent research. A 2023 paper in Organic & Biomolecular Chemistry detailed a novel, high-yield synthetic route for this compound using palladium-catalyzed cross-coupling reactions. This method not only improved the efficiency of synthesis but also enabled the introduction of diverse functional groups, thereby expanding the chemical space for drug discovery. Such advancements are critical for accelerating the development of new pharmacophores based on this scaffold.

Despite these promising developments, challenges remain in the clinical translation of 2-Amino-5-fluorobenzothiazole-based compounds. Issues such as pharmacokinetic properties, bioavailability, and off-target effects need to be addressed in future studies. However, the growing body of research underscores the potential of this compound as a versatile tool in medicinal chemistry. Continued exploration of its pharmacological properties and optimization of its derivatives will likely yield significant breakthroughs in the coming years.

In conclusion, 2-Amino-5-fluorobenzothiazole (CAS: 20358-07-0) represents a valuable scaffold in drug discovery, with demonstrated applications in oncology and neurodegenerative diseases. Recent studies have highlighted its potential as a kinase inhibitor and neuroprotective agent, while advances in synthetic chemistry have facilitated the development of novel derivatives. As research progresses, this compound is poised to play an increasingly important role in the development of next-generation therapeutics.

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