Cas no 383131-52-0 (6-Bromo-4-ethyl-1,3-benzothiazol-2-amine)

6-Bromo-4-ethyl-1,3-benzothiazol-2-amine is a brominated benzothiazole derivative featuring an ethyl substituent at the 4-position and an amine group at the 2-position. This heterocyclic compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its bromine moiety enhances reactivity for cross-coupling reactions, while the amine group provides a handle for further derivatization. The ethyl group contributes to lipophilicity, influencing solubility and binding properties. This compound is valued for its structural rigidity and potential bioactivity, making it useful in medicinal chemistry research. Proper handling and storage under inert conditions are recommended due to its sensitivity.
6-Bromo-4-ethyl-1,3-benzothiazol-2-amine structure
383131-52-0 structure
Product Name:6-Bromo-4-ethyl-1,3-benzothiazol-2-amine
CAS No:383131-52-0
MF:C9H9BrN2S
MW:257.150159597397
MDL:MFCD02663856
CID:2187933
PubChem ID:3413695
Update Time:2025-11-01

6-Bromo-4-ethyl-1,3-benzothiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Benzothiazolamine,6-bromo-4-ethyl-
    • 6-Bromo-4-ethyl-1,3-benzothiazol-2-amine
    • BBL020283
    • STK891476
    • 2-Benzothiazolamine, 6-bromo-4-ethyl-
    • Z1946235616
    • 383131-52-0
    • AKOS000298470
    • EN300-193740
    • 6-Bromo-4-ethyl-2-benzothiazolamine
    • Z1269202155
    • DB-281143
    • MFCD02663856
    • DTXSID001293315
    • MDL: MFCD02663856
    • Inchi: 1S/C9H9BrN2S/c1-2-5-3-6(10)4-7-8(5)12-9(11)13-7/h3-4H,2H2,1H3,(H2,11,12)
    • InChI Key: RLRFPJSDSWJTIX-UHFFFAOYSA-N
    • SMILES: BrC1=CC2=C(C(=C1)CC)N=C(N)S2

Computed Properties

  • Exact Mass: 255.96698g/mol
  • Monoisotopic Mass: 255.96698g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 191
  • 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
  • Topological Polar Surface Area: 67.2
  • XLogP3: 3.5

6-Bromo-4-ethyl-1,3-benzothiazol-2-amine Pricemore >>

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Additional information on 6-Bromo-4-ethyl-1,3-benzothiazol-2-amine

6-Bromo-4-Ethyl-1,3-Benzothiazol-2-Amine: A Comprehensive Overview

The compound 6-Bromo-4-Ethyl-1,3-Benzothiazol-2-Amine, identified by the CAS registry number 383131-52-0, is a significant molecule in the field of organic chemistry. This compound belongs to the class of benzothiazole derivatives, which have garnered considerable attention due to their diverse applications in pharmaceuticals, agrochemicals, and materials science. The structure of this compound is characterized by a benzothiazole ring system with substituents at positions 6 and 4, specifically a bromine atom and an ethyl group, respectively. The presence of these substituents imparts unique electronic and steric properties to the molecule, making it a valuable building block for further chemical modifications.

The synthesis of 6-Bromo-4-Ethyl-1,3-Benzothiazol-2-Amine typically involves multi-step processes that leverage the principles of organic synthesis. Recent advancements in catalytic methodologies have enabled more efficient routes for constructing such complex heterocyclic systems. For instance, researchers have explored the use of transition metal catalysts to facilitate key steps such as coupling reactions and ring-forming processes. These innovations not only enhance the yield and purity of the compound but also contribute to a greener chemical synthesis approach.

In terms of applications, benzothiazole derivatives like this compound have been extensively studied for their potential in drug discovery. The amine functionality at position 2 of the benzothiazole ring is particularly amenable to further functionalization, allowing for the introduction of various bioactive groups. Recent studies have highlighted the role of such compounds in modulating cellular signaling pathways, making them promising candidates for therapeutic interventions in diseases such as cancer and neurodegenerative disorders.

Beyond pharmacology, 6-Bromo-4-Ethyl-1,3-Benzothiazol-2-Amine has also found applications in materials science. Its aromatic system and substituent pattern make it suitable for use in advanced materials such as organic semiconductors and light-emitting diodes (LEDs). Researchers have reported that incorporating this compound into polymer frameworks can enhance the electronic properties of the resulting materials, paving the way for next-generation electronic devices.

The environmental impact and safety profile of CAS No. 383131-52-0 are critical considerations for its large-scale production and use. Recent studies have focused on assessing its biodegradability and toxicity under various conditions. These investigations are essential for ensuring that the compound can be handled responsibly throughout its lifecycle.

In conclusion, 6-Bromo-4-Ethyl-1,3-Benzothiazol-2-Amine stands as a versatile molecule with wide-ranging applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool for researchers in both academia and industry. As ongoing research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

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