Cas no 31857-81-5 (1,2-Benzisothiazol-3-amine,6-chloro-)

1,2-Benzisothiazol-3-amine,6-chloro- is a heterocyclic organic compound featuring a benzisothiazole core substituted with an amine group at the 3-position and a chlorine atom at the 6-position. This structure imparts reactivity and utility in pharmaceutical and agrochemical synthesis, particularly as a key intermediate in the development of biologically active molecules. Its chlorinated aromatic system enhances electrophilic substitution potential, while the amine group offers versatility for further functionalization. The compound is valued for its stability and compatibility with various synthetic routes, making it suitable for applications in medicinal chemistry and material science. Proper handling and storage are recommended due to its potential sensitivity.
1,2-Benzisothiazol-3-amine,6-chloro- structure
31857-81-5 structure
Product Name:1,2-Benzisothiazol-3-amine,6-chloro-
CAS No:31857-81-5
MF:C7H5ClN2S
MW:184.645998716354
CID:322222
PubChem ID:12323356
Update Time:2025-06-08

1,2-Benzisothiazol-3-amine,6-chloro- Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzisothiazol-3-amine,6-chloro-
    • 6-fluoro-1,2-benzothiazol-3-amine
    • 31857-81-5
    • DTXSID00953769
    • SCHEMBL12665748
    • 6-chlorobenzo[d]isothiazol-3-amine
    • 6-Chloro-1,2-benzisothiazol-3-amine
    • 6-Chloro-1,2-benzothiazol-3(2H)-imine
    • Inchi: 1S/C7H5ClN2S/c8-4-1-2-5-6(3-4)11-10-7(5)9/h1-3H,(H2,9,10)
    • InChI Key: LEACCYVBERSINY-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2C(N)=NSC=2C=1

Computed Properties

  • Exact Mass: 168.01585
  • Monoisotopic Mass: 168.016
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • 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
  • Topological Polar Surface Area: 67.2A^2
  • XLogP3: 2.6

Experimental Properties

  • PSA: 38.91

1,2-Benzisothiazol-3-amine,6-chloro- Pricemore >>

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Additional information on 1,2-Benzisothiazol-3-amine,6-chloro-

Professional Introduction to 1,2-Benzisothiazol-3-amine,6-chloro (CAS No: 31857-81-5)

The compound 1,2-Benzisothiazol-3-amine,6-chloro (CAS No: 31857-81-5) is a heterocyclic organic molecule that has garnered significant attention in the field of pharmaceutical and medicinal chemistry due to its unique structural properties and potential biological activities. This benzisothiazole derivative features a chlorinated amine substituent, which enhances its reactivity and functionalization possibilities, making it a valuable scaffold for drug discovery and development.

Benzisothiazole derivatives are a class of compounds that have been extensively studied for their pharmacological properties. The presence of both the benzene and thiazole rings in the molecular structure imparts distinct electronic and steric characteristics, which can be exploited to modulate biological targets. Specifically, the 6-chloro substituent in 1,2-Benzisothiazol-3-amine,6-chloro introduces a region of electron-withdrawing character, which can influence the molecule's interactions with biological receptors. This feature has been leveraged in the design of novel compounds targeting various therapeutic areas.

Recent advancements in computational chemistry and molecular modeling have allowed researchers to predict the binding modes of 1,2-Benzisothiazol-3-amine,6-chloro with high precision. These studies suggest that the compound can interact with proteins in multiple ways, including hydrogen bonding and hydrophobic interactions. Such insights are crucial for optimizing the molecule's affinity and selectivity for desired biological targets. The amine group at the 3-position provides a potential site for further derivatization, enabling the synthesis of analogs with tailored properties.

In the context of medicinal chemistry, 1,2-Benzisothiazol-3-amine,6-chloro has been explored as a precursor for more complex molecules. Its structural framework is versatile enough to be modified into pharmacophores that can target enzymes, receptors, and other biomolecules involved in disease pathways. For instance, derivatives of this compound have shown promise in inhibiting certain kinases and transcription factors, which are implicated in cancer and inflammatory diseases. The chloro group at the 6-position further enhances its utility by allowing selective functionalization without disrupting the core pharmacological activity.

The synthesis of 1,2-Benzisothiazol-3-amine,6-chloro involves multi-step organic transformations that highlight its synthetic accessibility. The chlorination step is particularly critical, as it introduces the necessary electronic properties for optimal biological activity. Researchers have employed various methodologies to achieve regioselective chlorination at the 6-position while preserving the integrity of other functional groups. These synthetic strategies are essential for producing high-purity compounds suitable for preclinical and clinical studies.

Current research in medicinal chemistry emphasizes the importance of understanding structure-activity relationships (SAR) to optimize drug candidates. 1,2-Benzisothiazol-3-amine,6-chloro serves as an excellent example of how structural modifications can fine-tune biological activity. By systematically varying substituents on the benzisothiazole core, scientists can identify lead compounds with improved efficacy and reduced toxicity. The amine group at position 3 is particularly noteworthy, as it can be functionalized into various bioactive moieties without compromising the molecule's overall stability.

The pharmacokinetic properties of 1,2-Benzisothiazol-3-amine,6-chloro are also under investigation to ensure its suitability for therapeutic applications. Studies indicate that this compound exhibits moderate solubility in water and lipids, suggesting potential oral bioavailability. Additionally, its metabolic stability appears favorable for further development into a drug candidate. These attributes are critical for ensuring that the compound reaches its target site in sufficient concentrations to exert its intended biological effects.

From a commercial perspective,1,2-Benzisothiazol-3-am ine,6-chlor o (CAS No: 31 857 -81 -5) represents an attractive opportunity for pharmaceutical companies seeking novel therapeutics. Its unique structural features and demonstrated biological activity make it a promising candidate for further development into drugs targeting neurological disorders, cancer, inflammation, and other diseases where benzisothiazole derivatives have shown efficacy .

The future directions of research on this compound include exploring its potential in combination therapies , where it could be paired with other agents to enhance therapeutic outcomes . Additionally , green chemistry approaches are being investigated to develop more sustainable synthetic routes , reducing environmental impact while maintaining high yields .

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