Cas no 14372-64-6 (6-propoxy-1,3-benzothiazol-2-amine)

6-Propoxy-1,3-benzothiazol-2-amine is a benzothiazole derivative with potential applications in pharmaceutical and agrochemical research. Its structure features a propoxy substituent at the 6-position and an amine group at the 2-position, which may enhance its reactivity and binding affinity in biological systems. This compound is of interest due to its potential as a building block for the synthesis of more complex heterocyclic molecules. Its well-defined chemical properties and stability under standard conditions make it suitable for use in organic synthesis and medicinal chemistry studies. Further research may explore its utility in developing novel therapeutic agents or functional materials.
6-propoxy-1,3-benzothiazol-2-amine structure
14372-64-6 structure
Product Name:6-propoxy-1,3-benzothiazol-2-amine
CAS No:14372-64-6
MF:C10H12N2OS
MW:208.280080795288
CID:234009
PubChem ID:84396
Update Time:2025-05-21

6-propoxy-1,3-benzothiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 6-Propoxybenzo[d]thiazol-2-amine
    • 2-Benzothiazolamine,6-propoxy-
    • 6-propoxybenzothiazol-2-amine
    • 6-Propoxy-benzothiazol-2-ylamine
    • 2-amino-6n-propoxy-benzothiazole
    • 2-amino-6-n-propoxybenzothiazole
    • 2-Amino-6-propoxybenzothiazole
    • 6-Propoxy-2-amino-benzthiazol
    • 6-propoxybenzothiazole-2-ylamine
    • AC1L37DR
    • AC1Q4W7J
    • SBB027744
    • Einecs 238-344-0
    • 6-Propoxy-2-benzothiazolamine
    • 2-Benzothiazolamine,6-propoxy-(9CI)
    • 6-propoxy-1,3-benzothiazol-2-amine
    • CS-0298042
    • SCHEMBL9722752
    • 2-amino-6-propoxybenzothiazole, AldrichCPR
    • 2-amino-6-n-propoxybenzo-thiazole
    • QJWBDYBQSKYQKM-UHFFFAOYSA-N
    • 6-Propoxybenzo[d]thiazol-2(3h)-imine
    • CHEMBL1632452
    • DTXSID70162528
    • NS00024669
    • AKOS000274133
    • 2-benzothiazolamine, 6-propoxy-
    • FT-0677774
    • EN300-1144078
    • 14372-64-6
    • STL223014
    • MFCD05256486
    • G64637
    • MDL: MFCD05256486
    • Inchi: 1S/C10H12N2OS/c1-2-5-13-7-3-4-8-9(6-7)14-10(11)12-8/h3-4,6H,2,5H2,1H3,(H2,11,12)
    • InChI Key: QJWBDYBQSKYQKM-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC2C=CC(=CC1=2)OCCC

Computed Properties

  • Exact Mass: 208.06716
  • Monoisotopic Mass: 208.067034
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • 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
  • XLogP3: 3.3
  • Topological Polar Surface Area: 76.4

Experimental Properties

  • Density: 1.258
  • Boiling Point: 366.1°C at 760 mmHg
  • Flash Point: 175.2°C
  • Refractive Index: 1.655
  • PSA: 48.14

6-propoxy-1,3-benzothiazol-2-amine Security Information

  • HazardClass:IRRITANT

6-propoxy-1,3-benzothiazol-2-amine Pricemore >>

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Additional information on 6-propoxy-1,3-benzothiazol-2-amine

Introduction to 6-propoxy-1,3-benzothiazol-2-amine (CAS No. 14372-64-6)

6-propoxy-1,3-benzothiazol-2-amine, identified by the Chemical Abstracts Service Number (CAS No.) 14372-64-6, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the benzothiazole class, a scaffold widely recognized for its diverse biological activities and potential therapeutic applications. The structural features of 6-propoxy-1,3-benzothiazol-2-amine, particularly the presence of a propoxy group and an amine functionality, contribute to its unique chemical properties and reactivity, making it a valuable intermediate in synthetic chemistry and drug development.

The benzothiazole core is a prominent motif in medicinal chemistry, known for its role in various pharmacological activities such as antimicrobial, anti-inflammatory, antiviral, and anticancer effects. The introduction of the propoxy group at the 6-position and the amine group at the 2-position of the benzothiazole ring enhances its interaction with biological targets, thereby modulating its pharmacological profile. This compound has been extensively studied for its potential in developing novel therapeutic agents, particularly in addressing unmet medical needs.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting specific biological pathways involved in diseases such as cancer, neurodegenerative disorders, and infectious diseases. 6-propoxy-1,3-benzothiazol-2-amine has emerged as a promising candidate due to its ability to interact with key enzymes and receptors implicated in these conditions. For instance, studies have demonstrated its potential as an inhibitor of certain kinases and transcription factors that play crucial roles in cancer progression.

The synthesis of 6-propoxy-1,3-benzothiazol-2-amine involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. The propoxy group is typically introduced through nucleophilic substitution reactions, while the amine functionality can be incorporated via reductive amination or other amine-forming reactions. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have also been employed to improve the efficiency of these transformations.

The pharmacological evaluation of 6-propoxy-1,3-benzothiazol-2-amine has revealed several interesting properties. In vitro studies have shown that this compound exhibits significant inhibitory activity against various enzymes and receptors relevant to human health. Notably, it has demonstrated potent activity against certain tyrosine kinases that are overexpressed in cancer cells, suggesting its potential as an anticancer agent. Additionally, preliminary studies have indicated that it may have anti-inflammatory effects by modulating cytokine production and inflammatory pathways.

One of the most compelling aspects of 6-propoxy-1,3-benzothiazol-2-amine is its structural versatility. The presence of both hydrophobic and hydrophilic functional groups allows for modifications that can enhance drug-like properties such as solubility, bioavailability, and target specificity. Researchers have explored various derivatives of this compound to optimize its pharmacokinetic profile while maintaining or enhancing its biological activity. These derivatives have been synthesized by introducing additional substituents at different positions on the benzothiazole ring or by modifying the propoxy and amine groups.

The development of novel drug candidates often involves rigorous testing to evaluate their safety and efficacy. 6-propoxy-1,3-benzothiazol-2-amine has undergone preclinical studies to assess its toxicity profile and pharmacokinetic behavior. These studies have provided valuable insights into its metabolic stability, distribution patterns within the body, and excretion pathways. The results from these preclinical trials have been instrumental in guiding further development efforts aimed at translating this compound into a clinical candidate.

The growing interest in 6-propoxy-1,3-benzothiazol-2-amine is reflected in the increasing number of publications discussing its synthesis, characterization, and potential applications. Researchers are actively exploring new synthetic routes to improve scalability and cost-effectiveness while maintaining high purity standards. Collaborative efforts between academic institutions and pharmaceutical companies are also underway to accelerate the translation of laboratory findings into clinical trials.

Looking ahead, the future prospects for 6-propoxy-1,3-benzothiazol-2-amine appear promising. Advances in computational chemistry and drug design methodologies are expected to further enhance our understanding of its interactions with biological targets and aid in the development of more effective derivatives. Additionally, improvements in synthetic methodologies may enable the large-scale production needed for commercialization.

In conclusion,6-propoxy-1,3-benzothiazol-2-amine (CAS No. 14372-64-6) represents a significant advancement in pharmaceutical research due to its unique structural features and diverse biological activities. Its potential as a therapeutic agent continues to be explored through both academic research and industrial development efforts. As our understanding of disease mechanisms evolves,this compound is poised to play a crucial role in addressing some of today's most pressing medical challenges.

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