Cas no 643723-43-7 ({4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine)

{4-(4-Fluorophenyl)-1,3-thiazol-2-ylmethyl}amine is a fluorinated thiazole derivative with a reactive aminomethyl group, making it a versatile intermediate in pharmaceutical and agrochemical synthesis. Its structure combines a fluorophenyl moiety, which enhances metabolic stability and binding affinity, with a thiazole ring known for its bioisosteric properties. The presence of the primary amine group allows for further functionalization via amidation, reductive alkylation, or condensation reactions. This compound is particularly valuable in the development of kinase inhibitors, antimicrobial agents, and CNS-targeting molecules due to its balanced lipophilicity and electronic effects. High purity grades are available to ensure reproducibility in research and industrial applications.
{4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine structure
643723-43-7 structure
Product Name:{4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine
CAS No:643723-43-7
MF:C10H9FN2S
MW:208.255264043808
MDL:MFCD05221836
CID:1086166
PubChem ID:5026742
Update Time:2025-06-10

{4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine Chemical and Physical Properties

Names and Identifiers

    • (4-(4-Fluorophenyl)thiazol-2-yl)methanamine
    • [4-(4-fluorophenyl)-1,3-thiazol-2-yl]methanamine
    • {[4-(4-Fluorophenyl)-1,3-thiazol-2-yl]methyl}amine
    • 1-[4-(4-FLUOROPHENYL)-1,3-THIAZOL-2-YL]METHANAMINE
    • Ambcb4003477
    • KB-217328
    • MolPort-003-738-203
    • MFCD05221836
    • 1-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]methanamine dihydrochloride
    • EN300-6732056
    • BS-38357
    • ALBB-022788
    • Z319971440
    • AKOS000210101
    • SCHEMBL14672195
    • 643723-43-7
    • DTXSID70407628
    • 1-[4-(4-Fluorophenyl)-1,3-thiazol-2-yl]methanamine, AldrichCPR
    • {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine
    • MDL: MFCD05221836
    • Inchi: 1S/C10H9FN2S/c11-8-3-1-7(2-4-8)9-6-14-10(5-12)13-9/h1-4,6H,5,12H2
    • InChI Key: DVIOACKZHUPVGY-UHFFFAOYSA-N
    • SMILES: S1C=C(C2C=CC(=CC=2)F)N=C1CN

Computed Properties

  • Exact Mass: 208.04704763g/mol
  • Monoisotopic Mass: 208.04704763g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 183
  • 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: 1.6
  • Topological Polar Surface Area: 67.2?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 332.2±27.0 °C at 760 mmHg
  • Flash Point: 154.7±23.7 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

{4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine Security Information

{4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine Pricemore >>

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Additional information on {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine

Introduction to {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine and Its Significance in Modern Chemical Biology

{4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine (CAS No. 643723-43-7) is a compound that has garnered significant attention in the field of chemical biology due to its unique structural and pharmacological properties. This heterocyclic amine, featuring a thiazole core substituted with a fluorophenyl group and an amine moiety, exhibits a range of biological activities that make it a valuable scaffold for drug discovery and development.

The structural motif of {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine is characterized by its thiazole ring, which is a sulfur-containing heterocycle known for its stability and biological relevance. The presence of the fluorine atom in the phenyl ring enhances the compound's lipophilicity and metabolic stability, making it an attractive candidate for further medicinal chemistry exploration.

In recent years, there has been a surge in research focusing on thiazole derivatives due to their diverse pharmacological effects. Thiazole compounds have been shown to possess antimicrobial, anti-inflammatory, antiviral, and anticancer properties. Among these derivatives, {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine has emerged as a promising lead compound for developing novel therapeutic agents.

One of the most compelling aspects of {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine is its potential in targeting specific biological pathways. The amine group in the compound can interact with various enzymes and receptors, modulating their activity. This interaction has been particularly explored in the context of kinase inhibition, where thiazole derivatives have shown remarkable efficacy.

Recent studies have highlighted the role of {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine in inhibiting tyrosine kinases, which are overexpressed in many cancers. By binding to the active site of these kinases, the compound can disrupt signal transduction pathways that promote cell proliferation and survival. This mechanism has been validated through both in vitro and in vivo studies, demonstrating its potential as an anticancer agent.

The fluorine atom in the phenyl ring also contributes to the compound's bioactivity by influencing its electronic properties. Fluorinated aromatic compounds are known to enhance binding affinity and selectivity due to their ability to engage in hydrophobic interactions and π-stacking with biological targets. This feature makes {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine a versatile scaffold for designing high-affinity ligands.

In addition to its kinase inhibition properties, {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine has shown promise in other therapeutic areas. For instance, it has been investigated for its potential role in treating neurodegenerative diseases such as Alzheimer's and Parkinson's. The compound's ability to cross the blood-brain barrier and interact with neuroreceptors makes it an attractive candidate for developing neuroprotective agents.

The synthesis of {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The introduction of the fluorine atom into the phenyl ring is particularly challenging due to its reactivity and sensitivity to environmental conditions. However, advances in synthetic methodologies have made it possible to produce this compound with high precision and efficiency.

One of the key challenges in developing drugs based on {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine is optimizing its pharmacokinetic properties. Like many small-molecule drugs, it must be carefully designed to ensure good absorption, distribution, metabolism, excretion (ADME), and toxicity profiles. Computational modeling and experimental studies are essential tools for predicting and improving these properties before moving into clinical trials.

The growing interest in {4-(4-fluorophenyl)-1,3-thiazol-2-ylmethyl}amine underscores its potential as a therapeutic agent. As research continues to uncover new biological targets and mechanisms of action, this compound is likely to play an increasingly important role in drug discovery and development. Its unique structural features make it a valuable scaffold for designing novel therapeutics with broad applications across multiple disease areas.

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