Cas no 886495-17-6 (4-(3-Chlorophenyl)-2-hydrazinylthiazole)

4-(3-Chlorophenyl)-2-hydrazinylthiazole is a chlorophenyl-substituted thiazole derivative featuring a reactive hydrazinyl group, making it a versatile intermediate in organic synthesis and pharmaceutical research. The presence of the 3-chlorophenyl moiety enhances its potential for further functionalization, while the hydrazinyl group offers opportunities for condensation reactions, enabling the formation of heterocyclic scaffolds. This compound is particularly valuable in medicinal chemistry for the development of biologically active molecules, including potential antimicrobial or anticancer agents. Its well-defined structure and reactivity profile make it suitable for precise synthetic applications, ensuring consistent performance in research and industrial settings. Proper handling and storage are recommended due to its sensitivity to moisture and oxidation.
4-(3-Chlorophenyl)-2-hydrazinylthiazole structure
886495-17-6 structure
Product Name:4-(3-Chlorophenyl)-2-hydrazinylthiazole
CAS No:886495-17-6
MF:C9H8ClN3S
MW:225.697918891907
CID:869537
Update Time:2025-05-20

4-(3-Chlorophenyl)-2-hydrazinylthiazole Chemical and Physical Properties

Names and Identifiers

    • 4-(3-CHLOROPHENYL)-2(3H)-THIAZOLONE HYDRAZONE
    • 4-(3-Chlorophenyl)-2-hydrazinylthiazole
    • [4-(3-Chloro-phenyl)-thiazol-2-yl]-hydrazine
    • [4-(3-chlorophenyl)thiazol-2-yl]hydrazine
    • Inchi: 1S/C9H8ClN3S/c10-7-3-1-2-6(4-7)8-5-14-9(12-8)13-11/h1-5H,11H2,(H,12,13)
    • InChI Key: UEPWOHSTVIWVTK-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC(=C1)C1=CSC(NN)=N1

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 193
  • Topological Polar Surface Area: 79.2

4-(3-Chlorophenyl)-2-hydrazinylthiazole Pricemore >>

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Additional information on 4-(3-Chlorophenyl)-2-hydrazinylthiazole

4-(3-Chlorophenyl)-2-hydrazinylthiazole (CAS No. 886495-17-6): A Comprehensive Overview

The compound 4-(3-Chlorophenyl)-2-hydrazinylthiazole (CAS No. 886495-17-6) is a heterocyclic organic compound with a unique structure that combines a thiazole ring, a hydrazine group, and a chlorophenyl substituent. This compound has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science due to its versatile properties and potential applications. Recent studies have highlighted its role in drug design, catalysis, and as a building block for advanced materials.

The thiazole ring in 4-(3-Chlorophenyl)-2-hydrazinylthiazole is a five-membered aromatic structure containing sulfur and nitrogen atoms, which contributes to its stability and reactivity. The presence of the hydrazine group (-NHNH2) at the 2-position of the thiazole ring introduces additional functional diversity, enabling this compound to participate in various chemical reactions such as condensation, substitution, and cyclization. The chlorophenyl substituent at the 4-position further enhances the molecule's electronic properties and biocompatibility.

Recent research has focused on the synthesis of 4-(3-Chlorophenyl)-2-hydrazinylthiazole using eco-friendly methodologies. For instance, one study reported a microwave-assisted synthesis route that significantly reduces reaction time and enhances yield compared to traditional methods. This approach not only simplifies the production process but also aligns with the growing demand for sustainable chemical manufacturing practices.

In terms of applications, 4-(3-Chlorophenyl)-2-hydrazinylthiazole has shown promise in the development of bioactive compounds. Its ability to form coordination complexes with metal ions has made it a valuable ligand in transition metal catalysis. For example, studies have demonstrated its effectiveness in catalyzing Suzuki-Miyaura cross-coupling reactions under mild conditions, making it a potential candidate for industrial-scale synthesis of complex organic molecules.

The chlorophenyl group in this compound plays a crucial role in modulating its pharmacokinetic properties. Research indicates that this substituent enhances the compound's solubility in biological fluids and improves its bioavailability, making it an attractive candidate for drug delivery systems. Additionally, the hydrazine group enables this compound to act as an effective inhibitor of certain enzymes, such as tyrosinase and acetylcholinesterase, which are implicated in various pathological conditions.

Recent advancements in computational chemistry have provided deeper insights into the electronic structure and reactivity of 4-(3-Chlorophenyl)-2-hydrazinylthiazole. Quantum mechanical calculations reveal that the molecule exhibits significant π-conjugation across its thiazole ring and substituents, which facilitates electron delocalization and enhances its redox properties. These findings have implications for its use in electrochemical applications such as batteries and sensors.

In conclusion, 4-(3-Chlorophenyl)-2-hydrazinylthiazole (CAS No. 886495-17-6) is a multifaceted compound with diverse applications across multiple disciplines. Its unique structure, combined with recent advancements in synthesis and application development, positions it as a key player in modern chemical research.

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