Cas no 69123-55-3 (1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea)

1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea is a synthetic urea derivative featuring a chlorophenyl and thiazolyl moiety, imparting unique chemical and biological properties. This compound is of interest in agrochemical and pharmaceutical research due to its potential as a precursor or active ingredient in herbicide and fungicide formulations. Its molecular structure allows for selective interactions with biological targets, enhancing efficacy in pest or pathogen inhibition. The chlorophenyl group contributes to lipophilicity, improving membrane permeability, while the thiazolyl ring offers stability and reactivity for further functionalization. This compound is typically utilized in controlled studies for its structure-activity relationship (SAR) insights and may serve as a key intermediate in specialized synthetic pathways.
1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea structure
69123-55-3 structure
Product Name:1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea
CAS No:69123-55-3
MF:C10H8ClN3OS
MW:253.708019256592
CID:889496
PubChem ID:324932
Update Time:2025-06-07

1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea Chemical and Physical Properties

Names and Identifiers

    • 1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea
    • 1-(4-Chloro-phenyl)-3-thiazol-2-yl-urea
    • cid_324932
    • HMS2361F10
    • N-(4-chlorophenyl)-N'-1,3-thiazol-2-ylurea
    • MLS000523574
    • CHEMBL1559362
    • Oprea1_074118
    • EN300-11770710
    • SMR000122647
    • 1-(4-chlorophenyl)-3-(2-thiazolyl)urea
    • SDCCGSBI-0125857.P001
    • 69123-55-3
    • Oprea1_128916
    • 1-(4-chlorophenyl)-3-thiazol-2-yl-urea
    • DTXSID10315117
    • NSC291925
    • AKOS000484173
    • NSC-291925
    • BDBM76384
    • STK019581
    • G53689
    • Inchi: 1S/C10H8ClN3OS/c11-7-1-3-8(4-2-7)13-9(15)14-10-12-5-6-16-10/h1-6H,(H2,12,13,14,15)
    • InChI Key: KPRKVTCHPGWYQW-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)NC(NC1=NC=CS1)=O

Computed Properties

  • Exact Mass: 253.0076608g/mol
  • Monoisotopic Mass: 253.0076608g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 246
  • 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: 2.8
  • Topological Polar Surface Area: 82.3?2

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Additional information on 1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea

1-(4-chlorophenyl)-3-(1,3-thiazol-2-yl)urea: A Comprehensive Overview

1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea, with the CAS number 69123-55-3, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This urea derivative is characterized by its unique structural features, which include a chlorophenyl group and a thiazole moiety. These functional groups contribute to its potential therapeutic applications and make it an intriguing subject for ongoing studies.

The chlorophenyl group is known for its ability to enhance the lipophilicity of molecules, which can improve their ability to cross biological membranes. This property is particularly valuable in drug design, as it can enhance the bioavailability and efficacy of potential therapeutic agents. The thiazole moiety, on the other hand, is a common heterocyclic ring found in many biologically active compounds. It often confers enhanced stability and specific binding properties to molecules, making it a valuable component in drug development.

1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea has been extensively studied for its potential as an antifungal agent. Recent research has shown that this compound exhibits potent antifungal activity against a variety of pathogenic fungi, including Candida albicans and Aspergillus fumigatus. The mechanism of action is believed to involve disruption of fungal cell membranes and inhibition of essential enzymes involved in fungal metabolism. These findings have significant implications for the development of new antifungal therapies, particularly in the context of increasing resistance to existing antifungal drugs.

In addition to its antifungal properties, 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea has also shown promise as an anticancer agent. Studies have demonstrated that this compound can induce apoptosis in various cancer cell lines, including breast cancer and colon cancer cells. The mechanism behind this anticancer activity is thought to involve the modulation of key signaling pathways involved in cell proliferation and survival. These findings suggest that 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea could be a valuable lead compound for the development of novel anticancer drugs.

The synthesis of 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea has been well-documented in the literature. Typically, it involves the reaction of 4-chlorophenyl isocyanate with 2-aminothiazole in an appropriate solvent. This synthetic route is straightforward and can be easily scaled up for large-scale production. The purity and yield of the final product can be optimized by carefully controlling reaction conditions such as temperature, solvent choice, and reaction time.

To further explore the potential applications of 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea, several research groups have conducted detailed pharmacokinetic and pharmacodynamic studies. These studies have provided valuable insights into the absorption, distribution, metabolism, and excretion (ADME) properties of the compound. For instance, it has been found that 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea exhibits good oral bioavailability and a favorable pharmacokinetic profile, making it suitable for oral administration in therapeutic settings.

In preclinical studies, 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea has demonstrated low toxicity and high selectivity towards target cells. This favorable safety profile is crucial for its potential use as a therapeutic agent. However, further clinical trials are necessary to fully evaluate its safety and efficacy in human subjects. Ongoing research aims to optimize the formulation and dosing regimens to maximize therapeutic benefits while minimizing potential side effects.

The potential applications of 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea extend beyond antifungal and anticancer therapies. Recent studies have also explored its anti-inflammatory properties. Preliminary results suggest that this compound can inhibit pro-inflammatory cytokines such as TNF-alpha and IL-6, which are involved in various inflammatory diseases. This finding opens up new avenues for its use in treating conditions such as rheumatoid arthritis and inflammatory bowel disease.

In conclusion, 1-(4-Chlorophenyl)-3-(1,3-thiazol-2-yl)urea, with CAS number 69123-55-3, is a promising compound with diverse biological activities. Its unique structural features make it a valuable candidate for further development in various therapeutic areas. Ongoing research continues to uncover new insights into its mechanisms of action and potential applications, highlighting its significance in the field of medicinal chemistry.

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