Cas no 18199-97-8 (2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide)

2-Chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide is a specialized organic compound featuring a 1,3,4-thiadiazole core substituted with a 2-chlorophenyl group and an acetamide moiety. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of two chlorine atoms enhances its electrophilic properties, facilitating further functionalization. Its thiadiazole ring contributes to potential biological activity, particularly in antimicrobial and herbicidal applications. The compound exhibits stability under standard conditions, ensuring consistent performance in synthetic workflows. Its well-defined molecular architecture allows for precise modifications, supporting research in heterocyclic chemistry and drug development. Suitable for controlled reactions, it is commonly utilized in small-scale laboratory settings.
2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide structure
18199-97-8 structure
Product Name:2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide
CAS No:18199-97-8
MF:C10H7Cl2N3OS
MW:288.153078317642
MDL:MFCD05885628
CID:5463847
PubChem ID:8414034
Update Time:2025-11-02

2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide
    • 2-chloro-N-(5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl)acetamide
    • Z1562129150
    • MDL: MFCD05885628
    • Inchi: 1S/C10H7Cl2N3OS/c11-5-8(16)13-10-15-14-9(17-10)6-3-1-2-4-7(6)12/h1-4H,5H2,(H,13,15,16)
    • InChI Key: FSCWESREPVPJGX-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=CC=1C1=NN=C(NC(CCl)=O)S1

Computed Properties

  • Exact Mass: 286.9686884 g/mol
  • Monoisotopic Mass: 286.9686884 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 282
  • 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: 83.1
  • Molecular Weight: 288.15

2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide Pricemore >>

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Additional information on 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide

Comprehensive Overview of 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide (CAS No. 18199-97-8)

2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide, with the CAS number 18199-97-8, is a specialized organic compound that has garnered significant attention in the fields of medicinal chemistry and agrochemical research. This compound belongs to the thiadiazole family, a class of heterocyclic compounds known for their diverse biological activities. The presence of both chloro and acetamide functional groups in its structure enhances its reactivity and potential applications, making it a subject of ongoing scientific exploration.

The molecular formula of 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide is C10H7Cl2N3OS, and its molecular weight is 288.15 g/mol. The compound features a 1,3,4-thiadiazole core, which is substituted at the 2-position by an acetamide group and at the 5-position by a 2-chlorophenyl moiety. This unique structural arrangement contributes to its potential as a building block for more complex molecules in pharmaceutical and agricultural applications.

Recent studies have highlighted the role of thiadiazole derivatives in drug discovery, particularly in the development of antimicrobial and anticancer agents. Researchers are increasingly interested in 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide due to its potential to inhibit specific enzymes or interact with biological targets. For instance, its structural similarity to known bioactive molecules suggests possible applications in addressing antibiotic resistance, a pressing global health concern.

In the agrochemical sector, 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide has shown promise as a precursor for novel pesticides and herbicides. The chlorophenyl and thiadiazole components are known to contribute to the pesticidal activity of many commercial products. As the agricultural industry seeks more sustainable and targeted solutions, this compound could play a role in the development of next-generation crop protection agents with reduced environmental impact.

The synthesis of 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide typically involves the reaction of 2-chloroacetamide with 5-(2-chlorophenyl)-1,3,4-thiadiazol-2-amine under controlled conditions. Researchers have optimized various synthetic routes to improve yield and purity, making the compound more accessible for further studies. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are commonly employed to characterize and verify the structure of this compound.

From a commercial perspective, the demand for specialized thiadiazole derivatives like 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide is growing steadily. Pharmaceutical and agrochemical companies are actively seeking novel compounds with unique properties, driving research and development efforts. The compound's CAS number 18199-97-8 serves as a crucial identifier in chemical databases and regulatory documentation, facilitating its traceability in global markets.

Environmental and safety considerations are paramount when working with 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide. While not classified as hazardous under standard regulations, proper handling procedures should always be followed in laboratory settings. Researchers emphasize the importance of understanding the compound's biodegradation pathways and ecotoxicological profile, especially given the increasing focus on green chemistry principles.

Future research directions for 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide may include exploring its potential as a scaffold for drug development, investigating its mechanism of action in biological systems, and optimizing its physicochemical properties for specific applications. The compound's versatility makes it a valuable asset in the toolkit of synthetic chemists working on solutions for healthcare and agriculture challenges.

For scientists and procurement specialists searching for thiadiazole-based compounds or chlorophenyl acetamide derivatives, 2-chloro-N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]acetamide represents an interesting case study in structure-activity relationships. Its CAS 18199-97-8 designation ensures precise identification across scientific literature and chemical inventories, supporting collaborative research efforts worldwide.

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