Cas no 104246-27-7 (2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide)

2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide is a sulfonamide-derived acetamide compound featuring a chloroacetamide moiety and a thiazolylamino substituent. This structure confers reactivity suitable for further functionalization, particularly in pharmaceutical and agrochemical synthesis. The presence of the sulfonamide group enhances binding affinity to biological targets, while the chloroacetamide moiety allows for nucleophilic substitution reactions, making it a versatile intermediate. Its well-defined molecular architecture ensures consistent performance in coupling and derivatization processes. The compound is particularly valuable in medicinal chemistry for developing enzyme inhibitors or receptor modulators due to its balanced electrophilic and hydrogen-bonding properties. High purity grades are available for research applications requiring precise stoichiometric control.
2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide structure
104246-27-7 structure
Product Name:2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide
CAS No:104246-27-7
MF:C11H10ClN3O3S2
MW:331.79839849472
MDL:MFCD00249625
CID:220890
PubChem ID:721139
Update Time:2025-05-21

2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-N-(4-(N-(thiazol-2-yl)sulfamoyl)phenyl)acetamide
    • 2-Chloro-N-{4-[(1,3-thiazol-2-ylamino)sulfonyl]phenyl}acetamide
    • Acetamide,2-chloro-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-
    • 2-chloro-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]acetamide
    • 2-chloro-N-[4-(2-thiazolylsulfamoyl)phenyl]acetamide
    • 2-chloro-N-[4-(thiazol-2-ylsulfamoyl)phenyl]acetamide
    • 2-chloro-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]ethanamide
    • CHEMBL1452206
    • Z57117023
    • 2-Chloro-N-(4-(N-thiazol-2-ylsulfamoyl)phenyl)acetamide
    • DTXSID60352219
    • 104246-27-7
    • MFCD00249625
    • 2-Chloro-N-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl}acetamide
    • 2-Chloro-n-(4-[(1,3-thiazol-2-ylamino)sulfonyl]phenyl)acetamide
    • 2-Chloro-N-[4-(thiazol-2-ylsulfamoyl)-phenyl]-acetamide
    • MLS001171586
    • HMS2892F18
    • SR-01000070937-1
    • SMR000596219
    • EN300-13714
    • AKOS000268727
    • SCHEMBL1091178
    • SR-01000070937
    • CS-0308865
    • LS-08493
    • 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide
    • MDL： MFCD00249625
    • Inchi： 1S/C11H10ClN3O3S2/c12-7-10(16)14-8-1-3-9(4-2-8)20(17,18)15-11-13-5-6-19-11/h1-6H,7H2,(H,13,15)(H,14,16)
    • InChI Key： NSUHLTKMBRDPDN-UHFFFAOYSA-N
    • SMILES： ClCC(NC1C=CC(=CC=1)S(NC1=NC=CS1)(=O)=O)=O

Computed Properties

  • Exact Mass: 330.9854
  • Monoisotopic Mass: 330.98521
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 6
  • Complexity: 433
  • 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: 0.5
  • Topological Polar Surface Area: 125

Experimental Properties

  • Density: 1.612
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.679
  • PSA: 88.16
  • LogP: 3.34800

2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide Pricemore >>

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2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide Suppliers

Amadis Chemical Company Limited
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(CAS:104246-27-7)2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide
Order Number:A1099995
Stock Status:in Stock
Quantity:10g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 20:27
Price ($):964.0

2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide Related Literature

Additional information on 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide

Recent Advances in the Study of 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide (CAS: 104246-27-7)

The compound 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide (CAS: 104246-27-7) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. This sulfonamide derivative, characterized by its thiazole and chloroacetamide functional groups, has been investigated for its biological activities, particularly in enzyme inhibition and antimicrobial applications. Recent studies have focused on elucidating its mechanism of action, optimizing its synthetic pathways, and exploring its pharmacological potential.

One of the key areas of research has been the compound's role as a carbonic anhydrase (CA) inhibitor. Carbonic anhydrases are a family of enzymes that play critical roles in physiological processes such as pH regulation, CO2 transport, and electrolyte secretion. Dysregulation of these enzymes is implicated in various diseases, including glaucoma, epilepsy, and cancer. Recent findings suggest that 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide exhibits selective inhibition against specific CA isoforms, making it a promising candidate for targeted therapy. Structural-activity relationship (SAR) studies have further highlighted the importance of the thiazole moiety in enhancing binding affinity and selectivity.

In addition to its enzyme inhibitory properties, this compound has also been evaluated for its antimicrobial efficacy. Preliminary studies indicate that it possesses broad-spectrum activity against both Gram-positive and Gram-negative bacteria, as well as certain fungal strains. The mechanism of action appears to involve disruption of microbial cell wall synthesis and interference with essential metabolic pathways. Researchers are currently exploring modifications to the compound's structure to improve its potency and reduce potential toxicity.

The synthesis of 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide has also been a focal point of recent investigations. Novel synthetic routes have been developed to enhance yield and purity while minimizing the use of hazardous reagents. Green chemistry approaches, such as microwave-assisted synthesis and solvent-free reactions, have shown promise in streamlining the production process. These advancements are critical for scaling up production for preclinical and clinical studies.

Despite these promising developments, challenges remain in the clinical translation of this compound. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed through further research. Recent pharmacokinetic studies have provided insights into the compound's absorption, distribution, metabolism, and excretion (ADME) profiles, which will inform future optimization efforts.

In conclusion, 2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide (CAS: 104246-27-7) represents a versatile scaffold with significant potential in drug discovery. Its dual functionality as an enzyme inhibitor and antimicrobial agent underscores its broad applicability. Ongoing research aims to refine its properties and explore its therapeutic potential in greater depth, paving the way for future clinical applications.

104246-27-7 (2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide) Related Products

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Amadis Chemical Company Limited
(CAS:104246-27-7)2-Chloro-N-{4-(1,3-thiazol-2-ylamino)sulfonylphenyl}acetamide
A1099995
Purity:99%
Quantity:10g
Price ($):964.0
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