Cas no 124511-96-2 (3-(Chloroacetyl)-1-tosylpyrrole)

3-(Chloroacetyl)-1-tosylpyrrole is a versatile synthetic intermediate used in organic and medicinal chemistry. Its key structural features—a chloroacetyl group and a tosyl-protected pyrrole ring—make it valuable for constructing complex heterocyclic frameworks. The chloroacetyl moiety enables nucleophilic substitution reactions, facilitating further functionalization, while the tosyl group enhances stability and reactivity control. This compound is particularly useful in the synthesis of pharmaceuticals, agrochemicals, and advanced materials, where precise molecular modifications are required. Its well-defined reactivity profile and compatibility with diverse reaction conditions make it a reliable choice for researchers developing novel pyrrole-based compounds. Proper handling under inert conditions is recommended due to its sensitivity to moisture and heat.
3-(Chloroacetyl)-1-tosylpyrrole structure
124511-96-2 structure
Product Name:3-(Chloroacetyl)-1-tosylpyrrole
CAS No:124511-96-2
MF:C13H12ClNO3S
MW:297.757281303406
MDL:MFCD07357279
CID:103724
PubChem ID:15180742
Update Time:2025-06-15

3-(Chloroacetyl)-1-tosylpyrrole Chemical and Physical Properties

Names and Identifiers

    • Ethanone,2-chloro-1-[1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-3-yl]-
    • 2-chloro-1-[1-(4-methylphenyl)sulfonylpyrrol-3-yl]ethanone
    • 3-chloroacetyl-1-tosyl pyrrole
    • 3-chloroacetyl-1-tosyl-1H-pyrrole
    • 3-chloroacetyl-N-tosylpyrrole
    • 3-(CHLOROACETYL)-1-TOSYLPYRROLE
    • 2-chloro-1-(1-tosyl-1H-pyrrol-3-yl)ethanone
    • AKOS015904407
    • Ethanone, 2-chloro-1-[1-[(4-methylphenyl)sulfonyl]-1H-pyrrol-3-yl]-
    • 3-Chloroacetyl-1Tosyl Pyrrole
    • BS-19616
    • DTXSID60569709
    • B-N-PROPYLGLUTARICACID
    • SB62404
    • 2-chloro-1-[1-(4-methylphenyl)sulfonyl-3-pyrrolyl]ethanone
    • 2-Chloro-1-[1-(4-methylbenzene-1-sulfonyl)-1H-pyrrol-3-yl]ethan-1-one
    • YOGUEUYPEHSNNN-UHFFFAOYSA-N
    • MFCD07357279
    • 2-chloro-1-[1-(p-tolylsulfonyl)pyrrol-3-yl]ethanone;2-Chloro-1-(1-tosyl-1H-pyrrol-3-yl)ethanone
    • SCHEMBL9775280
    • A805251
    • AMY4700
    • 124511-96-2
    • 3-(Chloroacetyl)-1-tosylpyrrole
    • MDL: MFCD07357279
    • Inchi: 1S/C13H12ClNO3S/c1-10-2-4-12(5-3-10)19(17,18)15-7-6-11(9-15)13(16)8-14/h2-7,9H,8H2,1H3
    • InChI Key: YOGUEUYPEHSNNN-UHFFFAOYSA-N
    • SMILES: ClCC(C1C=CN(C=1)S(C1C=CC(C)=CC=1)(=O)=O)=O

Computed Properties

  • Exact Mass: 297.02300
  • Monoisotopic Mass: 297.0226421g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 424
  • 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: 2.6
  • Topological Polar Surface Area: 64.5?2

Experimental Properties

  • PSA: 64.52000
  • LogP: 3.53580

3-(Chloroacetyl)-1-tosylpyrrole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

3-(Chloroacetyl)-1-tosylpyrrole Pricemore >>

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Additional information on 3-(Chloroacetyl)-1-tosylpyrrole

Recent Advances in the Study of 3-(Chloroacetyl)-1-tosylpyrrole (CAS: 124511-96-2) in Chemical Biology and Pharmaceutical Research

The compound 3-(Chloroacetyl)-1-tosylpyrrole (CAS: 124511-96-2) has recently emerged as a significant focus in chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery. This heterocyclic compound, featuring both chloroacetyl and tosyl functional groups, serves as a valuable building block for the synthesis of more complex molecules with potential biological activities. Recent studies have explored its utility in various synthetic pathways and its interactions with biological targets, highlighting its importance in medicinal chemistry.

In 2023, researchers at the University of Cambridge published a comprehensive study in the Journal of Medicinal Chemistry investigating the use of 3-(Chloroacetyl)-1-tosylpyrrole as a precursor for the development of novel kinase inhibitors. The study demonstrated that this compound could be efficiently modified to create a series of pyrrole derivatives with selective inhibitory activity against specific cancer-related kinases. The researchers employed a combination of computational modeling and experimental validation to optimize the compound's structure-activity relationship, achieving promising results in in vitro assays against several cancer cell lines.

A recent patent application (WO2023051234) filed by a major pharmaceutical company has revealed innovative methods for utilizing 3-(Chloroacetyl)-1-tosylpyrrole in the synthesis of potential anti-inflammatory agents. The patent describes novel synthetic routes that significantly improve the yield and purity of target compounds while reducing production costs. This development is particularly noteworthy as it addresses previous challenges in the large-scale production of related pyrrole derivatives, potentially paving the way for more efficient drug development processes.

Structural studies published in ACS Chemical Biology (2024) have provided new insights into the molecular interactions of 3-(Chloroacetyl)-1-tosylpyrrole with various biological targets. Through X-ray crystallography and NMR spectroscopy, researchers have elucidated how the compound's unique electronic properties and three-dimensional structure contribute to its binding affinity with specific protein targets. These findings are expected to guide the rational design of new therapeutic agents based on this chemical scaffold.

Recent toxicological evaluations of 3-(Chloroacetyl)-1-tosylpyrrole and its derivatives have shown promising safety profiles in preclinical studies. A 2024 report in Toxicology and Applied Pharmacology presented data indicating that properly modified derivatives exhibit minimal off-target effects while maintaining potent biological activity. This research suggests that the compound's core structure may serve as a privileged scaffold for developing safer pharmaceutical candidates with reduced side effects.

Emerging applications in chemical biology have expanded the utility of 3-(Chloroacetyl)-1-tosylpyrrole beyond traditional drug discovery. A study published in Nature Chemical Biology (2023) demonstrated its effectiveness as a chemical probe for studying protein-protein interactions in cellular pathways. The compound's ability to selectively modify specific amino acid residues has made it a valuable tool for investigating biological processes at the molecular level.

Future research directions for 3-(Chloroacetyl)-1-tosylpyrrole appear promising, with several ongoing clinical trials investigating its derivatives as potential treatments for various diseases. The compound's versatility and the growing body of research supporting its applications suggest that it will continue to be an important focus in chemical biology and pharmaceutical research in the coming years.

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