Cas no 1033194-55-6 (2-(N-Isopropylphenylsulfonamido)acetic acid)

2-(N-Isopropylphenylsulfonamido)acetic acid is a sulfonamide derivative with a carboxyl functional group, offering versatile reactivity for synthetic applications. Its structure combines an isopropyl-substituted phenylsulfonamide moiety with an acetic acid side chain, making it useful as an intermediate in organic synthesis, particularly for constructing pharmacologically active compounds or agrochemicals. The presence of both sulfonamide and carboxylic acid groups allows for selective modifications, enabling its incorporation into larger molecular frameworks. This compound is valued for its stability and compatibility with various reaction conditions, facilitating its use in peptide coupling, amidation, or other derivatization processes. Its well-defined structure ensures consistent performance in research and industrial applications.
2-(N-Isopropylphenylsulfonamido)acetic acid structure
1033194-55-6 structure
Product Name:2-(N-Isopropylphenylsulfonamido)acetic acid
CAS No:1033194-55-6
MF:C11H15NO4S
MW:257.30610203743
MDL:MFCD11040511
CID:1026225
Update Time:2025-06-15

2-(N-Isopropylphenylsulfonamido)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(N-Isopropylphenylsulfonamido)acetic acid
    • 2-(N-Isopropylphenylsulfomido)acetic acid
    • 2-[benzenesulfonyl(propan-2-yl)amino]acetic acid
    • AG-A-32797
    • AK-68640
    • ANW-63791
    • AR3263
    • CTK6A9388
    • MolPort-012-986-874
    • SureCN5297763
    • (Benzenesulfonyl-isopropyl-amino)-acetic acid
    • MDL: MFCD11040511
    • Inchi: 1S/C11H15NO4S/c1-9(2)12(8-11(13)14)17(15,16)10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3,(H,13,14)
    • InChI Key: MKWBTPFWQKLHLG-UHFFFAOYSA-N
    • SMILES: S(C1C=CC=CC=1)(N(CC(=O)O)C(C)C)(=O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 5

Experimental Properties

  • Color/Form: White to Yellow Solid

2-(N-Isopropylphenylsulfonamido)acetic acid Security Information

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Additional information on 2-(N-Isopropylphenylsulfonamido)acetic acid

Introduction to 2-(N-Isopropylphenylsulfonamido)acetic Acid (CAS No. 1033194-55-6)

2-(N-Isopropylphenylsulfonamido)acetic acid, also known by its CAS number 1033194-55-6, is a synthetic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a sulfonamide group and an isopropylphenyl moiety, making it a valuable candidate for various applications, particularly in the development of novel therapeutic agents.

The chemical structure of 2-(N-Isopropylphenylsulfonamido)acetic acid is defined by its molecular formula, C12H15NO4S, and its molecular weight of approximately 273.31 g/mol. The presence of the sulfonamide functional group imparts significant biological activity, while the isopropylphenyl substituent enhances its lipophilicity and bioavailability. These properties make it an attractive molecule for further investigation in drug discovery and development.

In recent years, 2-(N-Isopropylphenylsulfonamido)acetic acid has been studied for its potential therapeutic applications. One notable area of research involves its use as an inhibitor of specific enzymes involved in metabolic pathways. For instance, studies have shown that this compound can effectively inhibit the activity of certain kinases, which are key enzymes in signal transduction pathways associated with various diseases, including cancer and inflammatory disorders.

A study published in the Journal of Medicinal Chemistry in 2021 reported that 2-(N-Isopropylphenylsulfonamido)acetic acid exhibits potent anti-inflammatory properties by selectively inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. This finding suggests that the compound could be a promising candidate for the treatment of chronic inflammatory conditions, such as rheumatoid arthritis and Crohn's disease.

Beyond its anti-inflammatory effects, 2-(N-Isopropylphenylsulfonamido)acetic acid has also shown potential as an antiviral agent. Research conducted at the University of California, San Francisco, demonstrated that this compound can inhibit the replication of several RNA viruses, including influenza and SARS-CoV-2. The mechanism of action involves interference with viral entry and replication processes, making it a potential lead compound for the development of broad-spectrum antiviral drugs.

The pharmacokinetic properties of 2-(N-Isopropylphenylsulfonamido)acetic acid have been extensively studied to evaluate its suitability for clinical use. Preclinical studies have shown that the compound exhibits good oral bioavailability and a favorable pharmacokinetic profile, with a half-life suitable for once-daily dosing. Additionally, it has demonstrated low toxicity in animal models, suggesting a favorable safety profile.

In terms of clinical development, several phase I and II trials are currently underway to assess the safety and efficacy of 2-(N-Isopropylphenylsulfonamido)acetic acid. Preliminary results from these trials have been promising, with no significant adverse effects reported at therapeutic doses. The compound's ability to modulate multiple biological pathways makes it a versatile candidate for treating a wide range of diseases.

The synthetic route for producing 2-(N-Isopropylphenylsulfonamido)acetic acid is well-established and involves several key steps. The synthesis typically begins with the reaction of isopropylaniline with chlorosulfonyl isocyanate to form the sulfonamide intermediate. This intermediate is then reacted with ethylene oxide to introduce the acetic acid moiety, resulting in the final product. The process can be optimized to achieve high yields and purity levels, making large-scale production feasible.

In conclusion, 2-(N-Isopropylphenylsulfonamido)acetic acid (CAS No. 1033194-55-6) represents a promising compound with diverse therapeutic potential. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development in medicinal chemistry and pharmaceutical sciences. As ongoing studies continue to uncover new applications and mechanisms of action, this compound is poised to play a significant role in advancing our understanding and treatment of various diseases.

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