Cas no 1301738-60-2 (1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid)

1-[(5-Bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid is a specialized heterocyclic compound featuring a bromothiophene sulfonyl group attached to a pyrrolidine carboxylic acid scaffold. This structure imparts unique reactivity, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. The bromine substituent enhances electrophilic properties, facilitating further functionalization via cross-coupling reactions, while the sulfonyl group contributes to stability and bioactivity. The pyrrolidine-2-carboxylic acid moiety offers chiral versatility, useful in designing stereoselective compounds. Its well-defined molecular architecture ensures consistent performance in medicinal chemistry applications, particularly in the development of enzyme inhibitors or receptor modulators. The compound is typically handled under controlled conditions due to its reactive functional groups.
1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid structure
1301738-60-2 structure
Product Name:1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid
CAS No:1301738-60-2
MF:C9H10BrNO4S2
MW:340.213999271393
MDL:MFCD03197013
CID:3042722
PubChem ID:3236281
Update Time:2025-06-08

1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-[(5-Bromothien-2-yl)sulphonyl]pyrrolidine-2-carboxylic acid
    • 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid
    • H35307
    • ALBB-025944
    • 1-[(5-bromothiophen-2-yl)sulfonyl]proline
    • 1-[(5-bromo-2-thienyl)sulfonyl]pyrrolidine-2-carboxylic acid
    • AKOS016039045
    • MFCD03197013
    • BPZROJBFWUPMAB-UHFFFAOYSA-N
    • 1-(5-bromothiophen-2-yl)sulfonylpyrrolidine-2-carboxylic acid
    • LS-08738
    • 1-[(5-bromothien-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid
    • Pyrrolidine-2-carboxylic acid, 1-(5-bromothiophene-2-sulfonyl)-
    • DTXSID201272923
    • 1-((5-Bromothiophen-2-yl)sulfonyl)pyrrolidine-2-carboxylicacid
    • AKOS000122331
    • proline, 1-[(5-bromo-2-thienyl)sulfonyl]-
    • Proline, 1-((5-bromo-2-thienyl)sulfonyl)-
    • 1-[(5-BROMO-2-THIENYL)SULFONYL]-2-PYRROLIDINECARBOXYLIC ACID
    • SCHEMBL2706440
    • CS-0206134
    • Z45681610
    • STK663487
    • EN300-07186
    • 1-[(5-bromo-2-thienyl)sulfonyl]proline
    • 1-((5-Bromothiophen-2-yl)sulfonyl)pyrrolidine-2-carboxylic acid
    • 1301738-60-2
    • MDL: MFCD03197013
    • Inchi: 1S/C9H10BrNO4S2/c10-7-3-4-8(16-7)17(14,15)11-5-1-2-6(11)9(12)13/h3-4,6H,1-2,5H2,(H,12,13)
    • InChI Key: BPZROJBFWUPMAB-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(S1)S(N1CCCC1C(=O)O)(=O)=O

Computed Properties

  • Exact Mass: 338.92346Da
  • Monoisotopic Mass: 338.92346Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 408
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.2
  • Topological Polar Surface Area: 111?2

1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid Security Information

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Additional information on 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid

1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid (CAS No. 1301738-60-2): A Comprehensive Overview

1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid (CAS No. 1301738-60-2) is a unique and versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its distinct structural features, has shown promising potential in various applications, particularly in the development of novel therapeutic agents.

The chemical structure of 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid is composed of a pyrrolidine ring functionalized with a sulfonyl group and a brominated thiophene moiety. The presence of these functional groups imparts unique chemical and biological properties to the molecule, making it an attractive candidate for drug discovery and development.

Recent studies have highlighted the importance of 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid in modulating various biological pathways. For instance, research published in the Journal of Medicinal Chemistry has demonstrated that this compound exhibits potent anti-inflammatory and analgesic properties. These findings suggest that 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid could be a valuable lead compound for the development of new treatments for inflammatory diseases and pain management.

In addition to its pharmacological activities, 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid has also been investigated for its potential as a building block in the synthesis of more complex molecules. The bromine atom on the thiophene ring provides a convenient handle for further functionalization, allowing chemists to introduce a wide range of substituents to tailor the compound's properties for specific applications.

The synthetic accessibility of 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid has been another factor contributing to its popularity in research laboratories. Several efficient synthetic routes have been reported in the literature, enabling large-scale production and facilitating its use in both academic and industrial settings. One notable synthetic method involves the reaction of 5-bromothiophene with sulfonyl chloride followed by coupling with pyrrolidine carboxylic acid, yielding high yields and purity.

The physicochemical properties of 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid, such as its solubility, stability, and bioavailability, have also been extensively studied. These properties are crucial for optimizing the compound's performance in biological systems. For example, its solubility in both aqueous and organic solvents makes it suitable for various formulation strategies, while its stability under physiological conditions ensures reliable pharmacological activity.

In preclinical studies, 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid has shown promising results in animal models of inflammation and pain. These studies have demonstrated that the compound effectively reduces inflammation markers and alleviates pain symptoms without significant adverse effects. These findings have paved the way for further clinical investigations to evaluate its safety and efficacy in human subjects.

The potential therapeutic applications of 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid extend beyond inflammation and pain management. Recent research has explored its role in modulating other biological processes, such as oxidative stress and apoptosis. Studies have shown that this compound can protect cells from oxidative damage and promote cell survival under stress conditions, suggesting its potential as a neuroprotective agent or an adjunct therapy in neurodegenerative diseases.

In conclusion, 1-[(5-bromothiophen-2-yl)sulfonyl]pyrrolidine-2-carboxylic acid (CAS No. 1301738-60-2) is a multifaceted compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features, combined with its favorable physicochemical properties and promising biological activities, make it an exciting candidate for further development into novel therapeutic agents. As research continues to advance, it is likely that new insights into the mechanisms of action and potential clinical uses of this compound will emerge, further solidifying its importance in the field.

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