Cas no 106111-13-1 (2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid)

2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid structure
106111-13-1 structure
Product Name:2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid
CAS No:106111-13-1
MF:C9H10ClNO5S
MW:279.697400569916
MDL:MFCD21601854
CID:1179656
PubChem ID:4229170
Update Time:2025-07-21

2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid Chemical and Physical Properties

Names and Identifiers

    • L-Serine, N-[(4-chlorophenyl)sulfonyl]-
    • 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid
    • SCHEMBL8839423
    • AKOS002377751
    • MFCD21601854
    • ((4-Chlorophenyl)sulfonyl)-L-serine
    • N-[(4-chlorophenyl)sulfonyl]-L-serine
    • STL464629
    • 106111-13-1
    • IURIKCONOHHESK-QMMMGPOBSA-N
    • starbld0028760
    • (2S)-2-[(4-chlorophenyl)sulfonylamino]-3-hydroxypropanoic acid
    • Oprea1_131742
    • (S)-2-(4-chlorobenzenesulfonylamino)-3-hydroxypropanoic acid
    • MDL: MFCD21601854
    • Inchi: 1S/C9H10ClNO5S/c10-6-1-3-7(4-2-6)17(15,16)11-8(5-12)9(13)14/h1-4,8,11-12H,5H2,(H,13,14)/t8-/m0/s1
    • InChI Key: IURIKCONOHHESK-QMMMGPOBSA-N
    • SMILES: ClC1C=CC(=CC=1)S(N[C@H](C(=O)O)CO)(=O)=O

Computed Properties

  • Exact Mass: 278.9969
  • Monoisotopic Mass: 278.9968213g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 5
  • Complexity: 358
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.5
  • Topological Polar Surface Area: 112?2

Experimental Properties

  • PSA: 103.7

2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid Pricemore >>

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Additional information on 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid

Comprehensive Overview of 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid (CAS No. 106111-13-1)

2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid (CAS No. 106111-13-1) is a specialized organic compound with a unique molecular structure that combines a sulfonamide group with a hydroxypropanoic acid moiety. This compound has garnered attention in pharmaceutical and biochemical research due to its potential applications in drug development and enzyme inhibition. The presence of the 4-chlorobenzenesulfonamido group enhances its binding affinity to specific biological targets, making it a subject of interest in medicinal chemistry.

The compound's hydroxypropanoic acid component contributes to its solubility in polar solvents, which is a critical factor for its bioavailability and formulation in pharmaceutical applications. Researchers have explored its role as a precursor in synthesizing more complex molecules, particularly those targeting metabolic pathways. The sulfonamide group, a well-known pharmacophore, is often associated with antibacterial and anti-inflammatory properties, though the specific activity of 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid is still under investigation.

In recent years, the demand for sulfonamide derivatives has surged due to their versatility in drug design. A common question among researchers is, "How does 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid compare to other sulfonamide-based compounds in terms of efficacy and safety?" Preliminary studies suggest that its hydroxypropanoic acid side chain may reduce toxicity compared to traditional sulfonamides, but further clinical validation is needed.

Another trending topic is the compound's potential role in addressing antibiotic resistance. With the rise of multidrug-resistant pathogens, scientists are revisiting sulfonamide chemistry to develop novel antimicrobial agents. The structural flexibility of 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid allows for modifications that could enhance its antibacterial spectrum while minimizing resistance development.

From a synthetic chemistry perspective, the compound's CAS No. 106111-13-1 serves as a unique identifier for researchers sourcing high-purity samples. Laboratories often inquire about optimal storage conditions and handling protocols to maintain its stability. The hydroxypropanoic acid moiety is sensitive to extreme pH levels, requiring neutral buffers for long-term preservation.

Environmental considerations are also gaining traction in discussions about sulfonamide-containing compounds. Questions like "What are the biodegradation pathways of 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid?" highlight the growing emphasis on green chemistry. Recent studies indicate that the compound undergoes photodegradation in aqueous solutions, but its persistence in soil systems warrants further investigation.

In analytical applications, 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid has shown promise as a chiral selector in chromatography due to its stereocenter at the 3-hydroxypropanoic acid position. This property makes it valuable for enantiomeric separation of racemic mixtures, particularly in pharmaceutical quality control.

The compound's thermal stability is another area of active research. Thermogravimetric analysis reveals that the 4-chlorobenzenesulfonamido group decomposes at higher temperatures than the hydroxypropanoic acid portion, suggesting potential applications in materials science where controlled degradation is desired.

As computational chemistry advances, molecular docking studies of 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid with various enzyme targets have provided insights into its binding mechanisms. These in silico approaches help prioritize laboratory experiments, addressing the common query: "Which biological targets show the strongest affinity for this compound?"

Quality control remains paramount for researchers working with CAS No. 106111-13-1. HPLC methods have been developed to quantify impurities, with particular attention to potential hydrolysis products of the sulfonamide bond. The compound's UV absorption characteristics facilitate sensitive detection at low concentrations.

In conclusion, 2-(4-chlorobenzenesulfonamido)-3-hydroxypropanoic acid represents a multifaceted compound with diverse research applications. Its unique combination of sulfonamide and hydroxypropanoic acid functionalities continues to inspire innovation across pharmaceutical development, analytical chemistry, and materials science. As investigation progresses, this compound may yield significant contributions to addressing contemporary challenges in healthcare and sustainable chemistry.

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