Cas no 328028-06-4 (3-(Pyrrolidine-1-sulfonyl)benzohydrazide)

3-(Pyrrolidine-1-sulfonyl)benzohydrazide is a specialized organic compound featuring a benzohydrazide core functionalized with a pyrrolidine-1-sulfonyl moiety. This structure imparts unique reactivity, making it valuable in synthetic chemistry, particularly as an intermediate in the preparation of heterocyclic compounds or sulfonamide derivatives. The pyrrolidine sulfonyl group enhances solubility and stability, while the hydrazide functionality offers versatility in condensation and cyclization reactions. Its well-defined molecular architecture ensures consistent performance in medicinal chemistry research, where it may serve as a precursor for biologically active molecules. The compound is typically handled under controlled conditions due to its reactive nature, ensuring optimal utility in targeted synthetic applications.
3-(Pyrrolidine-1-sulfonyl)benzohydrazide structure
328028-06-4 structure
Product Name:3-(Pyrrolidine-1-sulfonyl)benzohydrazide
CAS No:328028-06-4
MF:C11H15N3O3S
MW:269.32010102272
CID:3105326
PubChem ID:2318069
Update Time:2025-05-20

3-(Pyrrolidine-1-sulfonyl)benzohydrazide Chemical and Physical Properties

Names and Identifiers

    • 3-(Pyrrolidine-1-sulfonyl)-benzoic acid hydrazide
    • JHVLVYXHBGGAFG-UHFFFAOYSA-N
    • 998-653-8
    • Oprea1_285601
    • Z56785458
    • AKOS000116254
    • 3-(pyrrolidine-1-sulfonyl)benzohydrazide
    • SCHEMBL14697004
    • EN300-03573
    • SR-01000028552-1
    • 3-(pyrrolidin-1-ylsulfonyl)benzohydrazide
    • 328028-06-4
    • CS-0219277
    • G34434
    • 3-pyrrolidin-1-ylsulfonylbenzohydrazide
    • DNA02806
    • SR-01000028552
    • 3-(Pyrrolidine-1-sulfonyl)benzohydrazide
    • Inchi: 1S/C11H15N3O3S/c12-13-11(15)9-4-3-5-10(8-9)18(16,17)14-6-1-2-7-14/h3-5,8H,1-2,6-7,12H2,(H,13,15)
    • InChI Key: JHVLVYXHBGGAFG-UHFFFAOYSA-N
    • SMILES: S(C1C=CC=C(C(NN)=O)C=1)(N1CCCC1)(=O)=O

Computed Properties

  • Exact Mass: 269.08341252Da
  • Monoisotopic Mass: 269.08341252Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 398
  • 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: 0.1
  • Topological Polar Surface Area: 101?2

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3-(Pyrrolidine-1-sulfonyl)benzohydrazide Related Literature

Additional information on 3-(Pyrrolidine-1-sulfonyl)benzohydrazide

Introduction to 3-(Pyrrolidine-1-sulfonyl)benzohydrazide (CAS No. 328028-06-4)

3-(Pyrrolidine-1-sulfonyl)benzohydrazide (CAS No. 328028-06-4) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its pyrrolidine-1-sulfonyl and benzohydrazide functional groups, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules. The structural features of this compound contribute to its potential applications in drug discovery, particularly in the development of novel therapeutic agents targeting a range of diseases.

The pyrrolidine-1-sulfonyl moiety is a key structural element that imparts specific electronic and steric properties to the molecule. Pyrrolidine derivatives are well-known for their role in medicinal chemistry due to their ability to interact with biological targets such as enzymes and receptors. The sulfonyl group further enhances the compound's reactivity and binding affinity, making it an attractive scaffold for designing pharmacophores. In contrast, the benzohydrazide component introduces a hydrazine moiety, which is often involved in forming coordination complexes with metal ions and has been explored for its potential antimicrobial and anti-inflammatory properties.

Recent advancements in chemical biology have highlighted the importance of multifunctional compounds like 3-(Pyrrolidine-1-sulfonyl)benzohydrazide in addressing complex pathological conditions. The compound's dual functionality allows for versatile modifications, enabling researchers to fine-tune its pharmacological profile for specific therapeutic applications. For instance, studies have demonstrated that derivatives of this class can modulate enzyme activity by acting as competitive inhibitors or by participating in covalent bond formation with target proteins.

In the context of drug development, 3-(Pyrrolidine-1-sulfonyl)benzohydrazide has been investigated for its potential role in treating neurological disorders. The pyrrolidine scaffold is frequently found in drugs that target neurotransmitter systems, suggesting that this compound may exhibit effects on synaptic transmission or receptor modulation. Preliminary computational studies have indicated that it could interact with receptors involved in pain perception and cognitive function, making it a promising candidate for further exploration.

The synthesis of 3-(Pyrrolidine-1-sulfonyl)benzohydrazide involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. Key synthetic pathways often involve sulfonylation of pyrrolidine derivatives followed by hydrazination with benzohydrazide precursors. Advances in catalytic methods have improved the efficiency of these reactions, reducing the need for harsh reagents and minimizing waste generation. Such green chemistry approaches align with the growing emphasis on sustainable practices in pharmaceutical manufacturing.

From a medicinal chemistry perspective, the structural diversity offered by 3-(Pyrrolidine-1-sulfonyl)benzohydrazide allows for the exploration of various analogs with enhanced pharmacological properties. Researchers are increasingly leveraging structure-activity relationship (SAR) studies to optimize potency, selectivity, and bioavailability. The benzohydrazide moiety, in particular, provides a handle for further derivatization, enabling the creation of libraries of compounds for high-throughput screening.

The compound's potential extends beyond traditional drug development into areas such as materials science and agrochemicals. Its ability to form stable complexes with metal ions makes it useful in developing metal-organic frameworks (MOFs) and other functional materials. Additionally, hydrazine-based compounds have shown promise as intermediates in synthesizing pesticides and herbicides due to their reactivity with biological targets.

Regulatory considerations play a crucial role in the commercialization of 3-(Pyrrolidine-1-sulfonyl)benzohydrazide. Compliance with Good Manufacturing Practices (GMP) ensures that the compound meets stringent quality standards for pharmaceutical use. Furthermore, ongoing research into its toxicological profile is essential to assess its safety margins and potential side effects before clinical translation.

In conclusion, 3-(Pyrrolidine-1-sulfonyl)benzohydrazide (CAS No. 328028-06-4) represents a fascinating example of how structural complexity can be leveraged to develop novel bioactive molecules. Its unique combination of functional groups positions it as a versatile tool for researchers exploring new therapeutic strategies across multiple disciplines. As scientific understanding continues to evolve, this compound is likely to remain at the forefront of innovation in chemical biology and drug discovery.

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