Cas no 954241-29-3 (2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole)

2-Phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole is a heterocyclic compound featuring a fused pyrrolo-thiazole core with a phenyl substituent. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical research. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry applications, particularly in the development of kinase inhibitors and CNS-active compounds. The compound's stability and synthetic versatility allow for further functionalization, enabling tailored modifications for target-specific applications. Its well-defined reactivity profile facilitates efficient derivatization, supporting its use in high-throughput screening and lead optimization. This scaffold is of particular interest in the design of novel bioactive molecules with potential therapeutic relevance.
2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole structure
954241-29-3 structure
Product Name:2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole
CAS No:954241-29-3
MF:C11H10N2S
MW:202.275500774384
MDL:MFCD09701410
CID:1986225
PubChem ID:73553658
Update Time:2025-05-19

2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole Chemical and Physical Properties

Names and Identifiers

    • 2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole
    • 2-PHENYL-5,6-DIHYDRO-4H-PYRROLO[3,4-D]THIAZOLE
    • 4H-PYRROLO[3,4-D]THIAZOLE, 5,6-DIHYDRO-2-PHENYL-
    • 5,6-dihydro-2-phenyl-4H-Pyrrolo[3,4-d]thiazole
    • SB40291
    • DA-38255
    • DTXSID801249843
    • 2-phenyl-4H,5H,6H-pyrrolo[3,4-d][1,3]thiazole
    • 954241-29-3
    • MDL: MFCD09701410
    • Inchi: 1S/C11H10N2S/c1-2-4-8(5-3-1)11-13-9-6-12-7-10(9)14-11/h1-5,12H,6-7H2
    • InChI Key: IZHAHQIUNRBFRD-UHFFFAOYSA-N
    • SMILES: S1C(C2C=CC=CC=2)=NC2CNCC1=2

Computed Properties

  • Exact Mass: 202.05646950g/mol
  • Monoisotopic Mass: 202.05646950g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 204
  • 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: 1.6
  • Topological Polar Surface Area: 53.2?2

2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole Pricemore >>

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Additional information on 2-phenyl-5,6-dihydro-4h-pyrrolo[3,4-d][1,3]thiazole

Introduction to 2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole (CAS No. 954241-29-3)

2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole, identified by its Chemical Abstracts Service (CAS) number 954241-29-3, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal biology. This compound belongs to the pyrrolo[3,4-d]thiazole scaffold, a structural motif known for its broad biological activity and potential therapeutic applications. The presence of both phenyl and thiazole rings in its molecular structure imparts unique electronic and steric properties, making it a valuable candidate for further investigation in drug discovery and development.

The pyrrolo[3,4-d]thiazole core is a fused bicyclic system consisting of a pyrrole ring connected to a thiazole ring. This particular arrangement creates a rich landscape of hydrogen bonding opportunities and electronic distributions that can interact with biological targets in diverse ways. The 2-phenyl substituent at the 5-position of the pyrrole ring further modulates the compound's physicochemical properties, enhancing its solubility and bioavailability while potentially influencing its binding affinity to biological receptors.

Recent advancements in computational chemistry and high-throughput screening have positioned 2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole as a promising scaffold for developing novel therapeutic agents. Studies have demonstrated that derivatives of this compound exhibit inhibitory activity against various enzymes and receptors implicated in metabolic disorders, inflammatory diseases, and cancer. The structural flexibility of the pyrrolo[3,4-d]thiazole scaffold allows for the introduction of diverse functional groups, enabling medicinal chemists to fine-tune the pharmacological profile of these derivatives to achieve optimal efficacy and selectivity.

In particular, research has highlighted the potential of 2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole as an inhibitor of kinases and other enzyme targets involved in signal transduction pathways. Kinases play a crucial role in cellular processes such as proliferation, differentiation, and apoptosis, making them attractive therapeutic targets for a wide range of diseases. Preliminary studies have shown that this compound can modulate the activity of specific kinases by binding to their active sites or allosteric pockets, thereby disrupting aberrant signaling cascades associated with pathological conditions.

The 5,6-dihydro moiety in the name underscores the saturated nature of the pyrrole ring in this compound. This saturation can influence the compound's reactivity and interactions with biological targets. Additionally, the presence of both nitrogen and sulfur atoms within the heterocyclic system contributes to its ability to form multiple hydrogen bonds with polar residues in proteins or nucleic acids. Such interactions are often critical for achieving high-affinity binding and functional modulation.

One of the most compelling aspects of 2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole is its synthetic accessibility. The compound can be readily prepared through multi-step organic synthesis involving classical cyclization reactions and functional group transformations. This accessibility allows researchers to rapidly generate libraries of derivatives for screening purposes, facilitating the identification of lead compounds with enhanced pharmacological properties.

The pharmaceutical industry has long been interested in heterocyclic compounds due to their diverse biological activities and favorable pharmacokinetic profiles. Among these compounds,pyrrolo[3,4-d]thiazoles have emerged as particularly promising scaffolds for drug discovery. Their unique structural features make them suitable candidates for targeting a wide range of disease-related proteins and enzymes. For instance,2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole has been investigated for its potential role in modulating immune responses by interacting with cytokine receptors or intracellular signaling molecules.

Moreover,2-phenyl-5,6-dihydro-4H-pyrrolo[3,4-d][1,3]thiazole has shown promise in preclinical models as an anti-inflammatory agent. Chronic inflammation is a hallmark of many diseases such as arthritis rheumatoid cancer cardiovascular diseases neurodegenerative disorders etc., making it an important therapeutic target. By inhibiting key pro-inflammatory cytokines or enzymes,this compound may help mitigate inflammatory responses without causing significant side effects.

The development of novel drug candidates requires not only potent activity but also favorable pharmacokinetic properties such as oral bioavailability metabolic stability etc., which are essential for clinical success., recent studies have indicated that modifications at different positions within the pyrrolo[3 44 d thiazole core can significantly impact these properties., For example introducing hydrophilic groups at specific positions could enhance solubility while replacing aromatic rings with aliphatic chains might improve metabolic stability.. These findings highlight how structural optimization plays a critical role in transforming promising leads into viable drugs..

In conclusion,2 phenyl 5 6 dihydro 4H pyrrolo 34d 131 thiazole (CAS No 95424129 33) represents an exciting opportunity for further exploration in medicinal chemistry.. Its unique structural features combined with demonstrated biological activities make it a compelling candidate for developing novel therapeutic agents.. As research continues into this scaffold future studies will likely uncover additional applications beyond those currently envisioned.. The continued investigation into derivatives thereof holds great promise not only for advancing our understanding but also potentially improving treatment strategies across multiple disease areas..

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