Cas no 57378-70-8 (5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid)

5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid is a bicyclic heterocyclic compound featuring a thienoimidazolone core with a pentanoic acid side chain. This structure imparts unique reactivity and potential applications in medicinal chemistry and organic synthesis. The thienoimidazolone moiety offers a rigid, electron-rich framework, while the carboxylic acid functionality enhances solubility and enables further derivatization. Its well-defined stereochemistry and functional group compatibility make it a valuable intermediate for designing bioactive molecules, particularly in the development of enzyme inhibitors or receptor modulators. The compound's stability under standard conditions facilitates handling and storage, supporting its use in research and industrial applications.
5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid structure
57378-70-8 structure
Product Name:5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid
CAS No:57378-70-8
MF:C10H16N2O3S
MW:244.310641288757
MDL:MFCD00128981
CID:946928
PubChem ID:253
Update Time:2025-06-15

5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid Chemical and Physical Properties

Names and Identifiers

    • 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid
    • biotin
    • 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid
    • 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, [3as-(3a.alpha.,4.beta.,6a.alpha.)]-
    • 22377-59-9
    • MLS000530211
    • AKOS000121079
    • 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanoic acid
    • BRD-A36603537-001-07-3
    • SPBio_001559
    • Pharmakon1600-01503009
    • DTXSID00859030
    • NCGC00094984-03
    • NINDS_000311
    • AKOS016344011
    • (3aR,4R,6aS)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid
    • KBioGR_001382
    • 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoicacid
    • component of Deca-Vi-Sol
    • BSPBio_002329
    • CHEBI:95156
    • 5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid
    • KBio2_005841
    • NSC63865
    • DivK1c_000311
    • KBio1_000311
    • Spectrum5_001139
    • DB-113456
    • SR-01000665783-3
    • 1H-Thieno[3, hexahydro-2-oxo-, [3aS-(3a.alpha.,4.beta.,6a.alpha.)]-
    • KBio2_000705
    • SR-01000665783-4
    • KBio3_001549
    • AB00052453_12
    • SDCCGMLS-0066741.P001
    • BRD-A36603537-001-12-3
    • Spectrum2_001510
    • Spectrum_000225
    • SY010836
    • SMR000135188
    • dl-Biotin
    • HMS500P13
    • NSC-758208
    • component of Deca-Vi-Sol (Salt/Mix)
    • Q27166951
    • HMS1921P22
    • 5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid
    • SB67329
    • 1217850-77-5
    • 1H-Thieno[3,4-d]imidazole-4-pentanoicacid, hexahydro-2-oxo-, (3aR,4R,6aS)-rel-
    • DS-14362
    • NS00005403
    • SCHEMBL59420
    • 5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid, AldrichCPR
    • NCGC00094984-04
    • NCGC00094984-01
    • Spectrum3_000665
    • NSC758208
    • 57378-70-8
    • 22879-79-4
    • SBI-0051929.P002
    • EN300-23975
    • CCG-38885
    • 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid, cis-(+)- #
    • KBio2_003273
    • HMS2092H08
    • NCGC00094984-02
    • SR-01000665783
    • CHEMBL1527083
    • IDI1_000311
    • KBioSS_000705
    • Spectrum4_001061
    • (3aR,4S,6aS)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid
    • SPECTRUM1503009
    • MLS000736711
    • MDL: MFCD00128981
    • Inchi: 1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)
    • InChI Key: YBJHBAHKTGYVGT-UHFFFAOYSA-N
    • SMILES: S1CC2C(C1CCCCC(=O)O)NC(N2)=O

Computed Properties

  • Exact Mass: 244.08816355g/mol
  • Monoisotopic Mass: 244.08816355g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 298
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.3
  • Topological Polar Surface Area: 104?2

5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid Pricemore >>

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Additional information on 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid

Introduction to 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic Acid (CAS No. 57378-70-8)

5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and bioorganic synthesis. This compound, identified by its CAS number 57378-70-8, is a derivative of the thieno[3,4-d]imidazole scaffold, which is known for its versatile biological activities and potential therapeutic applications. The unique structural features of this molecule, including its pentanoic acid side chain and the oxo group at the 2-position, contribute to its distinct chemical properties and reactivity.

The significance of 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid in modern medicinal chemistry lies in its potential as a building block for the development of novel pharmacological agents. The thieno[3,4-d]imidazole core is a privileged structure that has been extensively studied for its role in modulating various biological pathways. Recent advancements in drug discovery have highlighted the importance of heterocyclic compounds in addressing complex diseases, making this compound a promising candidate for further investigation.

In recent years, there has been a surge in research focused on developing small-molecule inhibitors targeting enzymes involved in metabolic and inflammatory pathways. The structural motif of 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid suggests that it may interact with key enzymes such as kinases and proteases, which are often implicated in diseases like cancer and autoimmune disorders. The presence of the oxo group and the pentanoic acid side chain enhances its binding affinity and specificity, making it an attractive scaffold for rational drug design.

One of the most compelling aspects of this compound is its potential to serve as a precursor for synthesizing more complex derivatives with enhanced pharmacological properties. The thieno[3,4-d]imidazole ring provides a rigid framework that can be modified to optimize solubility, bioavailability, and target specificity. Additionally, the pentanoic acid moiety offers a site for further functionalization, allowing chemists to tailor the molecule to specific biological targets.

The synthesis of 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid involves multi-step organic transformations that require precise control over reaction conditions. Advanced synthetic techniques such as transition-metal-catalyzed cross-coupling reactions and asymmetric hydrogenation have been employed to construct the desired scaffold with high enantiomeric purity. These methods ensure that the final product meets the stringent requirements for pharmaceutical applications.

In vitro studies have demonstrated that derivatives of thieno[3,4-d]imidazole exhibit promising biological activities. For instance, certain analogs have shown inhibitory effects on cyclin-dependent kinases (CDKs), which are critical regulators of cell cycle progression. The mechanism of action of these compounds often involves disruption of protein-protein interactions or modulation of enzyme activity. Such findings underscore the therapeutic potential of 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid as a lead compound for drug development.

The growing interest in structure-based drug design has further propelled research into this compound. High-throughput screening (HTS) and computational modeling techniques have been utilized to identify novel derivatives with improved pharmacokinetic profiles. These approaches leverage the known binding interactions between the thieno[3,4-d]imidazole core and biological targets to guide rational modifications.

The versatility of 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid extends beyond its role as a pharmacophore. It also serves as a valuable tool in synthetic chemistry for exploring new reaction pathways and methodologies. The development of innovative synthetic strategies not only advances our understanding of organic transformations but also contributes to the broader goal of creating more efficient and sustainable chemical processes.

The future prospects for this compound are promising, with ongoing research aimed at expanding its applications in medicinal chemistry and materials science. Collaborative efforts between academic institutions and pharmaceutical companies are expected to yield novel derivatives with enhanced therapeutic efficacy and reduced side effects. Additionally, advancements in green chemistry principles may facilitate more environmentally friendly synthetic routes for producing this compound.

In conclusion, 5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid (CAS No. 57378-70-8) represents a significant advancement in the field of pharmaceutical chemistry. Its unique structural features and potential biological activities make it a valuable asset for drug discovery efforts. As research continues to uncover new applications for this compound, it is likely to play an increasingly important role in developing next-generation therapeutics.

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