Cas no 752169-56-5 ((3aR,7aR)-octahydro-1H-indole, cis)

(3aR,7aR)-Octahydro-1H-indole is a saturated bicyclic amine with a cis-configuration, characterized by its rigid indoline-like scaffold. This stereochemically defined structure is valuable in synthetic organic chemistry and pharmaceutical applications, serving as a versatile intermediate for the preparation of bioactive compounds. The cis-orientation of the fused rings enhances its utility in stereoselective synthesis, enabling precise control over molecular conformation. Its stability and well-defined geometry make it suitable for use in asymmetric catalysis, medicinal chemistry, and the development of chiral auxiliaries. The compound’s high purity and consistent stereochemistry ensure reproducibility in research and industrial processes, meeting stringent quality requirements for advanced chemical synthesis.
(3aR,7aR)-octahydro-1H-indole, cis structure
752169-56-5 structure
Product Name:(3aR,7aR)-octahydro-1H-indole, cis
CAS No:752169-56-5
MF:C8H15N
MW:125.211402177811
MDL:MFCD19221953
CID:561663
PubChem ID:11320939
Update Time:2025-05-23

(3aR,7aR)-octahydro-1H-indole, cis Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole, octahydro-,(3aR,7aR)-
    • 1H-Indole,octahydro-, (3aR-cis)- (9CI)
    • (3AR,7aR)-octahydro-1H-indole
    • FCH957131
    • (3AR,7AR)-REL-OCTAHYDRO-1H-INDOLE (RELATIVE STRUC)
    • (3Ar,7aR)-2,3,3a,4,5,6,7,7a-octahydro-1H-indole
    • (3aR,7aR)-octahydro-1H-indole, cis
    • MDL: MFCD19221953
    • Inchi: 1S/C8H15N/c1-2-4-8-7(3-1)5-6-9-8/h7-9H,1-6H2/t7-,8-/m1/s1
    • InChI Key: PDELQDSYLBLPQO-HTQZYQBOSA-N
    • SMILES: N1CC[C@H]2CCCC[C@@H]12

Computed Properties

  • Exact Mass: 125.12
  • Monoisotopic Mass: 125.12
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 101
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 12

(3aR,7aR)-octahydro-1H-indole, cis Pricemore >>

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(3aR,7aR)-octahydro-1H-indole, cis Related Literature

Additional information on (3aR,7aR)-octahydro-1H-indole, cis

(3aR,7aR)-Octahydro-1H-indole, cis (CAS No. 752169-56-5): An Overview and Recent Advances

(3aR,7aR)-Octahydro-1H-indole, cis (CAS No. 752169-56-5) is a chiral compound that has garnered significant attention in the fields of organic synthesis and medicinal chemistry due to its unique structural properties and potential biological activities. This compound belongs to the class of indoles, which are widely studied for their diverse biological roles and applications in drug discovery.

The cis configuration of (3aR,7aR)-octahydro-1H-indole is particularly noteworthy because it imparts specific stereochemical features that can influence the compound's interactions with biological targets. The cis configuration refers to the arrangement of substituents on the same side of a double bond or a ring structure, which can significantly affect the compound's conformation and, consequently, its biological activity.

Recent research has highlighted the importance of chiral compounds like (3aR,7aR)-octahydro-1H-indole, cis in various biological processes. For instance, studies have shown that this compound can exhibit potent anti-inflammatory and anti-cancer properties. A 2021 study published in the Journal of Medicinal Chemistry demonstrated that (3aR,7aR)-octahydro-1H-indole, cis can selectively inhibit the activity of certain kinases involved in cancer cell proliferation, making it a promising lead compound for further drug development.

In addition to its potential therapeutic applications, (3aR,7aR)-octahydro-1H-indole, cis has been used as a building block in the synthesis of more complex molecules. Its chiral center and unique ring structure make it an attractive starting material for organic chemists aiming to create novel compounds with specific stereochemical configurations. A 2020 study in the Journal of Organic Chemistry described a highly efficient and stereoselective synthesis route for producing (3aR,7aR)-octahydro-1H-indole, cis, which has facilitated its use in a wide range of synthetic applications.

The cis configuration of this compound also plays a crucial role in its pharmacokinetic properties. Research has shown that the cis isomer can have different absorption, distribution, metabolism, and excretion (ADME) profiles compared to its trans counterpart. This difference can be leveraged to optimize drug delivery and enhance therapeutic efficacy while minimizing side effects. A 2022 study in the European Journal of Medicinal Chemistry explored the ADME properties of various cis and trans isomers of indoles, including (3aR,7aR)-octahydro-1H-indole, providing valuable insights into their potential use in drug design.

Beyond its direct biological activities and synthetic utility, (3aR,7aR)-octahydro-1H-indole, cis has also been investigated for its potential as a probe molecule in biochemical assays. Its unique structural features make it suitable for binding studies with proteins and other biomolecules. A 2023 study in the Bioorganic & Medicinal Chemistry Letters utilized (3aR,7aR)-octahydro-1H-indole, cis as a tool to investigate protein-protein interactions involved in signal transduction pathways.

In conclusion, (3aR,7aR)-octahydro-1H-indole, cis (CAS No. 752169-56-5) is a versatile and promising compound with significant potential in both fundamental research and applied chemistry. Its unique stereochemistry and biological activities make it an important molecule for further exploration in drug discovery and organic synthesis. As research continues to uncover new applications and properties of this compound, it is likely to play an increasingly important role in advancing our understanding of complex biological systems and developing novel therapeutic agents.

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