Cas no 4695-73-2 (3-(Piperidin-2-yl)-1H-indole)

3-(Piperidin-2-yl)-1H-indole is a heterocyclic compound featuring a fused piperidine-indole scaffold, which serves as a versatile intermediate in medicinal chemistry and drug discovery. Its structural motif is of particular interest due to the presence of both a piperidine ring and an indole core, enabling diverse functionalization and binding interactions. This compound is valuable in the synthesis of biologically active molecules, including potential CNS-targeting agents, owing to its ability to modulate receptor activity. The rigid yet tunable framework offers opportunities for structure-activity relationship (SAR) studies, making it a useful building block for pharmaceutical research. High purity and well-defined synthetic routes ensure reproducibility in experimental applications.
3-(Piperidin-2-yl)-1H-indole structure
3-(Piperidin-2-yl)-1H-indole structure
Product Name:3-(Piperidin-2-yl)-1H-indole
CAS No:4695-73-2
MF:C13H16N2
MW:200.279542922974
MDL:MFCD02663593
CID:930621
PubChem ID:41162
Update Time:2025-06-09

3-(Piperidin-2-yl)-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 3-(Piperidin-2-yl)-1H-indole
    • 3-piperidin-2-yl-1H-indole
    • (+/-)-3-(2-piperidyl)indole
    • 1H-INDOLE, 2-(PIPERIDINYL)-
    • 2-(Piperidinyl)-1H-indole
    • 3-[2]Piperidyl-indol
    • 3-[2]piperidyl-indole
    • 3-piperidin-2-yl-indole
    • AC1L256M
    • NSC140639
    • Oprea1_312963
    • STK136612
    • 4695-73-2
    • 54703-46-7
    • BBL020498
    • 3-(2-piperidyl)-1H-indole
    • EN300-1855653
    • PS-0004
    • 3-(piperidin-2-yl)-indole
    • AB12072
    • SCHEMBL14631523
    • DTXSID80970010
    • AKOS005404393
    • NSC-140639
    • MFCD02663593
    • CS-0270260
    • G84514
    • MDL: MFCD02663593
    • Inchi: 1S/C13H16N2/c1-2-6-12-10(5-1)11(9-15-12)13-7-3-4-8-14-13/h1-2,5-6,9,13-15H,3-4,7-8H2
    • InChI Key: ZAOROLLUGHLEDW-UHFFFAOYSA-N
    • SMILES: N1CCCCC1C1=CNC2C=CC=CC1=2

Computed Properties

  • Exact Mass: 200.13148
  • Monoisotopic Mass: 200.131348519g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 217
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 27.8?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 385.7±30.0 °C at 760 mmHg
  • Flash Point: 187.0±24.6 °C
  • PSA: 27.82
  • LogP: 3.31130
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

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3-(Piperidin-2-yl)-1H-indole Suppliers

Amadis Chemical Company Limited
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(CAS:4695-73-2)3-(Piperidin-2-yl)-1H-indole
Order Number:A1160917
Stock Status:in Stock
Quantity:250mg/1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 00:02
Price ($):165.0/352.0

3-(Piperidin-2-yl)-1H-indole Related Literature

Additional information on 3-(Piperidin-2-yl)-1H-indole

Professional Introduction to 3-(Piperidin-2-yl)-1H-indole (CAS No. 4695-73-2)

3-(Piperidin-2-yl)-1H-indole, a compound with the chemical identifier CAS No. 4695-73-2, is a heterocyclic organic molecule that has garnered significant attention in the field of pharmaceutical research and development. This compound belongs to the broader class of indole derivatives, which are well-known for their diverse biological activities and potential therapeutic applications. The structural motif of 3-(Piperidin-2-yl)-1H-indole combines the indole scaffold with a piperidine ring, creating a unique chemical entity that exhibits promising properties for further exploration.

The indole ring, characterized by its bicyclic structure consisting of a benzene ring fused to a pyrrole ring, is a core structural feature found in numerous bioactive natural products and pharmaceuticals. Its ability to engage in various non-covalent interactions with biological targets makes it an invaluable scaffold in drug design. The introduction of the piperidine moiety at the 3-position of the indole ring further enhances the compound's pharmacological profile by adding additional hydrogen bonding capabilities and steric bulk, which can modulate binding affinity and selectivity.

In recent years, there has been a surge in research focused on indole derivatives as potential therapeutic agents. These compounds have shown promise in various preclinical studies, particularly in the realms of oncology, neurology, and anti-inflammatory applications. The specific substitution pattern of 3-(Piperidin-2-yl)-1H-indole positions it as a candidate for further investigation into its biological effects. For instance, studies have suggested that this compound may interact with certain enzyme targets and receptors, potentially leading to novel mechanisms of action.

One of the most compelling aspects of 3-(Piperidin-2-yl)-1H-indole is its potential as a building block for more complex drug candidates. Medicinal chemists often utilize such scaffolds to develop molecules with enhanced pharmacokinetic properties or improved target engagement. The piperidine ring, in particular, is frequently employed in drug design due to its ability to improve oral bioavailability and metabolic stability. By integrating this moiety with the indole core, researchers aim to create compounds that can effectively traverse biological membranes and reach their intended targets.

The synthesis of 3-(Piperidin-2-yl)-1H-indole involves multi-step organic transformations that require careful optimization to ensure high yield and purity. Common synthetic routes include palladium-catalyzed cross-coupling reactions, which are widely used in constructing complex heterocyclic frameworks. These reactions allow for the efficient formation of carbon-carbon bonds between the indole and piperidine components, enabling the creation of the desired product with precision.

Recent advancements in computational chemistry have also played a pivotal role in understanding the behavior of 3-(Piperidin-2-yl)-1H-indole. Molecular modeling techniques can predict how this compound might interact with biological targets at the atomic level, providing valuable insights into its potential pharmacological effects. Such simulations are particularly useful in guiding experimental efforts and optimizing lead compounds for clinical development.

In addition to its synthetic appeal, 3-(Piperidin-2-yl)-1H-indole has been explored in various preclinical models to assess its biological activity. Initial studies have hinted at its potential efficacy in modulating pathways relevant to neurological disorders and cancer. For example, researchers have investigated its interactions with enzymes such as kinases and transcription factors, which are often dysregulated in disease states. The ability of this compound to inhibit or activate these targets could pave the way for new therapeutic strategies.

The pharmaceutical industry continues to invest heavily in exploring novel heterocyclic compounds like 3-(Piperidin-2-yl)-1H-indole due to their vast potential for therapeutic applications. As our understanding of disease mechanisms grows more sophisticated, so too does our capacity to design molecules that can precisely address these issues. The combination of traditional organic synthesis with cutting-edge computational methods ensures that compounds like this one are thoroughly vetted before moving into clinical trials.

Future research directions for 3-(Piperidin-2-yl)-1H-indole may include exploring its role in drug repurposing efforts, where existing compounds are re-evaluated for new therapeutic uses. This approach leverages existing knowledge about molecular behavior and can accelerate the development pipeline significantly. Furthermore, investigating derivative compounds that modify either the indole or piperidine moieties could reveal new pharmacological profiles and expand the compound's utility.

In conclusion, 3-(Piperidin-2-yl)-1H-indole (CAS No. 4695-73-2) represents a promising candidate for further pharmaceutical development. Its unique structural features and demonstrated biological activity make it an attractive molecule for medicinal chemists and researchers alike. As advancements in synthetic chemistry and computational biology continue to evolve, compounds such as this one will undoubtedly play a crucial role in shaping the future of drug discovery and development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:4695-73-2)3-(Piperidin-2-yl)-1H-indole
A1160917
Purity:99%/99%
Quantity:250mg/1g
Price ($):165.0/352.0
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