Cas no 209682-64-4 (5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole)

5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole structure
209682-64-4 structure
Product Name:5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole
CAS No:209682-64-4
MF:C16H22N2
MW:242.359283924103
CID:1060390
PubChem ID:10131024
Update Time:2025-07-18

5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole Chemical and Physical Properties

Names and Identifiers

    • 5-Ethyl-3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-1H-indole
    • CHEMBL45929
    • UNII-68TX8Z5QGM
    • BDBM50090522
    • 5-Ethyl-3-((R)-1-methyl-pyrrolidin-2-ylmethyl)-1H-indole
    • (R)-5-Ethyl-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole
    • 5-ethyl-3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-1H-indole
    • Eletriptan Impurity
    • 68TX8Z5QGM
    • SCHEMBL8507160
    • 5-ethyl-3-[[(2R)-1-methylpyrrolidin-2-yl]methyl]-1H-indole
    • DB-317659
    • 1H-Indole, 5-ethyl-3-(((2R)-1-methyl-2-pyrrolidinyl)methyl)-
    • 209682-64-4
    • Eletriptan impurity F
    • 5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole
    • Inchi: 1S/C16H22N2/c1-3-12-6-7-16-15(9-12)13(11-17-16)10-14-5-4-8-18(14)2/h6-7,9,11,14,17H,3-5,8,10H2,1-2H3/t14-/m1/s1
    • InChI Key: XQBUOODGXPTQOQ-CQSZACIVSA-N
    • SMILES: N1(C)CCC[C@@H]1CC1=CNC2C=CC(CC)=CC1=2

Computed Properties

  • Exact Mass: 242.178298710g/mol
  • Monoisotopic Mass: 242.178298710g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 278
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.7
  • Topological Polar Surface Area: 19?2

5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole Pricemore >>

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Additional information on 5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole

Comprehensive Overview of 5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole (CAS No. 209682-64-4)

5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole (CAS No. 209682-64-4) is a structurally unique compound that has garnered significant attention in pharmaceutical and biochemical research. This indole derivative is characterized by its ethyl group at the 5-position and a (2R)-1-methyl-2-pyrrolidinylmethyl moiety at the 3-position, which contribute to its distinct physicochemical properties. Researchers are increasingly exploring its potential applications in drug discovery, particularly in targeting central nervous system (CNS) disorders and neurodegenerative diseases, aligning with current trends in precision medicine.

The compound’s chiral center at the 2-position of the pyrrolidine ring introduces stereoselectivity, making it a valuable candidate for enantioselective synthesis and receptor-binding studies. Recent studies highlight its relevance in modulating neurotransmitter receptors, such as serotonin and dopamine receptors, which are critical in addressing conditions like Parkinson’s disease and depression. These applications resonate with growing public interest in mental health therapeutics and brain health optimization, topics frequently searched in academic and healthcare forums.

From a synthetic chemistry perspective, 5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole exemplifies advancements in heterocyclic chemistry. Its indole core is a privileged scaffold in medicinal chemistry, often associated with bioactive molecules. The incorporation of a pyrrolidine ring enhances its lipophilicity and bioavailability, traits highly sought after in drug design. This aligns with industry demands for small-molecule therapeutics with improved blood-brain barrier (BBB) penetration, a hot topic in pharmacokinetic research.

Analytical characterization of CAS No. 209682-64-4 typically involves techniques like high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and mass spectrometry (MS). These methods ensure purity and validate stereochemical integrity, addressing the stringent requirements of regulatory compliance in drug development. The compound’s stability under various pH conditions and thermal profiles is also a subject of ongoing research, reflecting the broader focus on formulation science and drug delivery systems.

In the context of green chemistry, efforts to synthesize 5-Ethyl-3-(2R)-1-methyl-2-pyrrolidinylmethyl-1H-indole using catalytic asymmetric methods or biocatalysis are gaining traction. This aligns with global sustainability goals and the pharmaceutical industry’s shift toward eco-friendly synthesis. Such innovations are frequently discussed in scientific literature and patent filings, underscoring the compound’s commercial and academic relevance.

Future directions for this compound may include structure-activity relationship (SAR) studies to optimize its pharmacological profile, as well as in vivo efficacy trials. Its potential as a lead compound for neuroprotective agents or cognitive enhancers could address unmet medical needs, a recurring theme in patient-centric drug development. As interest in personalized medicine grows, the role of specialized molecules like CAS No. 209682-64-4 will likely expand, bridging gaps between chemical innovation and therapeutic breakthroughs.

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