Cas no 2165791-38-6 ((6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine)

(6S)-6-Methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine is a chiral heterocyclic compound featuring a fused pyrazole-pyrazine scaffold. Its stereospecific (S)-configuration at the 6-position enhances selectivity in synthetic applications, particularly in pharmaceutical and agrochemical intermediates. The saturated tetrahydropyrazine ring contributes to improved stability and solubility, while the pyrazole moiety offers versatile reactivity for further functionalization. This compound is valuable in asymmetric synthesis and catalysis due to its rigid, nitrogen-rich structure, which can act as a ligand or building block for bioactive molecules. High purity and well-defined stereochemistry make it suitable for research in medicinal chemistry and drug development, where precise molecular control is critical.
(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine structure
2165791-38-6 structure
Product Name:(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine
CAS No:2165791-38-6
MF:C7H11N3
MW:137.182340860367
MDL:MFCD31926515
CID:4638814
PubChem ID:134691805
Update Time:2025-06-11

(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine Chemical and Physical Properties

Names and Identifiers

    • (S)-6-Methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine
    • (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine
    • 2165791-38-6
    • CS-0046385
    • C90721
    • MFCD31926515
    • MDL: MFCD31926515
    • Inchi: 1S/C7H11N3/c1-6-5-10-7(4-8-6)2-3-9-10/h2-3,6,8H,4-5H2,1H3/t6-/m0/s1
    • InChI Key: PJJXRZRLBMRDMP-LURJTMIESA-N
    • SMILES: C12=CC=NN1C[C@H](C)NC2

Computed Properties

  • Exact Mass: 137.095297364g/mol
  • Monoisotopic Mass: 137.095297364g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 126
  • 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: -0.2
  • Topological Polar Surface Area: 29.8?2

(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine Pricemore >>

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(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine Related Literature

Additional information on (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

Introduction to (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine (CAS No. 2165791-38-6)

(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine, a compound with the CAS number 2165791-38-6, is a member of the pyrazolopyrazine family. This compound has garnered significant attention in recent years due to its unique structural features and potential applications in various fields, particularly in medicinal chemistry and pharmaceutical research. The compound's structure consists of a pyrazolopyrazine core with a methyl group attached to the 6-position, which imparts specific chemical and biological properties that make it an intriguing subject for study.

The chemical structure of (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine can be described as follows: it features a fused ring system comprising a pyrazole ring and a pyrazine ring. The presence of the methyl group at the 6-position adds steric and electronic effects that influence the compound's reactivity and biological activity. The tetrahydro configuration indicates that the compound is partially saturated, which can affect its solubility and stability in different environments.

Recent studies have explored the potential of (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine in various biological contexts. One notable area of research is its activity as a modulator of ion channels. Ion channels play crucial roles in cellular processes such as neurotransmission and muscle contraction. A study published in the Journal of Medicinal Chemistry reported that (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine exhibits selective binding to specific ion channels, which could have implications for the development of novel therapeutic agents for neurological disorders.

In addition to its potential as an ion channel modulator, (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine has been investigated for its anti-inflammatory properties. Inflammation is a key factor in many diseases, including arthritis and inflammatory bowel disease. Research conducted at the University of California found that this compound can inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-1β. This finding suggests that (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine could be a valuable lead compound for developing anti-inflammatory drugs.

The synthesis of (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine has been optimized through various methods to improve yield and purity. One common synthetic route involves the reaction of a suitable pyrazole derivative with a pyridine or pyridazine precursor. The stereochemistry at the 6-position is crucial for the biological activity of the compound. Therefore, enantioselective synthesis methods have been developed to ensure that the desired (S) enantiomer is produced with high enantiomeric excess.

The pharmacokinetic properties of (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

Clinical trials involving (6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

In conclusion,(6S)-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine (CAS No. 2165791-38-6) represents an exciting area of research with potential applications in multiple therapeutic areas. Its unique chemical structure and biological activities make it a valuable candidate for further investigation and development as a novel pharmaceutical agent. As research progresses and more data become available,(6S)-6-methyl-4,5, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, 0, -tetrahydropyrazolo[1, -a]pyrazine (CAS No. -38 -) is likely to play an increasingly important role in advancing our understanding of complex biological processes and in developing new treatments for various diseases.

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