Cas no 54906-42-2 (3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one)

3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one is a heterocyclic compound featuring a fused pyrrolo[1,2-a]pyrazine core, which serves as a versatile scaffold in medicinal chemistry and drug discovery. Its bicyclic structure combines a pyrrole and a pyrazine ring, offering unique electronic and steric properties that enhance binding affinity to biological targets. This compound is particularly valuable as a building block for the synthesis of pharmacologically active molecules, including kinase inhibitors and central nervous system (CNS) modulators. Its rigid framework improves metabolic stability and selectivity in drug design. The presence of a lactam moiety further enables functionalization, facilitating the development of derivatives with tailored properties for therapeutic applications.
3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one structure
54906-42-2 structure
Product Name:3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one
CAS No:54906-42-2
MF:C7H8N2O
MW:136.15122127533
MDL:MFCD09832035
CID:353332
Update Time:2025-11-01

3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one Chemical and Physical Properties

Names and Identifiers

    • 3,4-dihydro-Pyrrolo[1,2-a]pyrazin-1(2H)-one
    • 3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one
    • Pyrrolo[1,2-a]pyrazin-1(2H)-one, 3,4-dihydro-
    • 3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one
    • 3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one
    • MDL： MFCD09832035
    • Inchi： 1S/C7H8N2O/c10-7-6-2-1-4-9(6)5-3-8-7/h1-2,4H,3,5H2,(H,8,10)
    • InChI Key： CKDOLMXYCOTPEK-UHFFFAOYSA-N
    • SMILES： O=C1C2=CC=CN2CCN1

Computed Properties

  • Exact Mass: 136.06400
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0

Experimental Properties

  • PSA: 34.03000
  • LogP: 0.56030

3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one Customs Data

  • HS CODE：2933990090
  • Customs Data：

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Fluorochem
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D451575-50mg
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SHANG HAI XIAN DING Biotechnology Co., Ltd.
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Apollo Scientific
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3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one Production Method

3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:54906-42-2)3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one
Order Number:A870323
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:22
Price ($):173.0/603.0

3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one Related Literature

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Additional information on 3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one

Recent Advances in the Study of 3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one (CAS: 54906-42-2)

The heterocyclic compound 3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one (CAS: 54906-42-2) has recently gained significant attention in medicinal chemistry due to its versatile pharmacological properties. This bicyclic scaffold serves as a privileged structure in drug discovery, particularly for central nervous system (CNS) targets and anticancer agents. Recent studies have demonstrated its potential as a key pharmacophore in several therapeutic areas.

Structural optimization studies published in 2023-2024 have revealed that modifications at the 2-position of the pyrrolopyrazinone core significantly influence receptor binding affinity. Researchers at the University of Cambridge developed a series of 2-aryl substituted derivatives showing enhanced blood-brain barrier penetration (Journal of Medicinal Chemistry, 2023). The lead compound from this series exhibited 10-fold greater potency than previous generations in dopamine D2 receptor binding assays.

In oncology research, novel 6-fluoro substituted analogs have shown promising results against glioblastoma cell lines. A 2024 study demonstrated that these compounds induce apoptosis through dual inhibition of PI3K/mTOR pathways, with IC50 values ranging from 0.8-2.4 μM (Molecular Cancer Therapeutics, 2024). The specific compound with a 6-fluoro-2-(4-chlorophenyl) substitution pattern (derived from 54906-42-2) showed particularly strong activity against treatment-resistant glioma stem cells.

Recent synthetic methodology advancements have improved the scalability of 3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one production. A continuous flow chemistry approach published in Organic Process Research & Development (2024) achieved 85% yield with >99% purity, addressing previous challenges in large-scale manufacturing. This breakthrough is particularly significant for ongoing Phase I clinical trials of related compounds.

Pharmacokinetic studies have identified metabolic soft spots in the scaffold, leading to the development of deuterated analogs with improved metabolic stability. The 2H-labeled version at the 3-position shows 3-fold longer half-life in primate models (Xenobiotica, 2024), suggesting potential for once-daily dosing in future clinical applications.

Emerging computational studies utilizing AI-based drug design platforms have predicted over 200 novel bioactive derivatives of this core structure. These in silico models suggest untapped potential for targeting protein-protein interactions, particularly in neurodegenerative diseases. Experimental validation of these predictions is currently underway at several research institutions.

54906-42-2 (3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one) Related Products

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Amadis Chemical Company Limited
(CAS:54906-42-2)3,4-Dihydropyrrolo1,2-apyrazin-1(2h)-one
A870323
Purity:99%/99%
Quantity:1g/5g
Price ($):173.0/603.0
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