Cas no 103987-81-1 (8-Ethynylquinoline)

8-Ethynylquinoline is a quinoline derivative featuring an ethynyl functional group at the 8-position, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its rigid quinoline scaffold, combined with the reactive ethynyl moiety, enables versatile applications in cross-coupling reactions, click chemistry, and the construction of complex heterocyclic systems. The compound exhibits strong electron-withdrawing and π-conjugation properties, enhancing its utility in materials science, particularly in the development of fluorescent probes and optoelectronic materials. Its well-defined structure and stability under various reaction conditions make it a reliable building block for advanced chemical transformations.
8-Ethynylquinoline structure
8-Ethynylquinoline structure
Product Name:8-Ethynylquinoline
CAS No:103987-81-1
MF:C11H7N
MW:153.179982423782
MDL:MFCD08703597
CID:125977
PubChem ID:53338769
Update Time:2025-06-13

8-Ethynylquinoline Chemical and Physical Properties

Names and Identifiers

    • 8-ethynyl-Quinoline
    • 8-Ethynylquinoline
    • Quinoline, 8-ethynyl-
    • 8-quinolylethyne
    • 8-Ethynyl quinoline
    • PBKFDEMENCIDDQ-UHFFFAOYSA-N
    • BCP10619
    • AB0037820
    • AB1008015
    • ST24030022
    • Y5151
    • SY105564
    • MFCD08703597
    • SCHEMBL737516
    • DTXSID90693485
    • FS-3575
    • A896318
    • DS-2092
    • EN300-1254850
    • AKOS010651490
    • A1-18124
    • 103987-81-1
    • AMY26947
    • DB-369704
    • XH0779
    • MDL: MFCD08703597
    • Inchi: 1S/C11H7N/c1-2-9-5-3-6-10-7-4-8-12-11(9)10/h1,3-8H
    • InChI Key: PBKFDEMENCIDDQ-UHFFFAOYSA-N
    • SMILES: N1C=CC=C2C=CC=C(C#C)C=12

Computed Properties

  • Exact Mass: 153.05800
  • Monoisotopic Mass: 153.057849228g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 200
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.5
  • Topological Polar Surface Area: 12.9

Experimental Properties

  • Boiling Point: 282.4±13.0°C at 760 mmHg
  • PSA: 12.89000
  • LogP: 2.21610

8-Ethynylquinoline Security Information

8-Ethynylquinoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB437204-100 mg
8-Ethynylquinoline; .
103987-81-1
100MG
€340.50 2023-07-18
abcr
AB437204-250 mg
8-Ethynylquinoline; .
103987-81-1
250MG
€427.90 2023-07-18
Chemenu
CM122116-1g
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103987-81-1 95%
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$263 2021-08-06
TRC
E113465-100mg
8-Ethynylquinoline
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100mg
$ 260.00 2022-06-05
TRC
E113465-250mg
8-Ethynylquinoline
103987-81-1
250mg
$ 535.00 2022-06-05
TRC
E113465-500mg
8-Ethynylquinoline
103987-81-1
500mg
$ 845.00 2022-06-05
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
E840501-100mg
8-Ethynylquinoline
103987-81-1 95%
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591.30 2021-05-17
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-HV940-250mg
8-Ethynylquinoline
103987-81-1 95+%
250mg
1247CNY 2021-05-08
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-HV940-100mg
8-Ethynylquinoline
103987-81-1 95+%
100mg
564CNY 2021-05-08
Fluorochem
215983-250mg
8-Ethynylquinoline
103987-81-1 95%
250mg
£92.00 2022-03-01

8-Ethynylquinoline Related Literature

Additional information on 8-Ethynylquinoline

Recent Advances in the Study of 8-Ethynylquinoline (CAS: 103987-81-1) in Chemical Biology and Pharmaceutical Research

8-Ethynylquinoline (CAS: 103987-81-1) has emerged as a compound of significant interest in chemical biology and pharmaceutical research due to its versatile applications in medicinal chemistry and drug discovery. Recent studies have highlighted its potential as a key building block in the synthesis of novel therapeutic agents, particularly in the fields of oncology and infectious diseases. This research brief aims to provide an overview of the latest findings related to 8-Ethynylquinoline, focusing on its chemical properties, biological activities, and potential therapeutic applications.

One of the most notable advancements in the study of 8-Ethynylquinoline is its role as a potent inhibitor of specific enzymatic pathways. Recent research published in the Journal of Medicinal Chemistry demonstrated that 8-Ethynylquinoline exhibits strong inhibitory effects against certain kinases involved in cancer cell proliferation. The study utilized a combination of in vitro assays and molecular docking simulations to elucidate the binding mechanisms of 8-Ethynylquinoline with its target proteins, providing valuable insights for the design of next-generation kinase inhibitors.

In addition to its anticancer properties, 8-Ethynylquinoline has also been investigated for its antimicrobial activity. A 2023 study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of 8-Ethynylquinoline showed promising efficacy against drug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA). The researchers attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, suggesting its potential as a scaffold for developing new antibiotics.

The chemical versatility of 8-Ethynylquinoline has further been explored in the context of click chemistry applications. Its ethynyl group makes it an excellent candidate for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, which are widely used in bioconjugation and drug delivery systems. Recent work in this area has focused on optimizing the reaction conditions to improve yield and selectivity, paving the way for more efficient synthesis of complex molecular architectures.

From a pharmacological perspective, pharmacokinetic studies of 8-Ethynylquinoline have revealed both challenges and opportunities. While the compound demonstrates favorable absorption and distribution profiles, its metabolic stability in vivo remains an area of active investigation. Current research efforts are directed toward structural modifications that could enhance metabolic stability without compromising biological activity.

Looking ahead, the potential applications of 8-Ethynylquinoline appear promising but require further validation through preclinical and clinical studies. The compound's unique chemical properties and demonstrated biological activities position it as a valuable tool for both basic research and drug development. Future directions may include exploring its use in combination therapies, targeted drug delivery systems, and as a molecular probe for studying biological pathways.

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