Cas no 136117-69-6 (Methyl imidazo[1,2-a]pyridine-6-carboxylate)

Methyl imidazo[1,2-a]pyridine-6-carboxylate is a heterocyclic compound featuring a fused imidazole and pyridine core with a carboxylate ester functional group at the 6-position. This structure serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its rigid bicyclic framework and ester moiety enable further functionalization, making it valuable for constructing complex molecules. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its synthetic utility is enhanced by compatibility with a range of reactions, including nucleophilic substitutions and cross-coupling methodologies. Researchers favor this scaffold for its potential in bioactive molecule design, particularly in medicinal chemistry applications.
Methyl imidazo[1,2-a]pyridine-6-carboxylate structure
136117-69-6 structure
Product Name:Methyl imidazo[1,2-a]pyridine-6-carboxylate
CAS No:136117-69-6
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD06200984
CID:64403
PubChem ID:2764326
Update Time:2025-06-11

Methyl imidazo[1,2-a]pyridine-6-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl imidazo[1,2-a]pyridine-6-carboxylate
    • Imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester
    • methyl 4-hydroimidazo[1,2-a]pyridine-6-carboxylate
    • methyl 6-imidazo<1,2-a>pyridinecarboxylate
    • Methyl H-imidazo[1,2-a]pyridine-6-carboxylate
    • methyl imidazo[1,2-a]pyridin-6-carboxylate
    • IMIDAZO[1,2-A]PYRIDINE-6-CARBOXYLIC ACID, METHYL ESTER
    • Imidazo[1,2-a]pyridine-6-carboxylicacid, methyl ester
    • PubChem21682
    • methyl imidazo[1,2-a]pyri...
    • BTDBMFODXFTFIL-UHFFFAOYSA-N
    • SBB054048
    • MFCD06200984
    • FT-0680611
    • methyl?imidazo[1,2-a]pyridine-6-carboxylate
    • AMY20573
    • SCHEMBL359745
    • A807029
    • 136117-69-6
    • SB10302
    • SY005597
    • CS-0048890
    • DTXSID80377404
    • methyl imidazo[1,2-alpha]pyridin-6-carboxylate
    • 7X-0857
    • PB14429
    • W-205481
    • AC-7304
    • AKOS005071080
    • DB-025071
    • ALBB-027952
    • MDL: MFCD06200984
    • Inchi: 1S/C9H8N2O2/c1-13-9(12)7-2-3-8-10-4-5-11(8)6-7/h2-6H,1H3
    • InChI Key: BTDBMFODXFTFIL-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=CC2=NC=CN2C=1)=O

Computed Properties

  • Exact Mass: 176.05900
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 208
  • 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
  • Topological Polar Surface Area: 43.6
  • XLogP3: 1.6

Experimental Properties

  • Melting Point: 147-148°C
  • PSA: 43.60000
  • LogP: 1.12090

Methyl imidazo[1,2-a]pyridine-6-carboxylate Security Information

  • Hazard Statement: Irritant
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26; S36/37/39
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT
  • Risk Phrases:R36/37/38
  • Safety Term:S26-36/37/39

Methyl imidazo[1,2-a]pyridine-6-carboxylate 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%

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Methyl imidazo[1,2-a]pyridine-6-carboxylate Production Method

Additional information on Methyl imidazo[1,2-a]pyridine-6-carboxylate

Comprehensive Overview of Methyl imidazo[1,2-a]pyridine-6-carboxylate (CAS No. 136117-69-6)

Methyl imidazo[1,2-a]pyridine-6-carboxylate (CAS No. 136117-69-6) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. The compound belongs to the imidazo[1,2-a]pyridine family, a class of nitrogen-containing bicyclic structures known for their broad biological activities. Researchers and industry professionals frequently search for "imidazo[1,2-a]pyridine derivatives" and "methyl ester synthesis" to explore its applications in drug discovery and material science.

One of the key reasons for the growing interest in Methyl imidazo[1,2-a]pyridine-6-carboxylate is its role as a versatile intermediate in medicinal chemistry. The compound's carboxylate functional group allows for further derivatization, making it valuable for designing kinase inhibitors, antiviral agents, and anti-inflammatory drugs. Recent studies highlight its potential in targeting G-protein-coupled receptors (GPCRs), a hot topic in neurodegenerative disease research. Searches like "GPCR modulators 2024" and "imidazo[1,2-a]pyridine scaffold" reflect the demand for innovative therapeutic approaches.

From a synthetic perspective, CAS No. 136117-69-6 is often discussed in the context of green chemistry and sustainable methodologies. With the rise of environmentally conscious practices, queries such as "microwave-assisted synthesis of heterocycles" and "catalyst-free reactions" align with efforts to optimize the production of this compound. Its stability under mild conditions also makes it suitable for scalable industrial processes, addressing the need for cost-effective APIs (Active Pharmaceutical Ingredients).

In material science, Methyl imidazo[1,2-a]pyridine-6-carboxylate has shown promise in the development of organic semiconductors and luminescent materials. The π-conjugated system of the imidazo[1,2-a]pyridine core contributes to electron delocalization, a property highly sought after in OLED (Organic Light-Emitting Diode) technologies. Trending searches like "small molecule OLED materials" underscore its relevance in next-generation displays and lighting solutions.

Analytical characterization of this compound typically involves techniques such as NMR spectroscopy, HPLC purity analysis, and mass spectrometry, which are critical for quality control in both academic and industrial settings. Laboratories frequently look up "HPLC method development for heterocycles" or "NMR shifts of imidazo[1,2-a]pyridines" to ensure accurate identification and quantification.

Regulatory and safety profiles of CAS No. 136117-69-6 are also a focal point, particularly for compliance with REACH and other global chemical regulations. While not classified as hazardous under current standards, proper handling protocols are emphasized in SDS (Safety Data Sheets). This aligns with frequent queries like "safe handling of carboxylate esters" and "REACH compliance for intermediates."

In summary, Methyl imidazo[1,2-a]pyridine-6-carboxylate represents a multifaceted compound with applications spanning pharmaceuticals, materials, and sustainable chemistry. Its structural adaptability and functional group reactivity continue to inspire innovations, making it a subject of persistent interest in both scientific literature and industrial R&D.

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