Cas no 3197-61-3 (1H-Imidazole-1-carboxaldehyde)

1H-Imidazole-1-carboxaldehyde is a versatile heterocyclic compound featuring an imidazole core with a formyl functional group at the 1-position. This structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and coordination chemistry. Its reactive aldehyde group enables facile derivatization, facilitating the construction of imidazole-based scaffolds. The compound’s stability and compatibility with various reaction conditions enhance its utility in multi-step synthetic routes. Additionally, its well-defined reactivity profile allows for selective modifications, making it a preferred choice for researchers developing bioactive molecules or functional materials. Proper handling under controlled conditions is recommended due to its sensitivity.
1H-Imidazole-1-carboxaldehyde structure
1H-Imidazole-1-carboxaldehyde structure
Product Name:1H-Imidazole-1-carboxaldehyde
CAS No:3197-61-3
MF:C4H4N2O
MW:96.0873603820801
CID:43922
PubChem ID:11083832
Update Time:2025-10-30

1H-Imidazole-1-carboxaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1H-Imidazole-1-carboxaldehyde
    • 1H-imidazole-1-carbaldehyde
    • imidazole-1-carbaldehyde
    • 1-formyl-1H-imidazole
    • 1-formylimidazole
    • 1-H-Imidazole-1-carboxaldehyde
    • 1-imidazolecarboxaldehyde
    • formyl imidazole
    • imidazole-3-carboxaldehyde
    • N-FORMYLIMIDAZOLE
    • Imidazole,1-formyl- (8CI)
    • Imidazole-1-carboxaldehyde (7CI)
    • DTXSID70454511
    • AKOS006328950
    • FT-0691077
    • 3197-61-3
    • XBECWGJPSXHFCS-UHFFFAOYSA-N
    • 1-formyl-imidazole
    • A821083
    • DB-023901
    • DTXCID60405330
    • MDL: MFCD09833521
    • Inchi: 1S/C4H4N2O/c7-4-6-2-1-5-3-6/h1-4H
    • InChI Key: XBECWGJPSXHFCS-UHFFFAOYSA-N
    • SMILES: O=CN1C=NC=C1

Computed Properties

  • Exact Mass: 96.03240
  • Monoisotopic Mass: 96.032362755g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 74.1
  • 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: -0.1
  • Topological Polar Surface Area: 34.9?2

Experimental Properties

  • Color/Form: Light yellow or colorless transparent liquid
  • Density: 1.191
  • Boiling Point: 235.29°C at 760 mmHg
  • Flash Point: 96.1°C
  • Refractive Index: 1.565
  • PSA: 34.89000
  • LogP: 0.52350

1H-Imidazole-1-carboxaldehyde Customs Data

  • HS CODE:2933290090
  • Customs Data:

    China Customs Code:

    2933290090

    Overview:

    2933290090. Other compounds with non fused imidazole ring in structure. 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:

    2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1H-Imidazole-1-carboxaldehyde Pricemore >>

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1H-Imidazole-1-carboxaldehyde Suppliers

Amadis Chemical Company Limited
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(CAS:3197-61-3)1H-Imidazole-1-carboxaldehyde
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Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:09
Price ($):1984.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:3197-61-3)1-甲?;溥?/div>
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Purity:99%
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Additional information on 1H-Imidazole-1-carboxaldehyde

Recent Advances in the Application of 1H-Imidazole-1-carboxaldehyde (CAS: 3197-61-3) in Chemical Biology and Pharmaceutical Research

1H-Imidazole-1-carboxaldehyde (CAS: 3197-61-3) is a versatile chemical intermediate that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This heterocyclic aldehyde serves as a key building block for the synthesis of various biologically active compounds, including imidazole-based drugs, enzyme inhibitors, and metal-chelating agents. Recent studies have highlighted its utility in medicinal chemistry, particularly in the development of novel therapeutic agents targeting infectious diseases, cancer, and neurological disorders.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 1H-Imidazole-1-carboxaldehyde as a precursor for the synthesis of potent histone deacetylase (HDAC) inhibitors. The researchers utilized this compound to develop a series of novel HDAC inhibitors with improved selectivity and reduced off-target effects, showing promising results in preclinical models of leukemia. The study emphasized the compound's role in facilitating the introduction of imidazole moieties into drug candidates, which enhanced their binding affinity and pharmacokinetic properties.

In the field of antimicrobial research, 1H-Imidazole-1-carboxaldehyde has been employed as a scaffold for designing new antifungal agents. A 2024 paper in Bioorganic & Medicinal Chemistry Letters reported the synthesis of imidazole-carboxaldehyde derivatives with potent activity against Candida albicans and Aspergillus fumigatus. The derivatives exhibited low cytotoxicity to human cells, suggesting their potential as safe and effective antifungal drugs. The study also explored the mechanism of action, revealing that these compounds disrupt fungal cell wall biosynthesis by inhibiting key enzymes.

Another notable application of 1H-Imidazole-1-carboxaldehyde is in the development of metal-chelating agents for diagnostic and therapeutic purposes. A recent study in Chemical Communications (2024) described the synthesis of imidazole-carboxaldehyde-based ligands for gadolinium(III) complexes, which showed enhanced relaxivity and stability for magnetic resonance imaging (MRI) contrast agents. The researchers attributed these improvements to the unique coordination properties of the imidazole-carboxaldehyde moiety, which facilitated stronger binding to gadolinium ions while maintaining biocompatibility.

Beyond its pharmaceutical applications, 1H-Imidazole-1-carboxaldehyde has also found use in chemical biology as a tool for protein modification and labeling. A 2023 Nature Chemical Biology paper detailed its application in site-specific protein conjugation, where it served as a reactive handle for introducing fluorescent probes and other functional groups. This approach enabled the study of protein-protein interactions and cellular localization with high precision, opening new avenues for proteomics research.

In conclusion, recent research has underscored the versatility and importance of 1H-Imidazole-1-carboxaldehyde (CAS: 3197-61-3) in chemical biology and pharmaceutical development. Its applications span from drug discovery to diagnostic imaging and chemical biology tools, demonstrating its broad utility across multiple disciplines. Future studies are expected to further explore its potential in targeted drug delivery systems and as a component of multifunctional therapeutic agents, solidifying its position as a valuable building block in medicinal chemistry.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:3197-61-3)1H-Imidazole-1-carboxaldehyde
A821083
Purity:99%
Quantity:25g
Price ($):1984.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:3197-61-3)1-甲?;溥?/div>
LE26657990
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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