Cas no 19485-35-9 (1-Methyl-1H-imidazole-4,5-dicarbonitrile)

1-Methyl-1H-imidazole-4,5-dicarbonitrile is a heterocyclic compound featuring a methyl-substituted imidazole core with two nitrile functional groups at the 4 and 5 positions. This structure imparts high reactivity, making it a valuable intermediate in organic synthesis, particularly for constructing complex nitrogen-containing heterocycles. Its electron-deficient imidazole ring enhances its utility in nucleophilic substitution reactions and coordination chemistry. The nitrile groups offer further functionalization potential, enabling applications in pharmaceuticals, agrochemicals, and materials science. The compound’s stability under standard conditions and well-defined reactivity profile contribute to its reproducibility in synthetic workflows. It is commonly employed in medicinal chemistry for scaffold diversification and as a precursor to biologically active molecules.
1-Methyl-1H-imidazole-4,5-dicarbonitrile structure
19485-35-9 structure
Product Name:1-Methyl-1H-imidazole-4,5-dicarbonitrile
CAS No:19485-35-9
MF:C6H4N4
MW:132.122759819031
MDL:MFCD01567299
CID:51321
PubChem ID:583268
Update Time:2025-10-30

1-Methyl-1H-imidazole-4,5-dicarbonitrile Chemical and Physical Properties

Names and Identifiers

    • 1-Methyl-1H-imidazole-4,5-dicarbonitrile
    • 1-Methylimidazole-4,5-dicarbonitrile
    • 4,5-Dicyano-1-methyl-1H-imidazole
    • 1-Methyl-4,5-dicyano-imidazol
    • 1-Methyl-4,5-dicyanoimidazole
    • 4,5-dicyano-1-methylimidazole
    • 4,5-dicyano-N-methylimidazole
    • Imidazole,4,5-dicyano-1-methyl
    • Imidazole, 4,5-dicyano-1-methyl-
    • 1H-imidazole-4,5-dicarbonitrile, 1-methyl-
    • 1-Methylimidazole-4,5-dicarbonitrile, 97%
    • 1-Methyl-1H-imidazole-4,5-dicarbonitrile ,97%
    • ZERO/005873
    • PubChem8999
    • SUOVGHDPXJUFME-UHFFFAOYSA-N
    • 1-Methyl-4,5-dicyano-1H-imidazole
    • STK785165
    • SBB013752
    • AB09228
    • TRA
    • DTXSID00342598
    • J-504864
    • F2199-0590
    • AKOS005083180
    • 19485-35-9
    • AC-7260
    • FT-0683573
    • SY005433
    • CS-0062396
    • SCHEMBL8470119
    • 1-Methylimidazole-4 pound not5-dicarbonitrile
    • I10067
    • AMY28716
    • MFCD01567299
    • 1-Methyl-1H-imidazole-4,5-dicarbonitrile #
    • EN300-1264833
    • 1P-006
    • A813760
    • 4,5-Dicyano-1-methyl imidazole
    • ALBB-012383
    • DB-011865
    • MDL: MFCD01567299
    • Inchi: 1S/C6H4N4/c1-10-4-9-5(2-7)6(10)3-8/h4H,1H3
    • InChI Key: SUOVGHDPXJUFME-UHFFFAOYSA-N
    • SMILES: N1(C=NC(C#N)=C1C#N)C

Computed Properties

  • Exact Mass: 132.04400
  • Monoisotopic Mass: 132.044
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 216
  • 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: 65.4
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 0.1

Experimental Properties

  • Color/Form: powder
  • Density: 1.21
  • Melting Point: 83-85
  • Boiling Point: 454.9 ℃ at 760 mmHg 148-150/0.5mm
  • Flash Point: 228.9℃
  • Refractive Index: 1.622
  • PSA: 65.40000
  • LogP: 0.16346
  • Solubility: Uncertain

1-Methyl-1H-imidazole-4,5-dicarbonitrile Security Information

1-Methyl-1H-imidazole-4,5-dicarbonitrile 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%

1-Methyl-1H-imidazole-4,5-dicarbonitrile Pricemore >>

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1-Methyl-1H-imidazole-4,5-dicarbonitrile Related Literature

Additional information on 1-Methyl-1H-imidazole-4,5-dicarbonitrile

Introduction to 1-Methyl-1H-imidazole-4,5-dicarbonitrile (CAS No. 19485-35-9)

1-Methyl-1H-imidazole-4,5-dicarbonitrile, identified by its Chemical Abstracts Service (CAS) number 19485-35-9, is a significant heterocyclic compound that has garnered considerable attention in the field of pharmaceutical chemistry and materials science. This compound belongs to the imidazole family, a class of nitrogen-containing heterocycles that are widely recognized for their diverse biological activities and industrial applications. The structural features of 1-Methyl-1H-imidazole-4,5-dicarbonitrile, particularly the presence of two cyano groups at the 4 and 5 positions, contribute to its unique chemical reactivity and potential utility in synthetic chemistry.

The synthesis and application of 1-Methyl-1H-imidazole-4,5-dicarbonitrile have been extensively studied in recent years, with researchers exploring its role as a key intermediate in the development of novel pharmaceuticals and advanced materials. The compound's ability to undergo various chemical transformations, such as nucleophilic addition and cyclization reactions, makes it a valuable building block for constructing more complex molecular architectures. In particular, the cyano groups provide multiple sites for functionalization, enabling the design of derivatives with tailored properties for specific applications.

Recent advancements in the field have highlighted the importance of 1-Methyl-1H-imidazole-4,5-dicarbonitrile in medicinal chemistry. Researchers have demonstrated its potential as a precursor in the synthesis of bioactive molecules, including inhibitors of enzymes involved in metabolic pathways and receptors targeted in therapeutic interventions. For instance, studies have shown that derivatives of this compound exhibit inhibitory activity against certain kinases and proteases, making them promising candidates for further development into drugs for treating inflammatory diseases and cancer.

The chemical properties of 1-Methyl-1H-imidazole-4,5-dicarbonitrile also make it relevant in materials science. Its ability to form coordination complexes with transition metals has been exploited in the development of catalysts and luminescent materials. These complexes find applications in organic synthesis, sensor technology, and even in optoelectronic devices. The versatility of this compound underscores its importance as a versatile chemical entity with broad industrial relevance.

In terms of synthetic methodologies, the preparation of 1-Methyl-1H-imidazole-4,5-dicarbonitrile typically involves multi-step reactions starting from readily available precursors. One common approach involves the condensation of methyl cyanoacetate with formamide under acidic conditions, followed by cyclization to form the imidazole ring system. Alternatively, palladium-catalyzed cross-coupling reactions have been employed to introduce the cyano groups at specific positions on the imidazole core. These synthetic strategies highlight the compound's accessibility and synthetic tractability, facilitating its use in both academic research and industrial processes.

The biological activity of 1-Methyl-1H-imidazole-4,5-dicarbonitrile has been a focus of numerous studies aimed at identifying new therapeutic agents. Initial investigations have revealed that this compound exhibits modest antimicrobial properties when tested against certain bacterial strains. Additionally, its derivatives have shown promise as scaffolds for designing molecules that interact with biological targets such as DNA gyrase inhibitors used in antibiotics or antiviral agents targeting RNA-dependent RNA polymerases.

The structural motif of 1-Methyl-1H-imidazole-4,5-dicarbonitrile is also relevant in the context of drug delivery systems. Researchers have explored its use as a component in polymeric nanoparticles designed for targeted drug delivery. The cyano groups can be functionalized to incorporate targeting ligands or stabilizing moieties that enhance the efficacy and specificity of therapeutic agents. This application leverages the compound's ability to form stable yet dynamic structures suitable for encapsulating bioactive molecules.

From an industrial perspective, 1-Methyl-1H-imidazole-4,5-dicarbonitrile represents an important intermediate in specialty chemicals manufacturing. Its role as a precursor for high-value compounds necessitates efficient production methods that ensure high yield and purity. Advances in process chemistry have enabled scalable synthesis protocols that meet industrial demands while maintaining environmental sustainability through green chemistry principles.

The future prospects for 1-Methyl-1H-imidazole-4,5-dicarbonitrile are promising given its multifaceted utility across different scientific disciplines. Ongoing research aims to expand its applications by exploring new synthetic pathways and uncovering novel biological activities through structure-activity relationship studies (SAR). Collaborative efforts between academia and industry are expected to drive innovation by integrating computational modeling with experimental validation.

In conclusion, 1-Methyl-1H-imidazole-4,5-dicarbonitrile (CAS No. 19485-35-9) stands out as a versatile chemical entity with significant potential across pharmaceuticals and materials science domains. Its unique structural features enable diverse functionalization strategies while offering opportunities for developing innovative solutions to complex scientific challenges.

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