Cas no 55864-37-4 (1H-Benzimidazol-2-ylcyanamide)

1H-Benzimidazol-2-ylcyanamide is a heterocyclic organic compound featuring a benzimidazole core functionalized with a cyanamide group at the 2-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-rich benzimidazole moiety enhances binding affinity in medicinal chemistry applications, particularly in the development of enzyme inhibitors and receptor modulators. The cyanamide group offers versatility for further derivatization, enabling the formation of ureas, thioureas, or other nitrogen-containing functionalities. The compound exhibits stability under standard handling conditions, facilitating its use in multi-step synthetic routes. Its balanced lipophilicity contributes to favorable pharmacokinetic properties in biologically active derivatives.
1H-Benzimidazol-2-ylcyanamide structure
1H-Benzimidazol-2-ylcyanamide structure
Product Name:1H-Benzimidazol-2-ylcyanamide
CAS No:55864-37-4
MF:C8H6N4
MW:158.160040378571
CID:374766
PubChem ID:96685
Update Time:2025-05-26

1H-Benzimidazol-2-ylcyanamide Chemical and Physical Properties

Names and Identifiers

    • Cyanamide,N-1H-benzimidazol-2-yl-
    • Cyanamide, 1H-benzimidazol-2-yl- (9CI)
    • 2-benzimidazolylcarbamonitrile
    • 2-benzimidazolylcyanamide
    • 2-cyanamidobenzimidazole
    • 2-cyanoaminobenzimidazole
    • Cyanamide,1H-benzimidazol-2-yl
    • 1H-benzimidazol-2-ylcyanamide
    • 1H-benzoimidazol-2-yl-cyanamide
    • AI3-52522
    • (benzimidazol-2-yl)cyanamide
    • 2-Benzimidazolecarbamonitrile
    • Cyanamide,1H-benzimidazol-2-yl-(9ci)
    • N-(1H-Benzo[d]imidazol-2-yl)cyanamide
    • DTXSID60204461
    • Oprea1_539841
    • Cyanamide, 1H-benzimidazol-2-yl-
    • Cyanamide, (1,3-dihydro-2H-benzimidazol-2-ylidene)- (9CI)
    • SCHEMBL9247170
    • NSC 86124
    • NSC86124
    • 104145-05-3
    • 55864-37-4
    • [(1H-1,3-benzodiazol-2-yl)amino]formonitrile
    • AKOS002561167
    • MFCD00159986
    • NSC-86124
    • 1H-Benzimidazol-2-ylcyanamide
    • Inchi: 1S/C8H6N4/c9-5-10-8-11-6-3-1-2-4-7(6)12-8/h1-4H,(H2,10,11,12)
    • InChI Key: NYLIXUBOFQIMGV-UHFFFAOYSA-N
    • SMILES: N1C(NC#N)=NC2C=CC=CC1=2

Computed Properties

  • Exact Mass: 158.05900
  • Monoisotopic Mass: 158.059246208g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 206
  • 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: 1.6
  • Topological Polar Surface Area: 64.5?2

Experimental Properties

  • PSA: 64.50000
  • LogP: 1.52888

1H-Benzimidazol-2-ylcyanamide 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%

1H-Benzimidazol-2-ylcyanamide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
H289940-100mg
1H-Benzimidazol-2-ylcyanamide
55864-37-4
100mg
$ 230.00 2022-06-04
TRC
H289940-250mg
1H-Benzimidazol-2-ylcyanamide
55864-37-4
250mg
$ 470.00 2022-06-04
TRC
H289940-500mg
1H-Benzimidazol-2-ylcyanamide
55864-37-4
500mg
$ 750.00 2022-06-04

1H-Benzimidazol-2-ylcyanamide Related Literature

Additional information on 1H-Benzimidazol-2-ylcyanamide

Recent Advances in the Study of 1H-Benzimidazol-2-ylcyanamide (CAS: 55864-37-4): A Comprehensive Research Brief

The compound 1H-Benzimidazol-2-ylcyanamide (CAS: 55864-37-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief aims to synthesize the latest findings on this compound, focusing on its synthesis, biological activity, and potential clinical relevance. The following sections provide a detailed overview of recent studies, highlighting key methodologies, results, and implications for future research.

Recent studies have explored the synthetic pathways for 1H-Benzimidazol-2-ylcyanamide, with particular emphasis on optimizing yield and purity. A 2023 study published in the Journal of Medicinal Chemistry demonstrated a novel, high-yield synthesis method using a one-pot reaction under mild conditions, achieving a purity of over 98%. This advancement is critical for scaling up production for preclinical and clinical studies. Additionally, the study highlighted the compound's stability under various pH conditions, suggesting its suitability for oral administration.

The biological activity of 1H-Benzimidazol-2-ylcyanamide has been a focal point of recent research. In vitro studies have revealed its potent inhibitory effects on specific kinase enzymes implicated in inflammatory pathways. For instance, a 2024 study in Bioorganic & Medicinal Chemistry Letters reported IC50 values in the nanomolar range for several kinases, positioning the compound as a promising candidate for anti-inflammatory therapeutics. Furthermore, molecular docking simulations have provided insights into its binding interactions, offering a structural basis for further optimization.

Preclinical evaluations of 1H-Benzimidazol-2-ylcyanamide have shown encouraging results in animal models of chronic inflammatory diseases. A recent study in European Journal of Pharmacology demonstrated significant reduction in pro-inflammatory cytokines and improved clinical scores in rodent models of rheumatoid arthritis. These findings underscore the compound's potential as a disease-modifying agent, though further toxicological studies are needed to assess its safety profile.

In conclusion, 1H-Benzimidazol-2-ylcyanamide (CAS: 55864-37-4) represents a promising scaffold for the development of novel therapeutics, particularly in the realm of inflammatory diseases. Recent advancements in synthesis, coupled with robust biological activity data, pave the way for future clinical trials. However, challenges such as bioavailability and long-term toxicity must be addressed to fully realize its therapeutic potential. This research brief serves as a timely update for professionals in the field, highlighting both the opportunities and hurdles associated with this compound.

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