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CS-W001157 4
Total: USD 88.00

2-Amino-1H-benzo[d]imidazole-6-carbonitrile

  • CAS No. 63655-40-3

  • Cat. No. CS-0045043
  • Purity≥97%
  • MDL No.MFCD01658319

*For research and further manufacturing use only, not for direct human use.

2-Amino-1H-benzo[d]imidazole-6-carbonitrile|CS-0045043

Structure of 63655-40-3

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General Information

  • CAS No. 63655-40-3
  • Cat. No. CS-0045043
  • Purity ≥97%
  • MDL No. MFCD01658319
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₄
  • Molecular Weight 158.16
  • Synonym(s) 2-amino-1H-benzo[d]imidazole-5-carbonitrile
  • SMILES N#CC1=CC=C2N=C(N)NC2=C1

Description

2-Amino-1H-benzo[d]imidazole-6-carbonitrile features a fused heterocyclic core with complementary amino and nitrile functionalities, enabling direct integration into bioactive scaffolds. The electron-deficient imidazole ring supports efficient coupling reactions, while the para-oriented nitrile enhances metabolic stability. This bench-stable compound serves as a key building block for pharmaceutical intermediates and functional materials.

Application

2-Amino-1H-benzo[d]imidazole-6-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its dual amine and nitrile functionalities enable straightforward derivatization via amidation, cyclization, or nucleophilic substitution. The scaffold exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis campaigns targeting bioactive compounds and functionalized aromatic systems.

Synthesis

  • Route1

    References

    • Eli Lilly and Company Patent: US4018790 A1, 1977 ;
  • Route2
    • null|null
      506-68-3
    • In-stock
      3,4-Diaminobenzonitrile|CS-W007506
      17626-40-3
    • ~89%
    • In-stock
      2-Amino-1H-benzo[d]imidazole-6-carbonitrile|CS-0045043
      63655-40-3

    References

    • Frei, Reto; Breitbach, Anthony S.; Blackwell, Helen E. Angewandte Chemie - International Edition, 2012 , vol. 51, # 21 p. 5226 - 5229

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   78.49
  • LogP   1.01678
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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