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CS-W001157 4
Total: USD 88.00

1H-Benzimidazole-2-carboxylic acid

  • CAS No. 2849-93-6

  • Cat. No. CS-W002670
  • Purity≥98%
  • MDL No.MFCD00721565

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

1H-Benzimidazole-2-carboxylic acid|CS-W002670

Structure of 2849-93-6

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General Information

  • CAS No. 2849-93-6
  • Cat. No. CS-W002670
  • Purity ≥98%
  • MDL No. MFCD00721565
  • Storage -20°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 2-Benzimidazolecarboxylic acid
  • SMILES OC(=O)c1nc2c([nH]1)cccc2

Description

1H-Benzimidazole-2-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 2-position, enabling direct integration into bioactive scaffolds. This rigid, electron-deficient architecture supports hydrogen bonding and π-stacking interactions, enhancing binding affinity in target-directed synthesis. The moiety exhibits bench-stable handling and compatibility with diverse coupling protocols, facilitating rapid access to functionalized derivatives for medicinal chemistry campaigns.

Application

1H-Benzimidazole-2-carboxylic acid serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its carboxylic acid functionality enables direct coupling reactions, while the benzimidazole core provides structural rigidity and hydrogen-bonding capacity. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 2-(Trichloromethyl)-1h-1,3-benzodiazole|CS-0253659
      3584-65-4
    • ~81%
    • In-stock
      1H-Benzimidazole-2-carboxylic acid|CS-W002670
      2849-93-6

    References

    • KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY Patent: US2009/258876 A1, 2009 ; Location in patent: Page/Page column 9 ;
  • Route2

    References

    • Xia, Zhengqiang; Wei, Qing; Yang, Qi; Qiao, Chengfang; Chen, Sanping; Xie, Gang; Zhang, Guochun; Zhou, Chunsheng; Gao, Shengli CrystEngComm, 2013 , vol. 15, # 1 p. 86 - 99
  • Route3

    References

    • BASF Aktiengesellschaft Patent: US5117004 A1, 1992 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.2611
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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