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CS-W001157 4
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5,6-Dichloro-1H-benzimidazole-2-carboxylic acid

  • CAS No. 287730-14-7

  • Cat. No. CS-0162766
  • Purity≥98%
  • MDL No.None

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

5,6-Dichloro-1H-benzimidazole-2-carboxylic acid|CS-0162766

Structure of 287730-14-7

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General Information

  • CAS No. 287730-14-7
  • Cat. No. CS-0162766
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Cl₂N₂O₂
  • Molecular Weight 231.04
  • Synonym(s) 5,6-Dichloro-1H-benzoimidazole-2-carboxylic acid
  • SMILES O=C(C1=NC2=CC(Cl)=C(Cl)C=C2N1)O

Description

5,6-Dichloro-1H-benzimidazole-2-carboxylic acid features a rigid heteroaromatic core with two electron-withdrawing chlorine substituents flanking the carboxylic acid group. This configuration imparts enhanced stability and polarity, facilitating integration into bioactive scaffolds for medicinal chemistry campaigns. The compound serves as a key building block in the synthesis of kinase inhibitors and other targeted therapeutics.

Application

5,6-Dichloro-1H-benzimidazole-2-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through established coupling and functionalization reactions. Its dual electron-withdrawing chloro groups enhance electrophilicity at the C2 position, facilitating nucleophilic substitution and palladium-catalyzed cross-coupling. The carboxylic acid moiety supports direct derivatization via amide formation or esterification, offering convenient access to analogs for structure-activity studies. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P261-P280-P304+P340

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   2.5679
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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