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5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole

  • CAS No. 1219741-19-1

  • Cat. No. CS-W006312
  • Molecule weight356.57
  • Purity≥97%
  • MDL No.MFCD24387215

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

5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole|CS-W006312

Structure of 1219741-19-1

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General Information

  • CAS No. 1219741-19-1
  • Cat. No. CS-W006312
  • Purity ≥97%
  • MDL No. MFCD24387215
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆ClIN₂O₂S
  • Molecular Weight 356.57
  • Synonym(s) 6-Chloro-5-iodo-2-(Methylsulfonyl)-1H-benzo[d]iMidazole
  • SMILES O=S(C1=NC2=CC(I)=C(Cl)C=C2N1)(C)=O

Description

5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole features a sterically accessible imidazole core with complementary halogen handles, enabling sequential cross-coupling transformations. The methylsulfonyl group enhances solubility and electronic modulation, while the chloro and iodo substituents provide orthogonal reactivity for palladium-catalyzed diversification under standard conditions.

Application

5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole serves as a versatile building block for late-stage functionalization in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions. The chloro and iodo substituents offer orthogonal reactivity for sequential derivatization, while the methylsulfonyl group enhances solubility and modulates electronic properties. Bench-stable and compatible with standard reaction conditions, it facilitates efficient access to substituted benzimidazole scaffolds relevant to kinase inhibitor and CNS-targeted compound development.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   62.82
  • LogP   2.2244
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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