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CS-W001157 4
Total: USD 88.00

2-(Methylthio)benzimidazole

  • CAS No. 7152-24-1

  • Cat. No. CS-0150092
  • Purity≥98%
  • MDL No.MFCD00005594

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

2-(Methylthio)benzimidazole|CS-0150092

Structure of 7152-24-1

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General Information

  • CAS No. 7152-24-1
  • Cat. No. CS-0150092
  • Purity ≥98%
  • MDL No. MFCD00005594
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) 2-Methylmercaptobenzimidazole
  • SMILES CSC1=NC2=CC=CC=C2N1

Description

2-(Methylthio)benzimidazole is a heterocyclic compound featuring a benzimidazole core with a methylthio substituent at the 2-position. This sulfur-containing moiety enhances electron density and facilitates metal coordination, making it valuable in ligand design and pharmaceutical synthesis. The compound exhibits bench-stable handling and integrates readily into complex molecular architectures under standard conditions.

Application

2-(Methylthio)benzimidazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the benzimidazole core. Its methylthio group provides a handle for oxidative transformation to sulfone or sulfoxide derivatives and exhibits good bench stability. The compound functions effectively in cross-coupling reactions and facilitates access to substituted imidazoles via standard Pd-catalyzed protocols.

Synthesis

  • Route1
    • 2-[(R)-Methylsulfinyl]-1H-benzimidazole|CS-1013964
      98639-91-9
    • ~99%
    • In-stock
      2-(Methylthio)benzimidazole|CS-0150092
      7152-24-1

    References

    • Bahrami, Kiumars; Khodaei, Mohammad M.; Sohrabnezhad, Samira Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6420 - 6423
  • Route2
    • null|null
      134469-07-1
    • null|null
      74-88-4
    • ~95%
    • In-stock
      2-(Methylthio)benzimidazole|CS-0150092
      7152-24-1

    References

    • Deligeorgiev, Todor; Kaloyanova, Stefka; Lesev, Nedyalko; Vaquero, Juan J. Ultrasonics Sonochemistry, 2010 , vol. 17, # 5 p. 783 - 788
  • Route3
    • 2-Benzimidazolethiol Lansoprazole Impurity|CS-0213968
      583-39-1
    • null|null
      74-88-4
    • ~98%
    • In-stock
      2-(Methylthio)benzimidazole|CS-0150092
      7152-24-1

    References

    • Gardiner, John M.; Loyns, Colin R. Tetrahedron, 1995 , vol. 51, # 42 p. 11515 - 11530

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.2848
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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