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5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione

  • CAS No. 27231-36-3

  • Cat. No. CS-W014312
  • Purity≥98%
  • MDL No.MFCD00010617

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

5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione|CS-W014312

Structure of 27231-36-3

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General Information

  • CAS No. 27231-36-3
  • Cat. No. CS-W014312
  • Purity ≥98%
  • MDL No. MFCD00010617
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) IFLAB-BB F1791-0318
  • SMILES S=C1NC2=CC(C)=CC=C2N1

Description

5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione features a fused benzimidazole core with a methyl substituent and a thione functionality, enabling robust coordination in metal complexes. This bench-stable heterocycle integrates readily into ligand architectures for catalytic applications, offering enhanced solubility and electronic tunability in synthetic transformations.

Application

5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its thione functionality enables facile metal coordination and nucleophilic substitution, while the methyl group enhances metabolic stability. The scaffold exhibits robust bench stability and compatibility with standard coupling reactions, facilitating efficient synthesis of bioactive compounds and functionalized aromatic systems.

Synthesis

  • Route1

    References

    • G. D. Searle and Co. Patent: US4687775 A1, 1987 ;
  • Route2
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      75-15-0
    • In-stock
      3,4-Diaminotoluene|CS-W013550
      496-72-0
    • ~%
    • In-stock
      5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione|CS-W014312
      27231-36-3

    References

    • Eisai Co., Ltd. Patent: US2007/10542 A1, 2007 ; Location in patent: Page/Page column 71-72 ;
  • Route3
    • null|null
      14918-80-0
    • null|null
      49805-26-7
    • ~23%
    • In-stock
      5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione|CS-W014312
      27231-36-3

    References

    • Kuraray Co., Ltd. Patent: US6350876 B2, 2002 ; Location in patent: Example 20 ;

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
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   31.58
  • LogP   2.53391
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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