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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-benzo[d]imidazol-2(3H)-one

  • CAS No. 1849-01-0

  • Cat. No. CS-0035509
  • Purity≥98%
  • MDL No.MFCD00142654

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

1-Methyl-1H-benzo[d]imidazol-2(3H)-one|CS-0035509

Structure of 1849-01-0

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General Information

  • CAS No. 1849-01-0
  • Cat. No. CS-0035509
  • Purity ≥98%
  • MDL No. MFCD00142654
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 1-Methyl-2-benzimidazolinone
  • SMILES O=C1NC2=CC=CC=C2N1C

Description

1-Methyl-1H-benzo[d]imidazol-2(3H)-one is a bench-stable heterocyclic scaffold featuring a fused benzene-imidazole core with a methyl-substituted carbonyl group. This electron-deficient moiety integrates readily into medicinal chemistry campaigns, offering enhanced solubility and metabolic stability compared to unsubstituted analogs. The functionalized imidazolone ring serves as a robust hydrogen-bond acceptor in target engagement studies.

Application

1-Methyl-1H-benzo[d]imidazol-2(3H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate straightforward derivatization. The compound functions as a key intermediate in the synthesis of imidazole-containing pharmaceuticals and exhibits favorable solubility for solution-phase reactions.

Synthesis

  • Route1
    • In-stock
      N1-Methylbenzene-1,2-diamine|CS-W007682
      4760-34-3
    • null|null
      530-62-1
    • ~71%
    • In-stock
      1-Methyl-1H-benzo[d]imidazol-2(3H)-one|CS-0035509
      1849-01-0

    References

    • Li, Qun; Li, Tongmei; Woods, Keith W.; Gu, Wen-Zhen; Cohen, Jerry; Stoll, Vincent S.; Galicia, Tomas; Hutchins, Charles; Frost, David; Rosenberg, Saul H.; Sham, Hing L. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 11 p. 2918 - 2922
  • Route2
    • null|null
      201230-82-2
    • In-stock
      N1-Methylbenzene-1,2-diamine|CS-W007682
      4760-34-3
    • ~28%
    • In-stock
      1-Methyl-1H-benzo[d]imidazol-2(3H)-one|CS-0035509
      1849-01-0

    References

    • Yoshida, Tohru; Kambe, Nobuaki; Ogawa, Akiya; Sonoda, Noboru Phosphorus and Sulfur and the Related Elements, 1988 , vol. 38, p. 137 - 148
  • Route3
    • null|null
      124-38-9
    • In-stock
      N1-Methylbenzene-1,2-diamine|CS-W007682
      4760-34-3
    • ~86%
    • In-stock
      1-Methyl-1H-benzo[d]imidazol-2(3H)-one|CS-0035509
      1849-01-0

    References

    • Yu, Bo; Zhang, Hongye; Zhao, Yanfei; Chen, Sha; Xu, Jilei; Hao, Leiduan; Liu, Zhimin ACS Catalysis, 2013 , vol. 3, # 9 p. 2076 - 2082

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   37.79
  • LogP   0.8666
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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