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5-Amino-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one

  • CAS No. 53439-88-6

  • Cat. No. CS-0067122
  • Purity≥96%
  • MDL No.MFCD00462960

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

5-Amino-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one|CS-0067122

Structure of 53439-88-6

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General Information

  • CAS No. 53439-88-6
  • Cat. No. CS-0067122
  • Purity ≥96%
  • MDL No. MFCD00462960
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N₃O
  • Molecular Weight 177.20
  • Synonym(s) 5-amino-1,3-dimethyl-1,3-dihydro-2H-benzimidazol-2-one
  • SMILES NC1=CC(N2C)=C(N(C)C2=O)C=C1

Description

5-Amino-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one features a fused heterocyclic core with electron-rich amine and methyl substituents, enhancing solubility and reactivity. This bench-stable scaffold integrates readily into bioactive molecule design, offering strategic functional handles for medicinal chemistry and materials applications.

Application

5-Amino-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles. Its amino and carbonyl functionalities support diverse functionalization, including amidation and coupling reactions, while the dimethyl substitution enhances metabolic stability and solubility. The compound exhibits excellent bench stability and is compatible with standard purification methods, facilitating integration into multi-step syntheses of pharmaceutical intermediates and targeted scaffolds.

Synthesis

  • Route1

    References

    • Rawson, Thomas E.; Safina, Brian; Dotson, Jennafer; Zhou, Aihe; Aliagas-Martin, Ignacio; Halladay, Jason; Liang, Jun; Rueth, Matthias; Zhu, Bing-Yan Patent: US2007/37791 A1, 2007 ; Location in patent: Page/Page column 41 ; US 20070037791 A1
  • Route2

    References

    • Dombroski, Mark A.; Letavic, Michael A.; McClure, Kim F.; Barberia, John T.; Carty, Thomas J.; Cortina, Santo R.; Csiki, Csilla; Dipesa, Alan J.; Elliott, Nancy C.; Gabel, Christopher A.; Jordan, Crystal K.; Labasi, Jeff M.; Martin, William H.; Peese, Kevin M.; Stock, Ingrid A.; Svensson, Linne; Sweeney, Francis J.; Yu, Chul H. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 919 - 923
  • Route3
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    • ~%
    • In-stock
      5-Amino-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one|CS-0067122
      53439-88-6

    References

    • Dombroski, Mark A.; Letavic, Michael A.; McClure, Kim F.; Barberia, John T.; Carty, Thomas J.; Cortina, Santo R.; Csiki, Csilla; Dipesa, Alan J.; Elliott, Nancy C.; Gabel, Christopher A.; Jordan, Crystal K.; Labasi, Jeff M.; Martin, William H.; Peese, Kevin M.; Stock, Ingrid A.; Svensson, Linne; Sweeney, Francis J.; Yu, Chul H. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 919 - 923

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.95
  • LogP   0.4592
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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