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CS-W001157 4
Total: USD 88.00

1H-Imidazol-2(3H)-one

  • CAS No. 5918-93-4

  • Cat. No. CS-W002186
  • Purity≥95%
  • MDL No.MFCD00040252

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

1H-Imidazol-2(3H)-one|CS-W002186

Structure of 5918-93-4

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General Information

  • CAS No. 5918-93-4
  • Cat. No. CS-W002186
  • Purity ≥95%
  • MDL No. MFCD00040252
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₄N₂O
  • Molecular Weight 84.08
  • Synonym(s) 3,5-dihydro-4H-imidazol-4-one
  • SMILES O=C1NC=CN1

Description

1H-Imidazol-2(3H)-one is a bench-stable, moisture-tolerant heterocycle featuring a polar amide-like carbonyl group flanked by nitrogen atoms. This scaffold integrates readily into bioactive molecule design, offering enhanced solubility and hydrogen-bonding capacity for medicinal chemistry applications.

Application

1H-Imidazol-2(3H)-one serves as a versatile scaffold in medicinal chemistry, enabling rapid access to bioactive heterocycles through standard functionalization at C4 and C5 positions. Its bench-stable nature and compatibility with diverse coupling reactions facilitate efficient synthesis of imidazole-based drug candidates and catalytic intermediates.

Synthesis

  • Route1

    References

    • Baxter, Robert L.; Camp, Dominic J.; Coutts, Andrew; Shaw, Nicholas Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 2 p. 255 - 258
  • Route2

    References

    • Fiala, Tomas; Sindelar, Vladimir Synlett, 2013 , vol. 24, # 18 art. no. ST-2013-B0699-L, p. 2443 - 2445
  • Route3
    • 1-(2,2-Diethoxyethyl)urea|CS-1169679
      80049-53-2
    • ~51%
    • In-stock
      1H-Imidazol-2(3H)-one|CS-W002186
      5918-93-4

    References

    • Haines, David R.; Leonard, Nelson J.; Wiemer, David F. Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 474 - 482

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS08
Signal Word : Danger
UN#: 3263
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314-H360
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   48.65
  • LogP   -0.297
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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