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CS-W001157 4
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Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

  • CAS No. 496-46-8

  • Cat. No. CS-W011024
  • Purity≥97%
  • MDL No.MFCD00005539

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

Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione|CS-W011024

Structure of 496-46-8

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General Information

  • CAS No. 496-46-8
  • Cat. No. CS-W011024
  • Purity ≥97%
  • MDL No. MFCD00005539
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆N₄O₂
  • Molecular Weight 142.12
  • Synonym(s) None
  • SMILES O=C(NC1N2)NC1NC2=O

Application

Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of nitrogen-rich scaffolds with defined stereochemistry. Its stable, fused bicyclic core exhibits excellent functional group tolerance and facilitates downstream derivatization via nucleophilic substitution or reductive amination. The compound's bench stability and ease of purification support efficient integration into multi-step synthetic sequences for API development.

Synthesis

  • Route1
    • null|null
      131543-46-9
    • In-stock
      Urea|CS-B1800
      57-13-6
    • ~0%
    • 4,5-Dihydroxyimidazolidin-2-one|CS-0317941
      3720-97-6
    • In-stock
      Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione|CS-W011024
      496-46-8

    References

    • THE PROCTER and GAMBLE COMPANY; THOMAS, Jacqueline, Besinaiz; HEINZMAN, Stephen, Wayne; GORDON, Gregory, Charles; WINCHESTER, III, James, Cyrus; OAKLEY, Jr., Roy, Lee Patent: WO2014/66583 A1, 2014 ; Location in patent: Page/Page column 12; 13 ;
  • Route2
    • null|null
      131543-46-9
    • In-stock
      Urea|CS-B1800
      57-13-6
    • ~85%
    • In-stock
      Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione|CS-W011024
      496-46-8

    References

    • Tayebee, Reza; Esmaei, Rezaei-Seresht; Behrooz, Maleki Letters in Organic Chemistry, 2012 , vol. 9, # 3 p. 183 - 191
  • Route3

    References

    • Rheineck Justus Liebigs Annalen der Chemie, 1865 , vol. 134, p. 220 Full Text Show Details Biltz; Schiemann Journal fuer Praktische Chemie (Leipzig), 1926 , vol. <2>113, p. 92

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   82.26
  • LogP   -1.7358
  • H_Acceptors   2
  • H_Donors   4
  • Rotatable_Bonds   0

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