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CS-W001157 4
Total: USD 88.00

(1H-Imidazol-2-yl)methanol

  • CAS No. 3724-26-3

  • Cat. No. CS-0099374
  • Purity≥98%
  • MDL No.MFCD06202766

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

(1H-Imidazol-2-yl)methanol|CS-0099374

Structure of 3724-26-3

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General Information

  • CAS No. 3724-26-3
  • Cat. No. CS-0099374
  • Purity ≥98%
  • MDL No. MFCD06202766
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆N₂O
  • Molecular Weight 98.10
  • Synonym(s) 1H-Imidazol-2-ylmethanol
  • SMILES OCC1=NC=CN1

Description

(1H-Imidazol-2-yl)methanol features a reactive aldehyde-like functionality at the 2-position of the imidazole ring, enabling direct incorporation into diverse heterocyclic architectures. This bench-stable, moisture-tolerant reagent facilitates efficient coupling reactions and serves as a key scaffold in medicinal chemistry and catalyst design.

Application

(1H-Imidazol-2-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient access to imidazole-containing scaffolds via standard functional group transformations. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward incorporation into drug-like molecules, particularly those requiring nitrogen-rich heterocycles. The alcohol functionality supports derivatization through oxidation, substitution, or coupling reactions, enhancing synthetic flexibility for target-oriented synthesis.

Synthesis

  • Route1

    References

    • Pryde, David C.; Tran, Thien-Duc; Gardner, Iain; Bright, Helen; Stupple, Paul; Galan, Sebastien; Alsop, Liam; Watson, Lesa; Middleton, Donald S.; Dayal, Satish; Platts, Michelle; Murray, Edward J.; Parkinson, Tanya; Webster, Robert Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 3 p. 827 - 833
  • Route2
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      50-00-0
    • ~93%
    • In-stock
      (1H-Imidazol-2-yl)methanol|CS-0099374
      3724-26-3

    References

    • Lupsor, Simona; Aonofriesei, Florin; Iovu, Mircea Medicinal Chemistry Research, 2012 , vol. 21, # 10 p. 3035 - 3042,8
  • Route3
    • 2-(hydroxymethyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide|CS-1006226
      935862-80-9
    • ~93%
    • In-stock
      (1H-Imidazol-2-yl)methanol|CS-0099374
      3724-26-3

    References

    • Leclaire, Julien; Mazari, Messaoud; Zhang, Yuan; Bonduelle, Colin; Thillaye Du Boullay, Olivier; Martin-Vaca, Blanca; Bourissou, Didier; De Riggi, Innocenzo; Fortrie, Remy; Fotiadu, Frederic; Buono, Gerard Chemistry - A European Journal, 2013 , vol. 19, # 34 p. 11301 - 11309

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   48.91
  • LogP   -0.098
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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