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CS-W001157 4
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(1-Methyl-2-nitro-1H-imidazol-5-yl)methanol

  • CAS No. 39070-14-9

  • Cat. No. CS-M2113
  • Purity≥97%
  • MDL No.MFCD06738747

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

(1-Methyl-2-nitro-1H-imidazol-5-yl)methanol|CS-M2113

Structure of 39070-14-9

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General Information

  • CAS No. 39070-14-9
  • Cat. No. CS-M2113
  • Purity ≥97%
  • MDL No. MFCD06738747
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇N₃O₃
  • Molecular Weight 157.13
  • Synonym(s) 1-Methyl-2-nitroimidazole-5-methanol; (1-Methyl-2-nitro-1h-imidazol-5-yl)methanol
  • SMILES OCC1=CN=C([N+]([O-])=O)N1C

Description

This bench-stable imidazole derivative features a nitro group at the 2-position and a methanol side chain at C1, enabling direct functionalization in synthetic workflows. The electron-deficient heterocycle pairs effectively with nucleophiles, while the hydroxyl moiety offers a handle for derivatization.

Application

(1-Methyl-2-nitro-1H-imidazol-5-yl)methanol serves as a versatile building block for nitro-imidazole derivatives, enabling efficient access to heterocyclic scaffolds relevant in medicinal chemistry. Its benzylic alcohol functionality facilitates oxidation, protection, or coupling reactions, while the electron-deficient imidazole ring supports nucleophilic substitution and metal-catalyzed transformations. The compound exhibits good bench stability and compatibility with standard synthetic protocols, making it suitable for modular library synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • Hay, Michael P.; Wilson, William R.; Denny, William A. Tetrahedron, 2000 , vol. 56, # 4 p. 645 - 657
  • Route2

    References

    • Parveen, Ifat; Naughton, Declan P.; Whish, William J. D.; Threadgill, Michael D. Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 14 p. 2031 - 2036
  • Route3

    References

    • Gruppo Lepetit S.p.A. Patent: US3954789 A1, 1976 ;

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

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Computational Chemistry Data

  • TPSA   81.19
  • LogP   -0.1794
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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