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5-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride

  • CAS No. 90773-41-4

  • Cat. No. CS-0461486
  • Purity≥97%
  • MDL No.MFCD08668158

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

5-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride|CS-0461486

Structure of 90773-41-4

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General Information

  • CAS No. 90773-41-4
  • Cat. No. CS-0461486
  • Purity ≥97%
  • MDL No. MFCD08668158
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈Cl₂N₂
  • Molecular Weight 167.04
  • Synonym(s) 5-chloromethyl-1-methylimidazole hydrochloride
  • SMILES CN1C=NC=C1CCl.Cl

Description

This chloromethyl-imidazole derivative features a reactive chloromethyl group positioned adjacent to a methylated imidazole core, enabling efficient coupling in bioconjugation and polymer functionalization. The hydrochloride salt enhances solubility and stability under standard handling conditions.

Application

5-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride serves as a versatile bifunctional building block in medicinal chemistry, enabling efficient introduction of both alkylating and heterocyclic moieties. The chloromethyl group facilitates nucleophilic substitution reactions under mild conditions, while the protonated imidazole ring enhances solubility and stability in aqueous media. This compound functions reliably in on-resin modifications, late-stage functionalization, and the construction of imidazolyl-containing scaffolds found in bioactive molecules.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2006/66174 A1, 2006 ; Location in patent: Page/Page column 99 ; WO 2006/066174 A1

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   1.5807
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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