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N,N-Dimethylazetidine-3-carboxamide hydrochloride

  • CAS No. 927390-60-1

  • Cat. No. CS-0048831
  • Purity≥97%
  • MDL No.None

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

N,N-Dimethylazetidine-3-carboxamide hydrochloride|CS-0048831

Structure of 927390-60-1

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General Information

  • CAS No. 927390-60-1
  • Cat. No. CS-0048831
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₃ClN₂O
  • Molecular Weight 164.63
  • Synonym(s) 3-Azetidinecarboxamide, N,N-dimethyl-, hydrochloride
  • SMILES Cl.CN(C)C(=O)C1CNC1

Description

N,N-Dimethylazetidine-3-carboxamide hydrochloride features a constrained azetidine ring with dual N-methyl substitutions, enhancing metabolic stability and solubility. The carboxamide functionality provides a hydrogen-bonding handle for molecular recognition, while the hydrochloride salt ensures excellent crystallinity and shelf stability under ambient conditions.

Application

N,N-Dimethylazetidine-3-carboxamide hydrochloride serves as a versatile building block in medicinal chemistry, enabling efficient access to constrained amide-containing scaffolds. Its azetidine core provides enhanced metabolic stability and improved membrane permeability compared to larger heterocycles. The dimethylamino group enhances solubility and facilitates downstream functionalization, while the carboxamide functionality supports diverse coupling reactions. Bench-stable and readily purified, it functions effectively in standard peptide and small-molecule synthesis workflows.

Synthesis

  • Route1
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    • ~%
    • In-stock
      N,N-Dimethylazetidine-3-carboxamide hydrochloride|CS-0048831
      927390-60-1

    References

    • JAPAN TOBACCO INC. Patent: US2010/240634 A1, 2010 ; Location in patent: Page/Page column 73 ;
  • Route2
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      927390-59-8
    • ~%
    • In-stock
      N,N-Dimethylazetidine-3-carboxamide hydrochloride|CS-0048831
      927390-60-1

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: WO2007/20936 A1, 2007 ; Location in patent: Page/Page column 176-177 ; WO 2007/020936 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.34
  • LogP   -0.2842
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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