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3-Amino-N-methylbenzamide

  • CAS No. 25900-61-2

  • Cat. No. CS-W019273
  • Purity≥97%
  • MDL No.MFCD00070630

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

3-Amino-N-methylbenzamide|CS-W019273

Structure of 25900-61-2

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General Information

  • CAS No. 25900-61-2
  • Cat. No. CS-W019273
  • Purity ≥97%
  • MDL No. MFCD00070630
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O
  • Molecular Weight 150.18
  • Synonym(s) 3-Aminobenzoylmethylamide
  • SMILES O=C(NC)C1=CC=CC(N)=C1

Description

3-Amino-N-methylbenzamide features a strategically positioned amino group and methylated amide, enhancing solubility and metabolic stability. This combination enables direct incorporation into peptide scaffolds and bioactive molecules, offering improved membrane permeability and resistance to enzymatic degradation in medicinal chemistry applications.

Application

3-Amino-N-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzamide scaffolds through standard amide coupling and electrophilic substitution reactions. Its amino group facilitates derivatization via acylation, alkylation, or diazotization, while the N-methylated amide offers enhanced metabolic stability and favorable logP profiles. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1
    • N-methyl-3-nitrobenzamide|CS-M0747
      3400-26-8
    • ~99%
    • In-stock
      3-Amino-N-methylbenzamide|CS-W019273
      25900-61-2

    References

    • Chen, Jian Jeffrey; Luk, Kin-Chun Thomas Patent: US2004/97493 A1, 2004 ; Location in patent: Page/Page column 24 ;
  • Route2

    References

    • Bulletin of the Korean Chemical Society, , vol. 32, # 12 p. 4444 - 4446

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
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   55.12
  • LogP   0.6284
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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