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CS-W001157 4
Total: USD 88.00

4-Amino-3-methoxy-N-methylbenzamide

  • CAS No. 866329-57-9

  • Cat. No. CS-0342979
  • Purity≥97%
  • MDL No.None

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

4-Amino-3-methoxy-N-methylbenzamide|CS-0342979

Structure of 866329-57-9

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General Information

  • CAS No. 866329-57-9
  • Cat. No. CS-0342979
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₂O₂
  • Molecular Weight 180.20
  • Synonym(s) None
  • SMILES O=C(NC)C1=CC=C(N)C(OC)=C1

Description

4-Amino-3-methoxy-N-methylbenzamide features a strategically positioned methoxy group enhancing solubility and electronic modulation, while the N-methyl substitution improves metabolic stability. This amide integrates readily into peptide-like scaffolds and serves as a key building block in medicinal chemistry for targeted receptor ligands.

Application

4-Amino-3-methoxy-N-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via amide bond formation or electrophilic substitution. Its methoxy and amino groups offer orthogonal reactivity for sequential functionalization, while the N-methyl group enhances metabolic stability and membrane permeability. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling protocols and heterocycle assembly workflows.

Synthesis

  • Route1
    • 3-Methoxy-n-methyl-4-nitrobenzamide|CS-0245978
      878160-13-5
    • ~95%
    • In-stock
      4-Amino-3-methoxy-N-methylbenzamide|CS-0342979
      866329-57-9

    References

    • DEVELOGEN AKTIENGESELLSCHAFT Patent: WO2006/136402 A1, 2006 ; Location in patent: Page/Page column 120 ; WO 2006/136402 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   0.637
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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