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CS-W001157 4
Total: USD 88.00

2-Amino-4-methylbenzamide

  • CAS No. 39549-79-6

  • Cat. No. CS-W005470
  • Purity≥97%
  • MDL No.None

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

2-Amino-4-methylbenzamide|CS-W005470

Structure of 39549-79-6

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General Information

  • CAS No. 39549-79-6
  • Cat. No. CS-W005470
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O
  • Molecular Weight 150.18
  • Synonym(s) benzamide, 2-amino-4-methyl-
  • SMILES O=C(C1=CC=C(C=C1N)C)N

Description

2-Amino-4-methylbenzamide features a para-substituted aromatic core with complementary amine and amide functionalities, enabling direct incorporation into peptide mimetics and bioactive scaffolds. The methyl group enhances lipophilicity and metabolic stability, while the ortho-amino moiety supports hydrogen bonding in target binding. This bench-stable compound facilitates efficient synthesis under standard conditions.

Application

2-Amino-4-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through standard amide coupling and cyclization reactions. Its ortho-amino and methyl substituents provide favorable electronic and steric profiles for directed metalation and functional group manipulation. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Cheng, Xu; Vellalath, Sreekumar; Goddard, Richard; List, Benjamin Journal of the American Chemical Society, 2008 , vol. 130, # 47 p. 15786 - 15787
  • Route2

    References

    • Joshi, Vidya; Chaudhari, Rajendra P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 602 - 604
  • Route3
    • 4-Methyl-2-nitrobenzamide|CS-0669311
      65078-05-9
    • ~%
    • In-stock
      2-Amino-4-methylbenzamide|CS-W005470
      39549-79-6

    References

    • Glenmark Pharmaceuticals S.A.; GHARAT, Laxmikant Atmaram; Banerjee, Abhisek; Khairatkar-Joshi, Neelima; Kattige, Vidya Ganapati Patent: US2013/210844 A1, 2013 ; Location in patent: Paragraph 0263; 0269; 0436; 0437 ;

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   69.11
  • LogP   0.67612
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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