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CS-W001157 4
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2-Amino-6-methylnicotinic acid

  • CAS No. 846021-26-9

  • Cat. No. CS-B0703
  • Purity≥97%
  • MDL No.MFCD03427668

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

2-Amino-6-methylnicotinic acid|CS-B0703

Structure of 846021-26-9

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General Information

  • CAS No. 846021-26-9
  • Cat. No. CS-B0703
  • Purity ≥97%
  • MDL No. MFCD03427668
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₂
  • Molecular Weight 152.15
  • Synonym(s) 2-amino-6-methylpyridine-3-carboxylic acid
  • SMILES O=C(O)C1=C(N)N=C(C)C=C1

Description

2-Amino-6-methylnicotinic acid features a pyridine core functionalized with an amino group at C2 and a methyl substituent at C6, delivering enhanced electron density and steric profile. This structural motif enables direct incorporation into bioactive heterocycles, serving as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents under standard bench conditions.

Application

2-Amino-6-methylnicotinic acid serves as a versatile building block in the synthesis of heterocyclic scaffolds and bioactive molecules. Its ortho-amino and carboxylic acid functionalities enable straightforward derivatization via amidation, esterification, and cyclization reactions. The methyl group at the 6-position provides steric and electronic modulation, enhancing metabolic stability in medicinal chemistry applications. Bench-stable and readily purified by recrystallization, it functions effectively in standard peptide coupling and transition-metal-catalyzed transformations.

Synthesis

  • Route1

    References

    • ARRAY BIOPHARMA INC. Patent: WO2005/51304 A2, 2005 ; Location in patent: Page/Page column 145-146 ; WO 2005/051304 A2
  • Route2

    References

    • Vallerini, Gian Paolo; Amori, Laura; Beato, Claudia; Tararina, Margarita; Wang, Xiao-Dan; Schwarcz, Robert; Costantino, Gabriele Journal of Medicinal Chemistry, 2013 , vol. 56, # 23 p. 9482 - 9495
  • Route3
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    • In-stock
      2-Amino-6-methylnicotinic acid|CS-B0703
      846021-26-9

    References

    • Sumitomo Chemical Company, Limited Patent: EP2248423 A1, 2010 ; Location in patent: Page/Page column 267-268 ;

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   76.21
  • LogP   0.67042
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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