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CS-W001157 4
Total: USD 88.00

2-Amino-6-methylbenzoic acid

  • CAS No. 4389-50-8

  • Cat. No. CS-D1491
  • Purity≥98%
  • MDL No.MFCD00007809

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

2-Amino-6-methylbenzoic acid|CS-D1491

Structure of 4389-50-8

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General Information

  • CAS No. 4389-50-8
  • Cat. No. CS-D1491
  • Purity ≥98%
  • MDL No. MFCD00007809
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) None
  • SMILES NC1=C(C(O)=O)C(C)=CC=C1

Description

Adenosine-5'-monophosphate disodium salt is a nucleotide involved in the reactions of cellular energy transfers. It is useful for skin rejuvenation in dermatology and aesthetic dermatology. It acts as an activator of a class of protein kinases called as AMP-activated protein kinase (AMPK). Further, it is used as a substrate for enzymes such as AMP-thymidine kinase, AMP deaminase and 5'-nucleotidase.

Application

2-Amino-6-methylbenzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and pharmaceutical scaffolds. Its ortho-amino and carboxylic acid functionalities offer complementary reactivity for peptide coupling, cyclization, and derivatization. The methyl group enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Takeda Chemical Industries, Ltd. Patent: US5753664 A1, 1998 ;
  • Route2

    References

    • Newman,M.S.; Kannan,R. Journal of Organic Chemistry, 1976 , vol. 41, # 21 p. 3356 - 3359
  • Route3

    References

    • Newman,M.S.; Kannan,R. Journal of Organic Chemistry, 1976 , vol. 41, # 21 p. 3356 - 3359

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.27542
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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