Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

2-Amino-3-methylbenzoic Acid Methyl Ester

  • CAS No. 22223-49-0

  • Cat. No. CS-W020651
  • Purity≥98%
  • MDL No.MFCD06200918

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

2-Amino-3-methylbenzoic Acid Methyl Ester|CS-W020651

Structure of 22223-49-0

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 22223-49-0
  • Cat. No. CS-W020651
  • Purity ≥98%
  • MDL No. MFCD06200918
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) Methyl3-Methyl-2-Aminobenzoate
  • SMILES CC1=C(C(=CC=C1)C(=O)OC)N

Description

This methyl ester derivative of 2-amino-3-methylbenzoic acid features a strategically positioned amino group flanked by a methyl-substituted aromatic ring and a labile ester moiety. The electron-donating amino group enhances reactivity in electrophilic substitution, while the methyl group imparts steric stabilization. This combination enables efficient incorporation into peptide mimetics and heterocyclic scaffolds under standard conditions.

Application

2-Amino-3-methylbenzoic acid methyl ester serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. The ortho-amino and ester functionalities offer complementary reactivity for sequential transformations, while the methyl group provides steric and electronic tuning. Bench-stable and readily purified by column chromatography, it functions effectively in standard coupling and cyclization protocols.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 69, # 32 p. 6679 - 6686
  • Route2

    References

    • WO2004/29050 A1, ; Page 64 ; WO 2004/029050 A1
  • Route3
    • In-stock
      2-Amino-3-methylbenzoic acid|CS-W013297
      4389-45-1
    • null|null
      74-88-4
    • ~99%
    • In-stock
      2-Amino-3-methylbenzoic Acid Methyl Ester|CS-W020651
      22223-49-0

    References

    • WO2008/65508 A1, ; Page/Page column 27-28 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.36382
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 22223-49-0 sigma22223-49-0 manufacturer22223-49-0 price22223-49-0 structure22223-49-0 SDSbuy 22223-49-022223-49-0 supplier22223-49-0 uses22223-49-0 molecular weightprice of 22223-49-022223-49-0 chemical name formula of 22223-49-0
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label