CAS 3177-80-8

2-Amino-3-methoxybenzoic acid

Description:

2-Amino-3-methoxybenzoic acid, also known as o-aminomethoxybenzoic acid, is an aromatic amino acid derivative characterized by the presence of an amino group (-NH2) and a methoxy group (-OCH3) attached to a benzoic acid structure. This compound typically appears as a white to off-white crystalline solid and is soluble in polar solvents such as water and alcohols, owing to its functional groups. It exhibits properties typical of amino acids, including the ability to form hydrogen bonds, which can influence its reactivity and interactions in biological systems. The presence of both the amino and carboxylic acid functional groups allows it to participate in various chemical reactions, including esterification and amidation. Additionally, 2-amino-3-methoxybenzoic acid may exhibit biological activity, making it of interest in pharmaceutical research and development. Its CAS number, 3177-80-8, is a unique identifier that facilitates the tracking and study of this compound in scientific literature and databases.

Formula: C₈H₉NO₃

InChI: InChI=1S/C8H9NO3/c1-12-6-4-2-3-5(7(6)9)8(10)11/h2-4H,9H2,1H3,(H,10,11)

InChI key: InChIKey=SXOPCLUOUFQBJV-UHFFFAOYSA-N

SMILES: C(O)(=O)C1=C(N)C(OC)=CC=C1

Synonyms:

• 2-Amino-3-(methyloxy)benzoic acid
• 2-Azanyl-3-Methoxy-Benzoic Acid
• 3-Methoxy-2-aminobenzoic acid
• 3-Methoxyanthranilic acid
• Benzoic acid, 2-amino-3-methoxy-
• NSC 81443
• m-Anisic acid, 2-amino-
• 2-Amino-3-methoxybenzoic acid

2-Amino-3-methoxybenzoic Acid

CAS: 3177-80-8

Formula: C₈H₉NO₃

Purity: >99.0%(T)(HPLC)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 167.16

Ref: 3B-A1378

2-Amino-3-methoxybenzoic acid

CAS: 3177-80-8

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₈H₉NO₃

Molecular weight: 167.16

Ref: 02-J64244

2-Amino-3-methoxybenzoic acid

CAS: 3177-80-8

Formula: C₈H₉NO₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 167.1620

Ref: IN-DA003330

2-Amino-3-methoxybenzoic acid

CAS: 3177-80-8

Formula: C₈H₉NO₃

Molecular weight: 167.16

Ref: 7W-GM2195

2-Amino-3-methoxybenzoic acid

CAS: 3177-80-8

Formula: C₈H₉NO₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 167.164

Ref: 10-F065824

2-Amino-3-methoxybenzoic acid

CAS: 3177-80-8

2-Amino-3-methoxybenzoic acid

Formula: C₈H₉NO₃

Purity: ≥95%

Color and Shape: off white solid

Molecular weight: 167.16g/mol

Ref: 54-OR59444

2-Amino-3-methoxybenzoic acid

CAS: 3177-80-8

2-Amino-3-methoxybenzoic acid is a chemical compound that is found in humans. It has antioxidative activity, and it inhibits the conversion of picolinic acid to kynurenine in vitro. 2-Amino-3-methoxybenzoic acid also significantly inhibits the formation of 3-hydroxyanthranilic acid and xanthurenic acid from anthranilic acid. This inhibition may be due to its ability to form hydrogen bonds with the substrate or competitive inhibition of enzymes such as quinoline reductase.
2-Amino-3-methoxybenzoic acid has been shown to have significant inhibitory effects on thermodynamic parameters for hydroxy group addition reactions involving quinoline derivatives, which may be due to its ability to bind covalently with these substrates.

Formula: C₈H₉NO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 167.16 g/mol

Ref: 3D-FA14515

2-Amino-3-methoxybenzoic Acid

Controlled Product

CAS: 3177-80-8

Applications 2-Amino-3-methoxybenzoic Acid is used in the preparation of CDK1/cyclin B inhibitors for application towards antitumor treatment. In addition, it is used in the synthesis of Alogliptin, an inhibitor of dipeptidy peptidase, which aids in the lowering of blood-glucose for potential treatment of diabetes.
References Schultz, C. et al.: J. Med. Chem., 42, 2909 (1999); Feng, J. et al.: J. Med. Chem., 50, 2297 (2007);

Formula: C₈H₉NO₃

Color and Shape: Neat

Molecular weight: 167.16

Ref: TR-A612010