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2-Amino-3-methoxybenzoic acid

CAS No.
3177-80-8
Chemical Name:
2-Amino-3-methoxybenzoic acid
Synonyms
3-METHOXYANTHRANILIC ACID;2-AMINO-M-ANISIC ACID;3-methoxyantharanilic acid;O-ANISIDINE-6-CARBOXYLIC ACID;2-Amino-3-methoxybenzoic acid;2-azanyl-3-methoxy-benzoic acid;Fluoroestradiol Impurity 12-18F;Benzoic acid, 2-amino-3-methoxy-;2-AMino-3-(Methyloxy)benzoic acid;2-AMino-3-Methoxybenzoic acid 98%
CBNumber:
CB7697887
Molecular Formula:
C8H9NO3
Molecular Weight:
167.16
MDL Number:
MFCD00075178
MOL File:
3177-80-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:55:05

2-Amino-3-methoxybenzoic acid Properties

Melting point 169-170 °C (lit.)
Boiling point 333.9±27.0 °C(Predicted)
Density 1.303±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 4.82±0.10(Predicted)
form Powder
color White to yellow to brown
Major Application peptide synthesis
InChI InChI=1S/C8H9NO3/c1-12-6-4-2-3-5(7(6)9)8(10)11/h2-4H,9H2,1H3,(H,10,11)
InChIKey SXOPCLUOUFQBJV-UHFFFAOYSA-N
SMILES C(O)(=O)C1=CC=CC(OC)=C1N
CAS DataBase Reference 3177-80-8(CAS DataBase Reference)
FDA UNII HU74W6CCX9
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338-P280a-P304+P340-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39
WGK Germany  3
HS Code  29225090
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

2-Amino-3-methoxybenzoic acid price More Price(93)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 340103 2-Amino-3-methoxybenzoic acid 98% 3177-80-8 1g $44.9 2023-01-07 Buy
Sigma-Aldrich 340103 2-Amino-3-methoxybenzoic acid 98% 3177-80-8 5g $195 2023-01-07 Buy
TCI Chemical A1378 2-Amino-3-methoxybenzoic Acid >99.0%(HPLC)(T) 3177-80-8 5g $74 2026-04-30 Buy
TCI Chemical A1378 2-Amino-3-methoxybenzoic Acid >99.0%(HPLC)(T) 3177-80-8 25g $253 2026-04-30 Buy
TRC TRC-A612010-1G 2-Amino-3-methoxybenzoic Acid 3177-80-8 1g $59 2026-06-03 Buy
Product number Packaging Price Buy
340103 1g $44.9 Buy
340103 5g $195 Buy
A1378 5g $74 Buy
A1378 25g $253 Buy
TRC-A612010-1G 1g $59 Buy

2-Amino-3-methoxybenzoic acid Chemical Properties,Uses,Production

Synthesis

The preparation of the target compound 2,3-diamino-5-bromopyridine from 2-amino-3-nitro-5-bromopyridine is a typical reduction reaction, involving the reduction of the nitro group to obtain the target product. However, due to the low efficiency of the reduction reaction, the large amount of reduction waste, and the complex post-processing, it is not an ideal preparation route. Nevertheless, the readily available starting materials and the one-step reaction preparation of the target compound have their advantages. This paper optimizes the reaction conditions by investigating the reduction process, employing Raney Ni catalytic hydrogenation during the reduction process, resulting in high product purity. The synthetic reaction formula is shown in the figure below:

Synthesis of 3177-80-8

Chemical Properties

White to light brown crystals or powder

Uses

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 o f dipeptidy peptidase, which aids in the lowering of blood-glucose for potential treatment of diabetes.

Definition

ChEBI: 3-methoxyanthranilic acid is an aminobenzoic acid that is anthranilic acid in which the hydrogen at position 3 is substituted by a methoxy group. It is a metabolite of kynurenine. It has a role as a mammalian metabolite. It is a member of benzoic acids and an aminobenzoic acid. It is functionally related to an anthranilic acid. It is a conjugate acid of a 3-methoxyanthranilate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 63, p. 6797, 1998 DOI: 10.1021/jo972158g

reaction suitability

reaction type: solution phase peptide synthesis

Global( 298)Suppliers
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View Lastest Price from 2-Amino-3-methoxybenzoic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-AMINO-3-METHOXYBENZOIC ACID pictures 2024-07-08 2-AMINO-3-METHOXYBENZOIC ACID
3177-80-8
$1.00 1Kg 98% 20T Shaanxi Dideu Medichem Co. Ltd
2-AMINO-3-METHOXYBENZOIC ACID pictures 2019-07-06 2-AMINO-3-METHOXYBENZOIC ACID
3177-80-8
$1.00 1KG 95% 500KG Career Henan Chemical Co
3-METHOXYANTHRANILIC ACID O-ANISIDINE-6-CARBOXYLIC ACID 2-AMINO-M-ANISIC ACID Benzoic acid, 2-amino-3-methoxy- 2-AMINO-3-METHOXYBENZOIC ACID 99+% 3-methoxyantharanilic acid 2-azanyl-3-methoxy-benzoic acid 2-Amino-3-methoxybenzoic acid ,97% 2-Amino-3-methoxybenzoic acid,3-Methoxyanthranilic acid 3-Methoxyanthranilic acid, 2-Carboxy-6-methoxyaniline, 2-Amino-3-carboxyanisole 2-Amino-m-anisic Acid o-Anisidine-6-carboxylic Acid 3-Methoxyanthranilic Acid 2-AMino-3-(Methyloxy)benzoic acid 2-AMino-3-Methoxybenzoic acid 98% 2-Amino-3-methoxybenzoic Acid > Fluoroestradiol Impurity 12-18F 2-Amino-3-methoxybenzoic acid 3177-80-8 Specialty Synthesis Peptide Synthesis Unnatural Amino Acid Derivatives Aromatic Amino Acids Phenylacetic acid Intermediates