2-Amino-3-methoxybenzoic acid

Base Information

• Chemical Name: 2-Amino-3-methoxybenzoic acid
• CAS No.: 3177-80-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29225090
• European Community (EC) Number: 628-700-7
• NSC Number: 81443
• UNII: HU74W6CCX9
• DSSTox Substance ID: DTXSID60292303
• Nikkaji Number: J516.182G
• Wikidata: Q27103130
• Metabolomics Workbench ID: 51317
• Mol file: 3177-80-8.mol

Synonyms:2-Amino-3-methoxybenzoic acid;3177-80-8;3-Methoxyanthranilic acid;Benzoic acid, 2-amino-3-methoxy-;3-Methoxyanthranilate;m-Anisic acid, 2-amino-;2-AMINO-3-METHOXYBENZOICACID;MFCD00075178;3-Methoxy-2-aminobenzoic acid;2-amino-3-methoxy-benzoic acid;2-Amino-3-(methyloxy)benzoic acid;HU74W6CCX9;2-amino-3-methoxy benzoic acid;2-azanyl-3-methoxy-benzoic acid;NSC-81443;2-Amino-m-anisic Acid;3-methoxy-anthranilic acid;bmse000692;UNII-HU74W6CCX9;4-ETHYL PROPIOPHENONE;SCHEMBL148830;o-Anisidine-6-carboxylic Acid;CHEBI:27440;DTXSID60292303;BCP06185;CS-B0779;NSC81443;CCG-40456;NSC 81443;2-Amino-3-methoxybenzoic acid, 98%;AKOS005133185;PS-5537;SB11450;AC-28712;SY011381;A1378;AM20040159;FT-0634715;EN300-86180;A19579;C05831;A1-00266;W-202311;9BB46DAB-577F-4758-8D02-E7EDF6B52FBF;Q27103130;Z1741972875

Chemical Property of 2-Amino-3-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 169-170 °C(lit.)
• Refractive Index: 1.604
• Boiling Point: 333.948 °C at 760 mmHg
• PKA: 4.82±0.10(Predicted)
• Flash Point: 155.766 °C
• PSA: 72.55000
• Density: 1.303 g/cm³
• LogP: 1.55680
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-3-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1N)C(=O)O
• 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.

Technology Process of 2-Amino-3-methoxybenzoic acid

There total 21 articles about 2-Amino-3-methoxybenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-methoxy-2-nitrobenzoic acid (4920-80-3) → 2-amino-3-methoxybenzoic acid (3177-80-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 0.166667h; under 2625.2 Torr; Ambient temperature;

DOI:10.1021/jm00014a027

Reference yield: 87.0%

3-methoxy-2-pivalamidobenzoic acid (115378-20-6) → 2-amino-3-methoxybenzoic acid (3177-80-8)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1039/c39870001528

Reference yield: 80.0%

7-methoxy-1H-indole-2,3-dione (84575-27-9) → 2-amino-3-methoxybenzoic acid (3177-80-8)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide;

upstream raw materials:

3-methoxy-2-nitrobenzoic acid

2-benzoylamino-3-methoxy-benzoic acid

2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-6-methoxyaniline

7-methoxy-1H-indole-2,3-dione

Downstream raw materials:

2-benzoylamino-3-methoxy-benzoic acid

3-methoxy-2-methylamino-benzoic acid

3-methoxy-N-(2,3,4,5-tetramethoxyphenyl)anthranilic acid

N-(-3-methoxy-2-aminobenzoyl)-L-prolinal dimethyl acetal