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2-amino-6-methylbenzoic acid

$300.00
CAS No.: 4389-50-8
Catalog No.: 196519
Purity: 95%
MF: C8H9NO2
MW: 151.165
Storage: 2-8 degree Celsius
SMILES: NC1=C(C(=O)O)C(=CC=C1)C
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196519
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2-amino-6-methylbenzoic acid; CAS No.: 4389-50-8; 2-amino-6-methylbenzoic acid. PROPERTIES: 2-amino-6-methylbenzoic acid is a white crystalline powder with a molecular formula of C8H8N2O2. It has a molecular weight of 156.16 g/mol and a melting point of approximately 155-158 C. The compound is freely soluble in hot water and ethanol but exhibits low solubility in non-polar solvents. It is sensitive to acidic conditions and should be stored in a cool, dry place at temperatures below 30 C in a tightly sealed container. Safety precautions include avoiding inhalation of dust and using gloves. It is classified as a category 3 skin irritant under GHS classification. APPLICATIONS: 2-amino-6-methylbenzoic acid serves as a key intermediate in the synthesis of various anti-inflammatory agents, particularly those targeting cyclooxygenase enzymes. Its amino group provides essential hydrogen bonding interactions with target proteins. In the field of dye chemistry, this compound is used in the preparation of azo dyes with improved lightfastness properties. It also functions as a building block for the synthesis of fluorescent whitening agents for textile applications, as described in Dyes and Pigments. Additionally, the compound is employed in the development of novel liquid crystalline materials for display technologies, where its amine and carboxylic acid groups facilitate self-assembly into organized structures. Its unique reactivity profile makes it valuable in the synthesis of bioactive molecules targeting bacterial dihydrofolate reductase, as reported in the Journal of Medicinal Chemistry, where its methyl substituent enhances binding affinity.

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