methyl 4-amino-1H-indazole-5-carboxylate
$300.00
CAS No.: 1784576-35-7
Catalog No.: 192657
Purity: 95%
MF: C9H9N3O2
MW: 191.19
Storage: 2-8 degree Celsius
SMILES: NC1=C2C=NNC2=CC=C1C(=O)OC
Catalog No.: 192657
Purity: 95%
MF: C9H9N3O2
MW: 191.19
Storage: 2-8 degree Celsius
SMILES: NC1=C2C=NNC2=CC=C1C(=O)OC
methyl 4-amino-1H-indazole-5-carboxylate; CAS No.: 1784576-35-7; methyl 4-amino-1H-indazole-5-carboxylate. PROPERTIES: This amino-substituted indazole ester has molecular formula C9H9N3O2. It generally appears as a white crystalline powder. The methyl 4-amino-1H-indazole-5-carboxylate exhibits moderate solubility in common organic solvents like methanol and ethyl acetate but limited water solubility. Its melting point ranges between 155-158 C, and it has a molecular weight of approximately 195.19 g/mol. When handling, care should be taken to avoid skin contact and use of proper respiratory protection. Storage should be in a tightly sealed container at room temperature, protected from light and moisture. The compound is sensitive to strong acids and may hydrolyze to the corresponding carboxylic acid upon exposure to aqueous conditions. In case of spillage, absorb with inert material and dispose of in accordance with local regulations. APPLICATIONS: The methyl 4-amino-1H-indazole-5-carboxylate serves as a key intermediate in the synthesis of JAK kinase inhibitors for autoimmune diseases where the amino group provides essential hydrogen bonding interactions with kinase domains (as detailed in medicinal chemistry literature). The ester group allows for further functionalization through hydrolysis or transesterification reactions. Additionally, the compound functions as a building block in the preparation of fluorescent dyes for bioimaging applications with excitation maxima around 380 nm and emission maxima around 470 nm, as described in bioanalytical chemistry journals. The amino group can be further modified through acylation or sulfonamidation reactions to produce various derivatives for chemical research applications.
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