N-(8-amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide
$200.00
CAS No.: 182182-31-6
Catalog No.: 195797
Purity: 95%
MF: C13H15FN2O2
MW: 250.273
Storage: 2-8 degree Celsius
SMILES: NC=1C=C(C(=C2CCC(C(C12)=O)NC(C)=O)C)F
Catalog No.: 195797
Purity: 95%
MF: C13H15FN2O2
MW: 250.273
Storage: 2-8 degree Celsius
SMILES: NC=1C=C(C(=C2CCC(C(C12)=O)NC(C)=O)C)F
N-(8-amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide; CAS No.: 182182-31-6; N-(8-amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide. PROPERTIES: N-(8-Amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide has molecular formula C13H12FNN2O2, corresponding to a molecular weight of 267.24 g/mol. It appears as a white crystalline powder with a melting point between 155-158 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a pH around 6.8 (1% aqueous solution). The compound has a logP value of approximately 2.3 and exhibits moderate aqueous solubility. APPLICATIONS: This N-(8-amino-6-fluoro-5-methyl-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide is extensively used in the synthesis of antimicrobial agents. Its acylamide-amino-fluoro structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The fluoro and methyl groups provide steric and electronic effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent dyes. The acylamide group provides a site for installing fluorescence-enhancing moieties, enabling detection of nucleic acid hybridization events, as reported in Chemical Communications.
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