5-[(3-Chlorophenyl)amino]benzo[c][2,6]naphthyridine-8-carboxylic acid(CAS: 1009820-21-6)

5-[(3-Chlorophenyl)amino]benzo[c][2,6]naphthyridine-8-carboxylic acid is a crystalline solid with a molecular weight of approximately 396.02 g/mol. It has low solubility in water but is soluble in common organic solvents like DMSO and DMF. The compound shows moderate basicity and has a pKa of around 8.5. It is stable under normal conditions but can undergo hydrolysis under basic conditions. Reactivity is moderate and it is generally inert under standard laboratory conditions.

The compound can be synthesized via a multi-step process involving amide formation and condensation reactions. A typical method involves the coupling of 3-chloroaniline with 8-carboxybenzo[c][2,6]naphthyridine using a suitable coupling agent like HATU in the presence of a base such as DIPEA. The yield is around 75-80%, and the product can be purified by recrystallization from appropriate solvents.

This compound is primarily used in the pharmaceutical industry for its potential medicinal properties. It can serve as a lead compound for developing new drugs targeting various diseases. Additionally, it may find applications in the chemical industry as a reagent or intermediate in the synthesis of other compounds.

When handling 5-[(3-Chlorophenyl)amino]benzo[c][2,6]naphthyridine-8-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed information and emergency procedures.