5-[(3-Chlorophenyl)amino]benzo[c][2,6]naphthyridine-8-carboxylic acid | CAS No. 1009820-21-6

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

Basic Information

CAS Number

1009820-21-6

Molecular Formula

C19H12ClN3O2

Molecular Weight

349.78 g/mol

AD

Basic Physical Properties

Boiling Point

568.4°C at 760 mmHg

OC(=O)c1ccc2c(c1)nc(Nc3cccc(Cl)c3)c4ccncc42

InChI

InChI=1S/C19H12ClN3O2/c20-12-2-1-3-13(9-12)22-18-15-6-7-21-10-16(15)14-5-4-11(19(24)25)8-17(14)23-18/h1-10H,(H,22,23)(H,24,25)

InChIKey

MUOKSQABCJCOPU-UHFFFAOYSA-N

LogP

4.878200000000002

Topological Polar Surface Area

75.11 Ų

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

491

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral
H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H332 Harmful if inhaled
Acute toxicity, inhalation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

  • 5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid
  • 5-((3-Chlorophenyl)amino)benzo-[c][2,6]naphthyridine-8-carboxylic acid
  • 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-8-carboxylic acid
  • 5-[(3-chlorophenyl)amino]-Benzo[c]-2,6-naphthyridine-8-carboxylic acid
  • CX-4945
  • CX-4945 (CX 4945, CX4945, Silmitasertib)
  • CX-4945 (Silmitasertib)
  • CX-4945 Silmitasertib
  • CX-4945​
  • Silmitasertib
  • 5-(3-chloroanilino)benzo[c][2,6]naphthyridine-8-carboxylic acid
  • CX 4945
  • 5-[(3-Chlorophenyl)amino]benzo[c]-2,6-naphthyridine-8-carboxylic acid
  • CX-4945, CX4945
  • Silmitasertib(CX-4945)
  • 5-[(3-Chlorophenyl)amino]benzo[c]-2,6-naphthyridine-8-carboxylic acid CX-4945 (Silmitasertib)
  • CX4945
  • C6RWP0N0L2
  • 5-[(3-Chlorophenyl)amino]benzo[c][2,6]naphthyridine-8-Carboxylic Acid
  • 5-((3-Chl

MDL Number

MFCD13184796

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 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.

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

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.

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

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.

What precautions should be taken when handling 5-[(3-Chlorophenyl)amino]benzo[c][2,6]naphthyridine-8-carboxylic acid (CAS: 1009820-21-6)?

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.

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