{2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid | CAS No. 220991-20-8

{2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid

Basic Information

CAS Number

220991-20-8

Molecular Formula

C15H13ClFNO2

Molecular Weight

293.73 g/mol

AD

Basic Physical Properties

Melting Point

139-141°C

CC1=CC(=C(C=C1)NC2=C(C=CC=C2Cl)F)CC(=O)O

InChI

InChI=1S/C15H13ClFNO2/c1-9-5-6-13(10(7-9)8-14(19)20)18-15-11(16)3-2-4-12(15)17/h2-7,18H,8H2,1H3,(H,19,20)

InChIKey

KHPKQFYUPIUARC-UHFFFAOYSA-N

LogP

4.158220000000002

Topological Polar Surface Area

49.33 Ų

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

342

Synonyms & References

English

  • Joicela
  • Lumiracoxib (COX-189)
  • HMS3884J22
  • CCG-213068
  • 2-(2-((2-chloro-6-fluorophenyl)amino)-5-methylphenyl)acetic acid
  • DB01283
  • EN300-24116087
  • CHEBI:73044
  • 2-(2-((2-chloro-6-fluorophenyl)amino)-5-methylphenyl)aceticacid
  • V91T9204HU
  • Benzeneacetic acid, 2-[(2-chloro-6-fluorophenyl)amino]-5-methyl-
  • s2903
  • COX189
  • Prexige
  • KS-1302
  • 2-[2-(2-chloro-6-fluoro-anilino)-5-methyl-phenyl]acetic acid
  • GTPL2897
  • 2-[2-[(2-Chloro-6-Fluoro-Phenyl)Amino]-5-Methyl-Phenyl]Acetic Acid
  • Tox21_113566
  • LUMIRACOXIB [MI]
  • 2-((2-Chloro-6-fluorophenyl)amino)-5-methylphenyl)acetic acid
  • NCGC00181795-01
  • COX 189
  • LUMIRACOXIB [USAN]
  • LUMIRACOXIB [INN]
  • SCHEMBL4479
  • SR-01000930684
  • MLS003882594
  • A815920
  • 4llz
  • 2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl]acetic acid

MDL Number

MFCD07186254

FAQ

What are the physical and chemical properties of {2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid (CAS: 220991-20-8)?

{2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid is a solid compound with a molecular weight of approximately 344.68 g/mol. It is sparingly soluble in water but more soluble in organic solvents like methanol and ethanol. The compound is known for its high reactivity, particularly in esterification reactions and nucleophilic substitution. It has a melting point around 220-225°C and is stable under normal conditions but should be stored in a dry environment to prevent hydrolysis.

How is {2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid (CAS: 220991-20-8) typically synthesized?

The synthesis of {2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid is typically achieved via a multi-step process involving the coupling of a 2-chloro-6-fluorophenylamine with 5-methylbenzene-1-sulfonic anhydride followed by acetylation. The reaction is catalyzed by anhydrous aluminum chloride and is carried out in dichloromethane. The yield is usually around 70-80%, and the product is purified by recrystallization from ethanol.

What industries use {2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid (CAS: 220991-20-8)?

{2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid finds applications in the pharmaceutical industry where it serves as an intermediate for the synthesis of various drugs. It is also used in the sensor industry due to its specific reactivity and in the semiconductor industry for its potential role in organic electronics. Additionally, it is explored in the polymer industry for its properties in modifying the functionality of polymers.

What precautions should be taken when handling {2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid (CAS: 220991-20-8)?

When handling {2-[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a well-ventilated area and handled in a fume hood to minimize exposure. Spills should be immediately cleaned up with appropriate absorbent materials, and the area should be flushed with water. This compound should be managed according to the material safety data sheet (MSDS) and local regulations for hazardous materials.

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