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Indomethacin

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Identification
Molecular formula
C19H16ClNO4
CAS number
53-86-1
IUPAC name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-1-morpholino-ethanone
State
State

At room temperature, Indomethacin is typically in a solid state. It is usually found as a crystalline powder that is stable under normal conditions.

Melting point (Celsius)
151.00
Melting point (Kelvin)
424.15
Boiling point (Celsius)
553.70
Boiling point (Kelvin)
826.85
General information
Molecular weight
357.79g/mol
Molar mass
357.7890g/mol
Density
1.3770g/cm3
Appearence

Indomethacin appears as an off-white to pale yellow crystalline powder. It is odorless or may have a slight odor. The compound tends to gradually darken upon exposure to light.

Comment on solubility

Solubility of 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-1-morpholino-ethanone

The compound 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-1-morpholino-ethanone, with the chemical formula C19H16ClNO4, presents specific solubility characteristics that are crucial for its applications. Generally, its solubility can be influenced by factors such as:

  • Polarity: The presence of polar functional groups, such as the carbonyl and ether groups, often enhances solubility in polar solvents.
  • Hydrogen Bonding: Interaction with solvents that can form hydrogen bonds may increase solubility.
  • Solvent Choice: This compound may be more soluble in organic solvents like dimethyl sulfoxide (DMSO) or acetonitrile than in water due to the hydrophobic indole structure.

In practical terms, this means that:

  • It is likely to have limited solubility in aqueous environments, which could affect its bioavailability.
  • For laboratory uses, organic solvents are recommended for efficient dissolution and manipulation.
  • Temperature may also play a role, as increased temperatures can often lead to enhanced solubility for many compounds.

Overall, understanding the solubility properties of this compound is vital for its effective utilization in various chemical and biological processes.

Interesting facts

Interesting Facts about 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-1-morpholino-ethanone

This intriguing compound, characterized by its complex structure, has drawn significant interest in the fields of medicinal chemistry and pharmacology. It belongs to the family of indole derivatives, which are known for their diverse biological activities.

Biological Significance

Indole derivatives, such as this compound, are often associated with a variety of therapeutic effects, including:

  • Anticancer Activity: Many compounds featuring indole scaffolds have shown potential as anticancer agents.
  • Antidepressant Effects: Certain indoles are recognized for their impact on serotonin receptors, influencing mood regulation.
  • Anti-inflammatory Properties: Indole derivatives can also exhibit anti-inflammatory effects, making them valuable in pain management.

Synthetic Versatility

The synthesis of this compound showcases the intricate techniques used in modern organic chemistry. Some points of interest in its synthesis include:

  • Multistep Synthesis: The formation of this compound necessitates multiple steps that may involve various functional group transformations.
  • Use of Multi-Component Reactions: These reactions can streamline the synthesis process, allowing for higher efficiency while maintaining structural complexity.

Research Applications

Due to its unique properties, this compound has become a focal point in various scientific studies. Researchers are investigating its potential applications in:

  • Drug Development: Exploring its efficacy and safety profiles as a potential new drug candidate.
  • Mechanistic Studies: Investigating how it interacts with biological systems on a molecular level.

In summary, the compound 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-1-morpholino-ethanone stands as a prime example of how complex chemical structures hold promise for significant advancements in pharmacology. As research continues, its full therapeutic potential may soon be unveiled.

Synonyms
2854-32-2
BML-190
2-(1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-1-morpholinoethanone
Indomethacin morpholinylamide
IMMA
Ethanone, 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(4-morpholinyl)-
CHEMBL72631
BML 190
2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-1-morpholinoethan-1-one
SR-01000075946
Indomethacin morpholinamide
C23H23ClN2O4
Bio2_000763
MFCD01317813
Tocris-1383
Lopac-I-151
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-1-morpholin-4-ylethanone
CBiol_001726
Lopac0_000685
BSPBio_001563
KBioGR_000283
KBioSS_000283
BML2-C04
SCHEMBL8314320
CHEBI:93649
KBio2_000283
KBio2_002851
KBio2_005419
KBio3_000565
KBio3_000566
BJSDNVVWJYDOLK-UHFFFAOYSA-N
BCPP000330
Bio1_000012
Bio1_000501
Bio1_000990
Bio2_000283
HMS1361O05
HMS1791O05
HMS1989O05
HMS3267D16
HMS3402O05
HMS3412K16
HMS3649M07
HMS3651P17
HMS3676K16
BCP02700
BML-190?
CAA85432
Indomethacin morpholinylamide, solid
BDBM50090806
s2854
AKOS001233928
BCP9000422
CCG-204770
CS-0853
SB19547
IDI1_034033
NCGC00015540-01
NCGC00015540-02
NCGC00015540-03
NCGC00015540-04
NCGC00015540-05
NCGC00015540-06
NCGC00025136-01
NCGC00025136-02
NCGC00025136-03
NCGC00025136-04
NCGC00025136-05
AC-32777
BS-16362
HY-15420
SY046843
DB-354629
EU-0100685
I-151
NS00017989
SW219196-1
EN300-18118631
Q4835975
SR-01000075946-1
SR-01000075946-3
SR-01000075946-5
BRD-K94379058-001-02-7
BRD-K94379058-001-03-5
BRD-K94379058-001-05-0
BRD-K94379058-001-06-8
Z28251597
2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl]-1-morpholinoethanone
2-[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-morpholin-4-yl-ethanone
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-1-(morpholin-4-yl)ethan-1-one
2-[1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYLINDOL-3-YL]-1-(MORPHOLIN-4-YL)ETHANONE
2-[1-[(4-chlorophenyl)-oxomethyl]-5-methoxy-2-methyl-3-indolyl]-1-(4-morpholinyl)ethanone