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Indomethacin hydroxamic acid

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Identification
Molecular formula
C19H19ClN2O4
CAS number
35534-04-8
IUPAC name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]ethanehydroxamic acid
State
State

At room temperature, Indomethacin hydroxamic acid is a solid, generally found as a powder.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
605.15
Boiling point (Kelvin)
878.30
General information
Molecular weight
358.82g/mol
Molar mass
358.8000g/mol
Density
1.4296g/cm3
Appearence

Indomethacin hydroxamic acid typically appears as a white to off-white crystalline powder. It may vary slightly in appearance depending on purity and specific formulation.

Comment on solubility

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

The solubility of 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]ethanehydroxamic acid is an intriguing characteristic influenced by its complex structure. Here are some key aspects to consider:

  • Polarity: The presence of both hydrophilic (hydroxamic acid group) and hydrophobic (indole and chlorobenzoyl moieties) functional groups may lead to variable solubility in different solvents.
  • Solvent Interaction: This compound is likely to exhibit better solubility in polar organic solvents such as methanol and dimethyl sulfoxide (DMSO) due to the presence of hydroxamic acid functional groups.
  • Water Solubility: In general, solubility in water may be limited because of its hydrophobic regions, although the hydroxamic acid could permit some degree of interaction with water molecules.

It’s important to note that the solubility of this compound can be influenced by conditions such as:

  1. Temperature
  2. pH levels
  3. Concentration of the solvent

Overall, understanding the solubility of 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]ethanehydroxamic acid can provide essential insights for its application in various chemical and pharmaceutical contexts, making it a compound worthy of careful study.

Interesting facts

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

2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]ethanehydroxamic acid is a complex chemical compound that intrigues scientists due to its unique structure and potential applications. Here are some noteworthy aspects:

  • Versatile Applications: This compound has garnered attention in the field of medicinal chemistry, particularly for its potential role as a therapeutic agent. Researchers are exploring its efficacy in treating various diseases, showcasing the versatility of indole derivatives.
  • Indole Framework: The indole structure is prominent in many natural compounds and pharmacologically active molecules. The substitution patterns in this particular compound enhance its biological activity, making it a subject of intense study in drug development.
  • Chloro-substituent: The presence of a chlorobenzoyl group could contribute to the compound's unique interactions with biological targets, potentially increasing its lipid solubility and bioavailability.
  • Hydroxamic Acid Moiety: Hydroxamic acids are known for their role in chelating metal ions, which can be crucial in several biochemical processes. This property opens avenues for research in enzyme inhibition and target-specific therapies.

Quote from a Researcher: "Understanding the mechanisms of such compounds can lead us to breakthroughs in treating conditions that currently have limited therapeutic options."

This compound exemplifies the intricate world of organic chemistry, where slight modifications to molecular structures can lead to significant changes in properties and activities. The ongoing research into its capabilities continues to unravel possibilities in drug design and development.

Synonyms
Oxametacin
Oxametacine
27035-30-9
Oxamethacin
Indoxamic acid
Oxametacina
Oxametacinum
8G02RSW5CM
1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetohydroxamic acid
1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetohydroxamic acid
1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamide
CHEBI:76255
DTXSID70181517
1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-
1-(4-chlorobenzoyl)-methyl-5-methoxy-3-indolylacetohydroxamic acid
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-hydroxyacetamide
2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-hydroxyacetamide
RefChem:168817
DTXCID10104008
M01AB13
248-179-6
Oxametacin [INN]
Dinulcid; Flogar
CHEMBL295829
Flogar
Oxametacin (INN)
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-hydroxyacetamide
1-p-chlorobenzoyl-5-methoxy-2-methyl-3-indoacetohydroxamic acid
Acido indoxamico
Oxametacine [INN-French]
Oxametacinum [INN-Latin]
Acido indoxamico [Italian]
Oxametacina [INN-Spanish]
ABC 8/3
EINECS 248-179-6
UNII-8G02RSW5CM
BRN 0497721
1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamide;
OXAMETACINE [MI]
Acido 1-(p-clorobenzoil)-5-metossi-2-metil-3-indolilacetoidrossamico [Italian]
OXAMETACIN [MART.]
OXAMETACIN [WHO-DD]
SCHEMBL24552
5-22-05-00243 (Beilstein Handbook Reference)
orb1699735
SCHEMBL29378857
Acido 1-(p-clorobenzoil)-5-metossi-2-metil-3-indolilacetoidrossamico
BDBM50012893
AKOS040749103
DB13308
INDOLE-3-ACETOHYDROXAMIC ACID, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-
NS00028249
D07266
EN300-7519408
Q3887768
Z59182177
2-[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-hydroxy-acetamide
2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methylindol-3-yl}ethanehydroxamic acid
2-[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-hydroxy-acetamide(Indomethacin series)