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Mesalazine

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Identification
Molecular formula
C7H7NO3
CAS number
89-57-6
IUPAC name
5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid
State
State

At room temperature, Mesalazine is typically in a solid state.

Melting point (Celsius)
280.00
Melting point (Kelvin)
553.15
Boiling point (Celsius)
824.00
Boiling point (Kelvin)
1 097.15
General information
Molecular weight
153.14g/mol
Molar mass
153.1350g/mol
Density
2.2000g/cm3
Appearence

Mesalazine generally appears as an off-white to light brownish, crystalline powder.

Comment on solubility

Solubility of 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid (C7H7NO3)

The solubility of 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid can be assessed based on its molecular structure and functional groups present in the compound. Several factors contribute to its solubility characteristics:

  • Polar Functional Groups: The presence of hydroxyl (-OH) groups in the molecule often enhances solubility in polar solvents, particularly water. This indicates that 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid may have moderate to good solubility in aqueous solutions.
  • Acidic Nature: As a carboxylic acid, the compound can ionize in aqueous solutions, leading to increased solubility through the formation of ions. The ability to donate protons can significantly affect its aqueous behavior.
  • Hydrophobic Interactions: The presence of non-polar regions may reduce solubility in polar solvents. However, the balance between hydrophilic and hydrophobic segments often determines the overall solubility.
  • Solvent Compatibility: Besides water, solubility in other solvents like alcohols or organic solvents could vary. Typically, compounds with similar polarity and functional groups exhibit better solubility.

In summary, while one cannot definitively conclude solubility without experimental data, it is reasonable to expect that 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid demonstrates moderate solubility in polar solvents, particularly water, owing to its functional groups and ionic potential. Thorough experimentation will provide the most accurate insights into its solubility dynamics!

Interesting facts

Exploring 5-[(2,5-Dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid

5-[(2,5-Dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid, often referred to in shorter terms for convenience, is a fascinating compound in the realm of organic chemistry. Its unique structure not only plays a significant role in biological systems but also in pharmaceutical applications. Here are some interesting facts:

  • Structural Attributes: The compound features a benzoic acid core, which is functionalized with a methylamino group, making it an important derivative within the tyrosine family, a crucial amino acid in protein synthesis.
  • Biological Relevance: Due to its hydroxyl groups, this compound exhibits potential antioxidant properties. Antioxidants are critical in combatting oxidative stress, which is linked to numerous diseases.
  • Pharmaceutical Significance: Researchers are investigating the potential of this compound in drug development, particularly in targeting specific pathways related to inflammation and cellular stress responses.
  • Synthesis Routes: This compound can be synthesized through various chemical methods, allowing for modifications that could enhance its bioactivity or solubility.

Perspective from a Chemistry Student

From a student’s perspective, learning about compounds like 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid can be both challenging and rewarding. Its synthesis presents an excellent opportunity to appreciate reaction mechanisms and functional group transformations. Each step in the synthesis provides valuable insights into:

  • The importance of *pH control* in reactions involving carboxylic acids.
  • Understanding *stereochemistry*, especially when dealing with compounds that may exhibit chiral centers.
  • The relevance of *analytical techniques* such as NMR and HPLC in confirming the purity and structural integrity of synthesized compounds.

Overall, studying such compounds underscores the interconnected nature of chemistry, biology, and medicine, illustrating how chemical structures correlate with biological functions. It's a reminder that at the heart of every pharmaceutical success lies a complex interplay of molecular interactions.

Synonyms
lavendustin c
125697-93-0
5-((2,5-Dihydroxybenzyl)amino)-2-hydroxybenzoic acid
HDBA
5-(2,5-Dihydroxybenzylamino)-2-hydroxybenzoic acid
UNII-HJM06BIW5M
HJM06BIW5M
NSC 666251
C14H13NO5
5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxybenzoic acid
NSC-666251
2-Hydroxy-5-(2,5-dihydrobenzyl)aminobenzoic acid
Benzoic acid, 5-[[(2,5-dihydroxyphenyl)methyl]amino]-2-hydroxy-
CHEMBL319620
DTXSID60154856
NSC666251
5-[[(2,5-dihydroxyphenyl)methyl]amino]-2-hydroxy-benzoic acid
5-(N-2,5-DIHYDROXYBENZYL)AMINOSALICYLIC ACID
5-(((2,5-Dihydroxyphenyl)methyl)amino)-2-hydroxybenzoic acid
Benzoic acid, 5-(((2,5-dihydroxyphenyl)methyl)amino)-2-hydroxy-
5-(((2,5-dihydroxyphenyl)methyl)amino)-2-hydroxybenzoate
5-((2,5-dihydroxyphenyl)methylamino)-2-hydroxybenzoic acid
5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoate
5-[[(2,5-Dihydroxyphenyl)methyl]amino]-2-hydroxybenzoic acid
MFCD00153955
2-HYDROXY-5-(2,5-DIHYDROXYBENZYLAMINO)BENZOIC ACID
BiomolKI_000039
Lavendustin C (HDBA)?
BiomolKI2_000047
BMK1-E3
2-Hydroxy-5-(2,5-dihydrobenzyl) aminobenzoic acid
SCHEMBL1821516
DTXCID1077347
CHEBI:94752
Lavendustin C, >=97%, solid
GLXC-10653
BCP20731
BDBM50038199
HB0376
HSCI1_000196
AKOS027320372
CCG-100643
CS-W014573
HY-W013857
SB81966
SDCCGSBI-0654293.P001
NCGC00163380-01
AC-38082
DA-74915
NCI60_023006
TS-09000
N17044
5-(N-2'',5''-dihydroxybenzyl)aminosalicylic acid
5-((2,5-Dihydroxybenzyl)amino)-2-hydroxybenzoicacid
5-(2,5-Dihydroxy-benzylamino)-2-hydroxy-benzoic acid
BRD-K80725632-001-02-2
Q27166541
5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid
5-(2,5-dihydroxybenzylamino)-2-hydroxybenzoic acid; Lavendustin C