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Methotrexate

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Identification
Molecular formula
C20H22N8O5
CAS number
59-05-2
IUPAC name
4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoic acid
State
State

At room temperature, methotrexate is a solid. It is stable under ordinary conditions but should be kept dry and away from light for prolonged storage.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.20
Boiling point (Celsius)
685.60
Boiling point (Kelvin)
958.80
General information
Molecular weight
454.43g/mol
Molar mass
454.4340g/mol
Density
1.0000g/cm3
Appearence

Methotrexate appears as a yellow to orange crystalline powder. It is typically provided in crystalline form for clinical and chemical uses.

Comment on solubility

Solubility of 4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoic acid

The solubility of a chemical compound can significantly affect its applications and behavior in various environments. In the case of 4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoic acid, considerations regarding its solubility include several key factors:

  • Polarity: The presence of multiple amino and carboxylic acid functional groups suggests that this compound exhibits polar characteristics, which can enhance its solubility in polar solvents like water.
  • Hydrogen Bonding: With its ability to form hydrogen bonds due to the -NH₂ and -COOH groups, the solubility in aqueous solutions may be further increased.
  • pH Dependence: The solubility of this acid may also depend on the pH of the solution, potentially increasing in basic conditions where the acid group can deprotonate.

However, due to the structural complexity of this compound, there could be variations in solubility based on concentration and temperature:

  1. In low concentrations, solubility is often higher due to reduced intermolecular interactions.
  2. Higher temperatures typically promote greater solubility in many compounds.

In summary, the solubility of 4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoic acid presents interesting characteristics that suggest good solubility potential, influenced heavily by its functional groups and the solution conditions. Understanding these factors is crucial for effectively utilizing this compound in various scientific applications.

Interesting facts

Interesting Facts about 4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoic acid

This fascinating compound—known for its structural complexity and biochemical significance—belongs to a category of organic compounds often used in pharmaceutical research and development. Below are some compelling insights regarding this intriguing molecule:

  • Biological Importance: This compound features a pteridine ring structure, which is pivotal in the metabolism of folate and nucleic acids in biological systems.
  • Pharmaceutical Applications: Analogues of this compound have shown activity against various diseases, particularly some cancers, through inhibition of specific enzyme pathways.
  • Structure-Activity Relationship: The structural components of this compound allow for a diverse range of modifications, leading to a broad spectrum of potential biological activities, which are of great interest in medicinal chemistry.
  • Interactions: Researchers are studying its interactions with target proteins to uncover mechanisms of action and potential therapeutic uses.
  • Research Significance: The complexity of its structure provides valuable insights into synthetic strategies, yielding information that can enhance the design of novel pharmaceuticals.

As you can see, 4-[(2-amino-4-oxo-1H-pteridin-6-yl)methyl-methyl-amino]benzoic acid represents a bridge between chemistry and biology, embodying the richness of structural chemistry while offering hope in therapeutic applications. As Nobel laureate Ahmed Zewail once said, "The true chemistry lies in the interactions and transformations." This compound is a testament to that ideology!