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Methotrexate

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Identification
Molecular formula
C20H22N8O5
CAS number
59-05-2
IUPAC name
2-[[4-[2-(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedioic acid
State
State

At room temperature, methotrexate is a solid and is commonly found in the form of crystalline powder. It is used mainly in its solid state in pharmaceutical formulations for medical treatments.

Melting point (Celsius)
195.00
Melting point (Kelvin)
468.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
454.45g/mol
Molar mass
454.4460g/mol
Density
1.2502g/cm3
Appearence

Methotrexate typically appears as a yellow to orange-brown crystalline powder. It may not have any significant odor and is sparingly soluble in water.

Comment on solubility

Solubility of 2-[[4-[2-(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedioic acid

The solubility of the compound 2-[[4-[2-(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedioic acid (C20H22N8O5) can be influenced by several factors, given its complex structure. 

Factors Affecting Solubility

  • Polarity: The presence of multiple functional groups in this compound introduces a degree of polarity, which generally enhances its solubility in polar solvents like water.
  • Hydrogen Bonding: The amine and carboxylic acid functionalities can engage in hydrogen bonding, which can further increase solubility by facilitating interactions with solvent molecules.
  • pH Sensitivity: The solubility may vary with changes in pH, especially due to the carboxylic acid group, which can exist in protonated or deprotonated forms depending on the environmental conditions.

In summary, while the structural intricacies of this compound might suggest good polar solvent solubility, precise solubility data may depend on specific conditions, including temperature and pH, making it essential to evaluate in situ for accurate determinations.

Interesting facts

Interesting Facts about 2-[[4-[2-(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedioic acid

This compound presents a fascinating intersection of organic chemistry and medicinal applications, particularly in the realm of pharmaceuticals. Here are some engaging details about this complex molecule:

  • Structural Complexity: The structure of this compound features a unique combination of a pentanedioic acid moiety and a pyrido[2,3-d]pyrimidine, showcasing the intricate nature of its arrangement. Such structural diversity often leads to diverse biological activities.
  • Potential Therapeutic Uses: Compounds that contain nitrogen heterocycles like pyrimidine are notable for their various pharmacological effects, including antiviral and anticancer properties. This specific structure may have potential uses in designing new drugs to target specific diseases.
  • Biological Importance: The presence of an amino group and a benzoyl unit suggests that this compound could play a role in key biological processes, including enzyme inhibition or receptor modulation, contributing to its significance in medicinal research.
  • Synthesis Challenges: The synthesis of such a molecule often requires multi-step organic syntheses, involving strategic planning to avoid excessive byproduct formation and to ensure high yields of the desired product.
  • Research Potential: With the continuous exploration of its unique properties, ongoing research into this compound could lead to novel therapeutic avenues and greater understanding of similar compounds in drug discovery.

In conclusion, 2-[[4-[2-(2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoyl]amino]pentanedioic acid stands as a testament to the intricacy of chemical structures and their potential utility in science and medicine. As researchers continue to explore such compounds, their contributions could significantly advance the field of pharmacology.