Melphalan | Solubility of Things

Identification

Molecular formula

C₁₃H₁₈Cl₂N₂O₂

CAS number

148-82-3

IUPAC name

2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid

State

At room temperature, melphalan is in a solid state. It is typically stable under standard conditions and does not readily dissolve in water, requiring specific solvents for dissolution when administered for medical use.

Melting point (Celsius)

182.00

Melting point (Kelvin)

455.20

Boiling point (Celsius)

290.40

Boiling point (Kelvin)

563.50

General information

Molecular weight

305.19g/mol

Molar mass

305.1940g/mol

Density

1.3090g/cm³

Appearence

Melphalan appears as a white to light yellow crystalline powder. It is often available in a lyophilized form for injection or as tablets for oral administration. The appearance of melphalan may vary slightly depending on the formulation and manufacturer but generally maintains a solid, crystalline structure in its pure form.

Comment on solubility

Solubility of 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid

The solubility of 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid, often referred to as a derivative of amino acids, can be influenced by various factors, reflecting its complex structure and functional groups.

Factors Affecting Solubility

Polarity: The presence of amino and carboxylic acid functional groups generally increases solubility in polar solvents like water.
Hydrophobic Interactions: The bis(2-chloroethyl) amino group introduces hydrophobic characteristics, which may hinder solubility in aqueous environments.
pH Levels: At varying pH levels, the ionization of the amino and carboxylic acid groups can significantly affect solubility, potentially increasing it in basic conditions.

In practice, the compound's solubility can be summarized as follows:

General Observations

In neutral to slightly acidic conditions, moderate solubility is expected due to ionizable groups.
In highly acidic or basic conditions, the compound may show enhanced solubility due to ionization.
Overall, solubility may be limited due to the bulky hydrophobic groups interfering with solvent interactions.

In conclusion, while 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid exhibits potential for solubility in polar solvents, its complex structure and hydrophobic substituents create unique challenges that can impact its overall solubility profile. Understanding these factors is essential for utilizing this compound effectively in various chemical applications.

Interesting facts

Interesting Facts about 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid

This fascinating compound, often referred to in the context of medicinal chemistry, showcases intricate relationships between structure and biological activity. Derived from amino acids, it features a bis(2-chloroethyl) amine group that implicates it in potential therapeutic applications.

Potential Therapeutic Uses

The presence of the bis(2-chloroethyl) motif is particularly notable, as it is a common structural component in several alkylating agents used in cancer treatments. Specifically, compounds with this structure are known for their ability to bind DNA, leading to cell death in rapidly dividing cells.

Stability and Reactivity

The compound's stability and reactivity can be influenced by several factors:

pH levels: The amino and carboxylic acid groups can ionize, impacting the overall charge and solubility.
Temperature: Changes can affect the kinetic stability and potential reaction pathways.

Designer Drug Concept

Chemists and pharmacologists are particularly interested in this compound for the design of targeted drugs. The careful modification of amino acid structures can lead to enhanced specificity for cancer cells while minimizing side effects on healthy tissues.

Quote to Remember

As noted by a leading researcher in medicinal chemistry, “The beauty of designing targeted therapies lies in our understanding of molecular intricacies, allowing us to create compounds that can precisely engage biological targets.” This statement captures the essence of why compounds like 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid are pivotal in ongoing research.

In summary, 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid serves as a compelling example of the intersection between chemical structure and biological function, embodying the challenges and triumphs of modern medicinal chemistry.

Synonyms

m-DL-Sarcolysin

m-DL-Sarcolysine

1088-79-5

rac-meta-Melphalan

MP 267

Metamelfalan, (+/-)-

8BA40E8GDC

ALANINE, 3-(m-(BIS(2-CHLOROETHYL)AMINO)PHENYL)-, DL-

DL-Phenylalanine, 3-(bis(2-chloroethyl)amino)-

NSC-27381

DL-Alanine, 3-(m-(bis(2-chloroethyl)amino)phenyl)-

DL-Phenylalanine, 3-[bis(2-chloroethyl)amino]-

3-[bis(2-chloroethyl)amino]phenylalanine

3-(BIS(2-CHLOROETHYL)AMINO)PHENYLALANINE

NSC 27381

DL-Alanine, 3-(m-[bis(2-chloroethyl)amino]phenyl)-

3-(Bis(2-chloroethyl)amino)-DL-phenylalanine

L-Phenylalanine,

3-(m-(Bis(2-chloroethyl)amino)phenyl)-DL-alanine

Phenylalanine,3-[Bis(2-Chloroethyl)Amino]-

UNII-8BA40E8GDC

NCIOpen2_008496

NCIOpen2_008580

CHEMBL461166

SCHEMBL2015272

DTXSID70862531

WLN: QVYZ1R CN2G2G -DL

NSC27381

NSC67781

NSC67782

DS-012237

NS00124618

m-(di-(2-chloro-ethyl)amino]-dl-phenylalanine

PHENYLALANINE, 3-(BIS(2-CHLOROETHYL)AMINO)-