CAS 531-76-0

4-[Bis(2-chloroethyl)amino]phenylalanine

Description:

4-[Bis(2-chloroethyl)amino]phenylalanine, also known by its CAS number 531-76-0, is a synthetic amino acid derivative that features a phenylalanine backbone modified with a bis(2-chloroethyl)amino group. This compound is characterized by its dual functionality, combining the properties of an amino acid with those of a chloroethylamine, which is known for its reactivity and potential as an alkylating agent. The presence of the chloroethyl groups allows for interactions with nucleophiles, making it of interest in medicinal chemistry, particularly in the development of anticancer agents. The compound is typically solid at room temperature and may exhibit solubility in polar solvents. Its structure contributes to its biological activity, and it may be involved in various biochemical pathways. Safety considerations are essential when handling this compound due to its potential toxicity and reactivity. Overall, 4-[Bis(2-chloroethyl)amino]phenylalanine serves as a significant example of how modifications to amino acids can lead to novel therapeutic agents.

Formula: C₁₃H₁₈Cl₂N₂O₂

InChI: InChI=1/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19)

InChI key: InChIKey=SGDBTWWWUNNDEQ-UHFFFAOYSA-N

SMILES: N(CCCl)(CCCl)C1=CC=C(CC(C(O)=O)N)C=C1

Synonyms:

• 2-Amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
• 2-Amino-3-[4-[bis-(2-chloro-ethyl)-amino]-phenyl]-propionic acid
• 3-(4-bis(2-chloroethyl)aminophenyl)-DL-alanine
• 4-[Bis(2-chloroethyl)amino]phenylalanine
• <span class="text-smallcaps">DL</span>-Phenylalanine mustard
• <span class="text-smallcaps">DL</span>-Phenylalanine, 4-[bis(2-chloroethyl)amino]-
• <span class="text-smallcaps">DL</span>-Sarcolysin
• <span class="text-smallcaps">DL</span>-Sarcolysine
• Alanine, 3-[p-[bis(2-chloroethyl)amino]phenyl]-, <span class="text-smallcaps">DL</span>-
• Merphalan
• Phenylalanine, 4-[bis(2-chloroethyl)amino]-
• DL-Phenylalanine, 4-[bis(2-chloroethyl)amino]-
• DL-Sarcolysine
• Alanine, 3-[p-[bis(2-chloroethyl)amino]phenyl]-, DL-
• DL-Phenylalanine mustard
• rac-Melphalan-d8
• Merfalan
• NCI-CO4944
• Sarcolysinum
• MARPHALAN
• DL-Sarcolysin
• Alanine, 3-[p-[bis(2-chloroethyl)amino]phenyl]-, DL- (8CI)
• 2-azanyl-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid

2-Amino-3-(4-(bis(2-chloroethyl)amino)phenyl)propanoic acid

CAS: 531-76-0

Formula: C₁₃H₁₈Cl₂N₂O₂

Molecular weight: 305.2002

Ref: IN-DA00DILP

rac-Melphalan-d8

CAS: 531-76-0

Formula: C₁₃H₁₀D₈Cl₂N₂O₂

Color and Shape: White To Off-White Solid

Molecular weight: 313.25

Ref: 4Z-M-853

2-Amino-3-(4-(bis(2-chloroethyl)amino)phenyl)propanoic acid

CAS: 531-76-0

2-Amino-3-(4-(bis(2-chloroethyl)amino)phenyl)propanoic acid (melphalan) is a drug used in cancer chemotherapy. It is a chemical that belongs to the group of alkylating agents and inhibits DNA synthesis by binding to the amino groups of nucleic acids. Melphalan has been shown to be effective against solid tumours, such as squamous carcinoma, but not against leukemia. Melphalan also has many side effects, including cardiac effects, which are due to its ability to inhibit iron homeostasis and lead to cardiotoxicity.

Formula: C₁₃H₁₈Cl₂N₂O₂

Purity: Min. 95%

Molecular weight: 305.2 g/mol

Ref: 3D-AAA53176