Systematic (IUPAC) name | |
---|---|
4-[bis(chloroethyl)amino]phenylalanine | |
Clinical data | |
Trade names | Alkeran |
AHFS/Drugs.com | monograph |
MedlinePlus | a682220 |
Pregnancy cat. | ? |
Legal status | ℞ Prescription only |
Routes | Oral, intravenous |
Pharmacokinetic data | |
Bioavailability | 25% to 89% |
Metabolism | hydrolysis |
Half-life | 1.5 ± 0.8 hours |
Excretion | Renal, significantly metabolised |
Identifiers | |
CAS number | 148-82-3 |
ATC code | L01AA03 |
PubChem | CID 4053 |
DrugBank | APRD00118 |
ChemSpider | 405297 |
UNII | Q41OR9510P |
KEGG | D00369 |
ChEBI | CHEBI:28876 |
ChEMBL | CHEMBL852 |
Synonyms | 2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]-propanoic acid |
Chemical data | |
Formula | C13H18Cl2N2O2 |
Mol. mass | 305.2 g/mol |
SMILES | eMolecules & PubChem |
|
|
(verify) |
(what is this?)
Melphalan hydrochloride (trade name Alkeran) is a chemotherapy drug belonging to the class of nitrogen mustard alkylating agents.
An alkylating agent adds an alkyl group (CnH2n+1) to DNA. It attaches the alkyl group to the guanine base of DNA, at the number 7 nitrogen atom of the imidazole ring.
Otherwise known as L-Phenylalanine Mustard, or L-PAM, melphalan is a phenylalanine derivative of mechlorethamine.
Contents |
It is used to treat multiple myeloma[1] and ovarian cancer, and occasionally malignant melanoma.
The agent was first investigated as a possible drug for use in melanoma. It was not found to be effective, but has been found to be effective in the treatment of myeloma.
Oral or intravenous; dosing varies by purpose and route of administration as well as patient weight.
Melphalan Prescribing Information: Alkeran[2]
Melphalan Patient Information: MedlinePlus[3]
Melphalan Material Safety Data Sheet (MSDS): Sequoia Research Products[4]
Common side effects include:
Less common side effects include: