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Melphalan


Melphalan
Systematic (IUPAC) name
2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]- propanoic acid
Identifiers
CAS number	148-82-3
ATC code	L01AA03
PubChem	4053
DrugBank	APRD00118
Chemical data
Formula	C₁₃H₁₈Cl₂N₂O₂
Mol. mass	305.2 g/mol
Pharmacokinetic data
Bioavailability	25% to 89%
Metabolism	hydrolysis
Half life	1.5 ± 0.8 hours
Excretion	Renal, significantly metabolised
Therapeutic considerations
Pregnancy cat.	?
Legal status	℞ Prescription only
Routes	Oral, intravenous

Melphalan hydrochloride (trade name Alkeran) is a chemotherapy drug belonging to the class of nitrogen mustard alkylating agents. It is used primarily to treat multiple myeloma and ovarian cancer, and occasionally malignant melanoma. Otherwise known as L-Phenylalanine Mustard, or L-PAM, melphalan is a phenylalanine derivative of mechlorethamine. The agent was first investigated as a possible drug for use in melanoma. It did not work, but was found to be of use in myeloma.

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Administration

Oral or intravenous; dosing varies by purpose and route of administration as well as patient weight.

Side effects

Common side effects include:

Nausea and vomiting
Bone marrow suppression, including
- Decreased white blood cell count causing increased risk of infection
- Decreased platelet count causing increased risk of bleeding

Less common side effects include:

Severe allergic reactions
Scarring of lung tissue (usually only with prolonged use)
Hair loss
Rash
Itching

v • d • e Chemotherapeutic agents/Antineoplastic agents (L01)
Alkylating and alkylating-like agents	Nitrogen mustards: (Chlorambucil, Chlormethine, Cyclophosphamide, Ifosfamide, Melphalan). Nitrosoureas:(Carmustine, Fotemustine, Lomustine, Streptozocin). Platinum (alkylating-like): (Carboplatin, Cisplatin, Oxaliplatin, BBR3464). Busulfan, Dacarbazine, Procarbazine, Temozolomide, ThioTEPA, Uramustine
Antimetabolites	Folic acid: (Aminopterin, Methotrexate, Pemetrexed, Raltitrexed). Purine:(Cladribine, Clofarabine, Fludarabine, Mercaptopurine, Pentostatin, Thioguanine). Pyrimidine:(Capecitabine, Cytarabine, Fluorouracil, Floxuridine, Gemcitabine)
Spindle poison/mitotic inhibitor	Taxane: (Docetaxel, Paclitaxel). Vinca: (Vinblastine, Vincristine, Vindesine, Vinorelbine).
Cytotoxic/antitumor antibiotics	Anthracycline family: (Daunorubicin, Doxorubicin, Epirubicin, Idarubicin, Mitoxantrone, Valrubicin) - streptomyces (Actinomycin, Bleomycin, Mitomycin, Plicamycin) - Hydroxyurea
Topoisomerase inhibitors	Camptotheca: (Camptothecin, Topotecan, Irinotecan), Podophyllum:(Etoposide, Teniposide)
CI monoclonal antibodies	Receptor tyrosine kinase (Cetuximab, Panitumumab, Trastuzumab) - CD20 (Rituximab, Tositumomab) - other (Alemtuzumab, Bevacizumab, Gemtuzumab)
Photosensitizers	Aminolevulinic acid, Methyl aminolevulinate, Porfimer sodium, Verteporfin
Tyrosine kinase inhibitors	Dasatinib, Erlotinib, Gefitinib, Imatinib, Lapatinib, Nilotinib, Sorafenib, Sunitinib
Other	retinoids (Alitretinoin, Tretinoin) - Altretamine, Amsacrine, Anagrelide, Arsenic trioxide, Asparaginase (Pegaspargase), Bexarotene, Bortezomib, Denileukin diftitox, Estramustine, Ixabepilone, Masoprocol, Mitotane

Category: Chemotherapeutic agents

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Melphalan". A list of authors is available in Wikipedia.