Structure via PubChem · Public domain (PubChem)
melphalan
Sign in to saveAlso known as MLP673, Alkeran®, CB-3025, L-phenylalanine mustard (L-PAM), L-sarcolysine, melfalan, Sarcolysin®, Phenylalanine nitrogen mustard
Melphalan, sold under the brand name Alkeran among others, is a chemotherapy medication used to treat multiple myeloma; malignant lymphoma; lymphoblastic and myeloblastic leukemia; childhood neuroblastoma; ovarian cancer; mammary adenocarcinoma; and uveal melanoma. It is taken by mouth or by injection into a vein.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 462248349
- Drug.image
- Melphalan.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 240
- Drug.image2
- Melphalan ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Alkeran, Evomela, Hepzato, Ivra, Phelinun, others
- Drug.MedlinePlus
- a682220
- Drug.DailyMedID
- Melphalan
- Drug.routes_of_administration
- By mouth, intravenous, intra-arterial
- Drug.ATC_prefix
- L01
- Drug.ATC_suffix
- AA03
- Drug.legal_AU
- S4
- Drug.legal_US
- Rx-only
- Drug.legal_EU
- Rx-only
- Drug.bioavailability
- 25–89% (By mouth)
- Drug.metabolism
- Hydrolysis to inactive metabolites
via Wikipedia infobox
Chemical data
- Formula
- C13H18Cl2N2O2
- Molecular weight
- 305.2 g/mol
- IUPAC name
- (2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid
- SMILES
- C1=CC(=CC=C1C[C@@H](C(=O)O)N)N(CCCl)CCCl
- InChIKey
- SGDBTWWWUNNDEQ-LBPRGKRZSA-N
- XLogP
- -0.5
- Polar surface area
- 66.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
12,432 papers- Melphalan Flufenamide (Melflufen): First Approval.Drugs · 2021
- Melphalan: Recent insights on synthetic, analytical and medicinal aspects.European journal of medicinal chemistry · 2022
- Melphalan hydrochloride for the treatment of multiple myeloma.Expert opinion on pharmacotherapy · 2017
- Melphalan and its role in the management of patients with multiple myeloma.Expert review of anticancer therapy · 2007
- Melphalan.Report on carcinogens : carcinogen profiles · 2011
via PubMed
Wikidata facts
- Mass
- 304.074533
Show 5 more facts
- chemical formula
- C₁₃H₁₈Cl₂N₂O₂
- canonical SMILES
- C1=CC(=CC=C1CC(C(=O)O)N)N(CCCl)CCCl
- isomeric SMILES
- C1=CC(=CC=C1C[C@@H](C(=O)O)N)N(CCCl)CCCl
- World Health Organisation international non-proprietary name
- melphalan
- Commons category
- Melphalan
Sources (8)
via Wikidata · CC0
~7 min read
Article
9 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- Pharmacokinetics
- Mechanism of action
- Synthesis
- Society and culture
- Legal status
- References
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| pronounce = | tradename = Alkeran, Evomela, Hepzato, Ivra, Phelinun, others | Drugs.com = | MedlinePlus = a682220 | DailyMedID = Melphalan | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth, intravenous, intra-arterial | class = | ATC_prefix = L01 | ATC_suffix = AA03 | ATC_supplemental =