メルファラン

Also known as MLP673, Alkeran®, CB-3025, L-phenylalanine mustard (L-PAM), L-sarcolysine, melfalan, Sarcolysin®, Phenylalanine nitrogen mustard

抗悪性腫瘍剤

In the Vinony graph

Within Vinony's link graph, メルファラン is referenced by 325 other articles, and connects out to chemotherapy, intravenous infusion and defusion and mechlorethamine.

It sits within the topics Chloroethyl compounds, Drugboxes which contain changes to watched fields and Drugs with non-standard legal status.

Its subject is documented across 28 Wikipedia language editions.

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 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1964
Admin. routes: oral, parenteral
Indications: multiple myeloma, carcinoma, cutaneous melanoma, neoplasm

via ChEMBL · EBI

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
Has use: medication

Show 7 more facts

chemical formula: C₁₃H₁₈Cl₂N₂O₂
subject has role: carcinogen
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
legal status (medicine): boxed warning

Sources (8)

via Wikidata · CC0

Article · 日本語

メルファラン（英語: Melphalan、L-PAM）は、アルキル化剤に分類される抗悪性腫瘍剤（抗がん剤）。製造販売元は、グラクソ・スミスクラインで、商品名はアルケラン (Alkeran)。メルファランは、メクロレタミン（日本未発売）のフェニルアラニン誘導体であり、当初は黒色腫の治療薬として開発された。しかし、黒色腫に対しては十分な効果を示すことができなかった一方、骨髄腫において有用性が示され、骨髄腫治療薬として承認された。

Abstract from DBpedia / Wikipedia · CC BY-SA