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M2011

Sigma-Aldrich

Melphalan

powder

Synonym(e):

4-[Bis-(2-chlorethyl)-amino]-L-phenylalanin, L-PAM, L-Phenylalanin-Mustard

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About This Item

Empirische Formel (Hill-System):
C13H18Cl2N2O2
CAS-Nummer:
148-82-3
Molekulargewicht:
305.20
Beilstein:
2816456
EG-Nummer:
205-726-3
MDL-Nummer:
MFCD00057717
UNSPSC-Code:
12352207
PubChem Substanz-ID:
24278538
NACRES:
NA.32

Form

powder

Qualitätsniveau

200

Farbe

white

SMILES String

N[C@@H](Cc1ccc(cc1)N(CCCl)CCCl)C(O)=O

InChI

1S/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)/t12-/m0/s1

InChIKey

SGDBTWWWUNNDEQ-LBPRGKRZSA-N

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Allgemeine Beschreibung

Melphalan also known as L-phenylalanine mustard is an alkylating agent. It belongs to the class of nitrogen mustards, which act as chemotherapeutic agents.

Anwendung

Melphalan has been used as a drug along with HDAC-inhibitor JNJ-26481585 to treat multiple myeloma (MM) in cell lines and as a chemotherapeutic agent for breast cancer cell line.

Biochem./physiol. Wirkung

In rat, melphalan in isolated lung perfusion (ILP) functions as a potent therapeutics for sarcomatous pulmonary metastases. It forms DNA intrastrand crosslinks by bifunctional alkylation in 5′-GGC sequences. Melphalan acts as a bone-marrow depressant and is implicated in the treatment of multiple myeloma and ovarian cancer.
Melphalan is an antineoplastic agent.

Piktogramme

Skull and crossbonesHealth hazard
GHS06,GHS08

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 2 Oral - Carc. 1A - Muta. 1B - Repr. 2 - Skin Sens. 1

Lagerklassenschlüssel

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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Sigma-Aldrich

Sigma-Aldrich

SML1252

Treosulfan

Ifosfamid ≥98%

Sigma-Aldrich

I4909

Ifosfamid

Bis(2-chloroethyl)ammonium chloride for synthesis

Sigma-Aldrich

8.20159

Bis(2-chloroethyl)ammonium chloride

1,4-Butandiol-dimethansulfonat analytical standard, for drug analysis

Supelco

B2635

1,4-Butandiol-dimethansulfonat

Trioxsalen ≥98% (HPLC), powder

Sigma-Aldrich

T6137

Trioxsalen

USP

USP

1672257

Topotecan -hydrochlorid

Bis-(2-chlorethyl)-amin -hydrochlorid 98%

Sigma-Aldrich

B38503

Bis-(2-chlorethyl)-amin -hydrochlorid

Use of the comet assay technique for quick and reliable prediction of in vitro response to chemotherapeutics in breast and colon cancer
Apostolou P
Journal of biological research (Thessalonike?, Greece), 21(1)14 (2014)
Melphalan in the Treatment of Myelomatosis
Dorothy E. Speed
British Medical Journal, 1(5399), 1664-1669 (1964)
S Nawata et al.
The Journal of thoracic and cardiovascular surgery, 112(6), 1542-1547 (1996-12-01)
Isolated lung perfusion allows the delivery of high-dose chemotherapy to the perfused lung and is an efficacious modality in the treatment of pulmonary metastases in the rat. Melphalan activity in this model was investigated. TOXICITY STUDY: Maximum tolerated dose of
Patrizia Falco et al.
Expert review of anticancer therapy, 7(7), 945-957 (2007-07-14)
Melphalan is an alkylating agent approved for the treatment of multiple myeloma and ovarian cancer. The combination of oral melphalan and prednisone was first introduced in the 1960s and remains the standard therapy for elderly multiple myeloma patients. High-dose melphalan
Marc G Stevenson et al.
Journal of surgical oncology, 117(7), 1447-1454 (2018-02-28)
This feasibility study presents the results of a new intensive treatment regimen for locally advanced extremity soft tissue sarcomas (ESTS), consisting of hyperthermic isolated limb perfusion (HILP), preoperative external beam radiotherapy (EBRT), and surgical resection. From 2011 to 2016, 11
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