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M2011

Sigma-Aldrich

Melphalan

powder

Sinonimo/i:

4-[Bis(2-chloroethyl)amino]-L-phenylalanine, L-PAM, L-Phenylalanine mustard

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About This Item

Formula empirica (notazione di Hill):
C13H18Cl2N2O2
Numero CAS:
148-82-3
Peso molecolare:
305.20
Beilstein:
2816456
Numero CE:
205-726-3
Numero MDL:
MFCD00057717
Codice UNSPSC:
12352207
ID PubChem:
24278538
NACRES:
NA.32

Forma fisica

powder

Livello qualitativo

200

Colore

white

Stringa SMILE

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
SGDBTWWWUNNDEQ-LBPRGKRZSA-N

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Descrizione generale

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

Applicazioni

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.

Azioni biochim/fisiol

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.

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H300,H317,H340,H350,H361

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Sigma-Aldrich

I4909

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Bis(2-chloroethyl)ammonium chloride for synthesis

Sigma-Aldrich

8.20159

Bis(2-chloroethyl)ammonium chloride

Busulfan analytical standard, for drug analysis

Supelco

B2635

Busulfan

Trioxsalen ≥98% (HPLC), powder

Sigma-Aldrich

T6137

Trioxsalen

USP

USP

1672257

Topotecan hydrochloride

Bis(2-chloroethyl)amine hydrochloride 98%

Sigma-Aldrich

B38503

Bis(2-chloroethyl)amine hydrochloride

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
Melphalan in the Treatment of Myelomatosis
Dorothy E. Speed
British Medical Journal, 1(5399), 1664-1669 (1964)
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)
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
Preclinical anti-myeloma activity of the novel HDAC-inhibitor JNJ-26481585.
Stuhmer T
British Journal of Haematology, 149(4), 529-536 (2010)
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