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M2011

Sigma-Aldrich

Melphalan

powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C13H18Cl2N2O2
Número CAS:
148-82-3
Peso molecular:
305.20
Beilstein:
2816456
Número CE:
205-726-3
Número MDL:
MFCD00057717
Código UNSPSC:
12352207
ID de substância PubChem:
24278538
NACRES:
NA.32

forma

powder

Nível de qualidade

200

cor

white

cadeia de caracteres SMILES

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

chave InChI

SGDBTWWWUNNDEQ-LBPRGKRZSA-N

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Descrição geral

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

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palavra indicadora

Danger

Frases de perigo

H300,H317,H340,H350,H361

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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

Bis(2-chloroethyl)amine hydrochloride 98%

Sigma-Aldrich

B38503

Bis(2-chloroethyl)amine hydrochloride

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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