Melphalan

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Cat.No. 4619 - Melphalan | C13H18Cl2N2O2 | CAS No. 148-82-3
Description: DNA alkylating agent; cytotoxic and antineoplastic
Chemical Name: 4-[Bis(2-Chloroethyl)amino]-L-phenylalanine
Purity: ≥95% (HPLC)
Datasheet
Citations
Reviews
Literature
Pathways

Biological Activity

DNA alkylating agent; induces cytotoxicity through the formation of stable interstrand and intrastrand crosslinks within DNA. Inhibits growth of PC-3 cells (IC50 values are 0.074 and 0.77 μg/ml for sequential dosing and single dosing respectively).

Technical Data

M. Wt 305.2
Formula C13H18Cl2N2O2
Storage Store at RT
Purity ≥95% (HPLC)
CAS Number 148-82-3
PubChem ID 460612
InChI Key SGDBTWWWUNNDEQ-LBPRGKRZSA-N
Smiles ClCCN(CCCl)C1=CC=C(C[C@H](N)C(O)=O)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
1eq. HCl 6.1 20
DMSO 6.1 20

Preparing Stock Solutions

The following data is based on the product molecular weight 305.2. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 16.38 mL 81.91 mL 163.83 mL
1 mM 3.28 mL 16.38 mL 32.77 mL
2 mM 1.64 mL 8.19 mL 16.38 mL
10 mM 0.33 mL 1.64 mL 3.28 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Blumberg et al (1965) An alkylating agent for multiple myeloma: melphalan. JAMA. 191 547 PMID: 14239026

Merck Index 12 5872

Bauer and Povirk (1997) Specificity and kinetics of interstrand and intrastrand bifunctional alkylation by nitrogen mustards at a G-G-C sequence. Nucleic Acids Res. 25 1211 PMID: 9092631

Mougenot et al (2006) In vitro cytotoxic effect of melphalan and pilot phase II study in hormone-refractory prostate cancer. Anticancer Res. 26 2197 PMID: 16821586


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Keywords: Melphalan, Melphalan supplier, antineoplastics, alkylating, DNA, agents, chemotherapeutics, cytotoxic, crosslinks, Other, Apoptosis, 4619, Tocris Bioscience

⚠ WARNING: This product can expose you to chemicals including Melphalan, which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov

Citations for Melphalan

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Literature in this Area

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Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Programmed Cell Death

Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Pathways for Melphalan

Apoptosis

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.