A DNA alkylating agent
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Pro-drug Form(s)
45461Melflufen (hydrochloride)
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Melphalan

Item No. 16665

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[bis(2-chloroethyl)amino]-L-phenylalanine
CAS Number
148-82-3
Synonyms
  • Alanine Nitrogen Mustard
  • Alkeran
  • NSC 8806
  • NSC 241286
  • L-Phenylalanine Mustard
Molecular Formula
C13H18Cl2N2O2
Formula Weight
305.2
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlMethanol: 2 mg/ml
λmax
260, 302 nm
SMILES
OC([C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1)=O
InChi Code
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
InChi Key
SGDBTWWWUNNDEQ-LBPRGKRZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    50 mg

    $94

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    100 mg

    $169

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    250 mg

    $304

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    500 mg

    $468

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    Cayman Chemical
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    Product Description

    Melphalan is a phenylalanine derivative of mechlorethamine, belonging to the family of nitrogen mustard alkylating agents that are used for chemotherapy.1 It attaches an alkyl group to guanine bases in DNA at the 7-nitrogen of the imidazole ring, which leads to DNA interstrand and intrastrand crosslinks, cytotoxicity, and apoptosis.1 Melphalan can inhibit the growth of PC-3 prostate cancer cells with IC50 values of 0.074 or 0.77 μM for sequential dosing or single dosing, respectively.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vasquez, K.M. Targeting and processing of site-specific DNA interstrand crosslinks. Environ. Mol. Mutagen 51(6), 527-539 (2010).

    2. Mougenot, P., Bressolle, F., Culine, S., et al. In vitro cytotoxic effect of melphalan and pilot phase II study in hormone-refractory prostate cancer. Anticancer Res. 26(3B), 2197-2203 (2006).