A prodrug form of the DNA alkylating agent melphalan
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Active Metabolite(s)
16665Melphalan
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Melflufen (hydrochloride)

Item No. 45461

Technical Information
Formal Name
4-[bis(2-chloroethyl)amino]-L-phenylalanyl-4-fluoro-L-phenylalanine, ethyl ester, monohydrochloride
CAS Number
380449-54-7
Synonyms
  • J1
  • Melphalan Flufenamide
Molecular Formula
C24H30Cl2FN3O3 • HCl
Formula Weight
Purity
≥98%
A solid
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
N[C@@H](CC1=CC=C(N(CCCl)CCCl)C=C1)C(N[C@@H](CC2=CC=C(F)C=C2)C(OCC)=O)=O.Cl
InChi Code
InChI=1S/C24H30Cl2FN3O3.ClH/c1-2-33-24(32)22(16-18-3-7-19(27)8-4-18)29-23(31)21(28)15-17-5-9-20(10-6-17)30(13-11-25)14-12-26;/h3-10,21-22H,2,11-16,28H2,1H3,(H,29,31);1H/t21-,22-;/m0./s1
InChi Key
ZCMWSKHHXLCVHI-VROPFNGYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Melflufen is a prodrug form of the DNA alkylating agent melphalan (Item No. 16665).1,2 Melflufen induces apoptosis and inhibits growth in MM.1R, RPMI-8226, and melphalan-resistant RPMI-8226/LR5 multiple myeloma cells in a concentration-dependent manner.1 It induces DNA damage and inhibits VEGF-induced migration of MM.1S multiple myeloma cells and angiogenesis in human umbilical vascular endothelial cells (HUVECs). Melflufen reduces proliferation and induces cell cycle arrest at the G2/M phase in KM-H2 and SU-DHL-10 lymphoma cells (IC50s = 0.22 and 0.77 µM, respectively).2 In vivo, Melflufen reduces tumor growth and increases survival in DoHH2 lymphoma and MM.1S mouse xenograft models.1,2 Formulations containing melflufen have been used in the treatment of refractory multiple myeloma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chauhan, D., Ray, A., Viktorsson, K., et alIn vitro and in vivo antitumor activity of a novel alkylating agent, melphalan-flufenamide, against multiple myeloma cells. Clin. Cancer Res. 19(11), 3019-3031 (2013).

    2. Delforoush, M., Strese, S., Wickström, M., et alIn vitro and in vivo activity of melflufen (J1) in lymphoma. BMC Cancer 16, 263 (2016).