380449-51-4

380449-51-4 structure

Name: Melflufen
Chemical Name: ethyl (2S)-2-[[(2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-(4-fluorophenyl)propanoate
CAS Number: 380449-51-4
Molecular Formula: C₂₄H₃₀Cl₂FN₃O₃
Molecular Weight: 498.41800
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2017-02-05 08:33:48
Modify Date: 2024-01-06 18:08:10
Melflufen (Melphalan flufenamide), a dipeptide prodrug of Melphalan, is an alkylating agent. Melflufen shows antitumor activity against multiple myeloma (MM) cells and inhibits angiogenesis. Melflufen induces irreversible DNA damage and cytotoxicity in MM cells[1][2].

Name	ethyl (2S)-2-[[(2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-(4-fluorophenyl)propanoate
Synonyms	UNII-F70C5K4786 Melphalan flufenamide Melphalan flufenamide [INN] L-Phenylalanine,4-(bis(2-chloroethyl)amino)-l-phenylalanyl-4-fluoro-,ethyl ester Prodrug J 1 J 1 (prodrug) Ethyl (2S)-2-((2S)-2-amino-3-(4-(bis(2-chloroethyl)amino)phenyl)propanamido)-3-(4-fluorophenyl)propanoate Melflufen

Description	Melflufen (Melphalan flufenamide), a dipeptide prodrug of Melphalan, is an alkylating agent. Melflufen shows antitumor activity against multiple myeloma (MM) cells and inhibits angiogenesis. Melflufen induces irreversible DNA damage and cytotoxicity in MM cells[1][2].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker
In Vitro	Melflufen (Melphalan flufenamide) (0.5-10 μM; 24 hours) decreases viability of MM.1S, INA-6, RPMI-8226, MM.1R, Dox-40, ARP-1, and ANBL-6 cells in a concentration-dependent manner[1]. Melflufen induces apoptosis in MM.1S cells[1]. Cell Viability Assay Cell Line: Multiple myeloma cells: MM.1S, INA-6, RPMI-8226, MM.1R, Dox-40, ARP-1, ANBL-6 cells Concentration: 0.5, 1, 3, 5, 10 μM Incubation Time: 24 hours Result: A significant concentration-dependent decrease in viability of all cell lines was observed.
In Vivo	Melflufen (Melphalan flufenamide) (3 mg/kg; i.v.; twice-weekly for two weeks) shows anti-MM activity in xenograft mouse model[1]. Animal Model: CB-17 SCID mice (human plasmacytoma MM.1S xenograft mouse model)[1] Dosage: 3 mg/kg Administration: I.v.; twice-weekly for two weeks Result: Significantly inhibited MM tumor growth and prolonged survival of mice.
References	[1]. Chauhan D, et al. In vitro and in vivo antitumor activity of a novel alkylating agent, melphalan-flufenamide, against multiple myeloma cells. Clin Cancer Res. 2013;19(11):3019-3031. [2]. Ray A, et al. A novel alkylating agent Melflufen induces irreversible DNA damage and cytotoxicity in multiple myeloma cells. Br J Haematol. 2016;174(3):397-409.

Molecular Formula	C₂₄H₃₀Cl₂FN₃O₃
Molecular Weight	498.41800
Exact Mass	497.16500
PSA	88.15000
LogP	4.81070