Basic Information
ID DDInter1145
Drug Type small molecule
Molecular Formula C24H30Cl2FN3O3
Molecular Weight 498.420
CAS Number 380449-51-4
Description Melphalan flufenamide, also known as melflufen or J1, is a prodrug of [melphalan].[A230123,L32173] Melphalan flufenamide is more readily uptaken by cells than melphalan, and is cleaved to the active metabolite by aminopeptidases.[A230123] _In vitro_ models show that melphalan is 10 to hundreds of times more potent than melphalan.[A230123] The increased potency makes melphalan flufenamide a treatment option for patients with relapsed or refractory multiple myeloma who have attempted at least 4 lines of therapy already.[A230143,L32173] Melphalan flufenamide was granted FDA approval on 26 February 2021.[L32173]. It has since been withdrawn from the market in the wake of the phase 3 OCEAN trial which showed a decrease in overall survival in comparison to standard treatment with [pomalidomide] and [dexamethasone] despite superior progression-free survival.[L39085, L39090]
ATC Classification L01AA10
IUPAC Name ethyl (2S)-2-[(2S)-2-amino-3-{4-[bis(2-chloroethyl)amino]phenyl}propanamido]-3-(4-fluorophenyl)propanoate
InChI YQZNKYXGZSVEHI-VXKWHMMOSA-N
Canonical SMILES CCOC(=O)[C@H](CC1=CC=C(F)C=C1)NC(=O)[C@@H](N)CC1=CC=C(C=C1)N(CCCl)CCCl
Useful Links DrugBank ChemSpider Wikipedia ChEMBL
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