Melphalan flufenamide

Base Information

Chemical Name:Melphalan flufenamide
CAS No.:380449-51-4
Molecular Formula:C24H30Cl2FN3O3
Molecular Weight:498.425
Hs Code.:
UNII:F70C5K4786
DSSTox Substance ID:DTXSID40191461
Wikipedia:Melphalan_flufenamide
Wikidata:Q27277739
NCI Thesaurus Code:C107680
ChEMBL ID:CHEMBL4303060
Mol file:380449-51-4.mol

Synonyms:melflufen;melphalan-flufenamide;pepaxto

Suppliers and Price of Melphalan flufenamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of Melphalan flufenamide

Chemical Property:

XLogP3:3.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:14
Exact Mass:497.1648254
Heavy Atom Count:33
Complexity:579

Purity/Quality:: ≥98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C(CC1=CC=C(C=C1)F)NC(=O)C(CC2=CC=C(C=C2)N(CCCl)CCCl)N
Isomeric SMILES:CCOC(=O)[C@H](CC1=CC=C(C=C1)F)NC(=O)[C@H](CC2=CC=C(C=C2)N(CCCl)CCCl)N
Recent ClinicalTrials:A Study of Melphalan Flufenamide (Melflufen)-Dex or Pomalidomide-dex for RRMM Patients Refractory to Lenalidomide
Recent EU Clinical Trials:Melphalan flufenamide (melflufen) and Dexamethasone re-induction in Daratumumab-refractory Multiple Myeloma as an Adjunct to Continued Daratumumab (MERMAID)

Technology Process of Melphalan flufenamide

There total 5 articles about Melphalan flufenamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: ethyl (2S)-2-[[(2S)-3-(4-aminophenyl)-2-(tert-butoxycarbonylamino)propanoyl]amino]-3-(4-fluorophenyl)propanoate

: 79-11-8
chloroacetic acid

: 380449-51-4
ethyl (2S)-2-[[(2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-(4-fluorophenyl)propanoate

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 5 - 25 ℃; for 3h; Inert atmosphere;

Reference yield:

: L-melphalanyl-4-fluoro-L-phenylalanine ethyl ester hydrochloride

: 380449-51-4
ethyl (2S)-2-[[(2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-(4-fluorophenyl)propanoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; water; Cooling with ice;

Reference yield:

: 33305-77-0
Boc-Phe(p-NO₂)-OH

: 380449-51-4
ethyl (2S)-2-[[(2S)-2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoyl]amino]-3-(4-fluorophenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetone; water / 18.5 h / 20 °C / Inert atmosphere

2: 5%-palladium/activated carbon; hydrogen / water; 2-methyltetrahydrofuran / 4 h / 36 °C / 750.08 Torr

3: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 5 - 25 °C / Inert atmosphere

With 4-methyl-morpholine; dimethylsulfide borane complex; 5%-palladium/activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 2-methyltetrahydrofuran; water; acetone;