Z-Phe-DL-Ala-fluoromethylketone

Base Information

• Chemical Name: Z-Phe-DL-Ala-fluoromethylketone
• CAS No.: 197855-65-5
• Molecular Formula: C₂₁H₂₃FN₂O₄
• Molecular Weight: 386.423
• Hs Code.: 29145090
• UNII: 34O3P3306Z
• DSSTox Substance ID: DTXSID701336087
• Nikkaji Number: J510.992B
• Wikipedia: Z-FA-FMK
• Wikidata: Q27256374
• ChEMBL ID: CHEMBL54797
• Mol file: 197855-65-5.mol

Synonyms:benzyloxycarbonyl-Phe-Ala-fluormethylketone;benzyloxycarbonylphenylalanyl-alanine fluoromethyl ketone;carbobenzoxy-L-phenylalanyl-(D,L)-alanyl fluoromethyl ketone;MDL 201053;MDL 201053, (R-(R*,S*))-isomer;MDL 201053, (S-(R*,R*))-isomer;MDL 201117;MDL-201053;MDL-201117;Z-FA-FMK;Z-Phe-Ala-CH2F;Z-Phe-Ala-FMK;Z-Phe-AlaCH2F;ZFA-fmk

Chemical Property of Z-Phe-DL-Ala-fluoromethylketone

Chemical Property:

• Boiling Point: 630.5±55.0 °C(Predicted)
• PKA: 11.07±0.46(Predicted)
• PSA: 84.50000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 3.34920
• Storage Temp.: -15°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 386.16418538
• Heavy Atom Count: 28
• Complexity: 517

Purity/Quality:

98%Min ^*data from raw suppliers

Z-FA-FMK ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)CF)NC(=O)C(CC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C(=O)CF)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2
• Description: Z-FA-FMK is an irreversible inhibitor of cysteine proteases, including cathepsins B, L, and S, cruzain, and papain. It also inhibits effector caspases-2, -3, -6, and -7 (IC50 = 6-32 μM) without affecting the initiator caspases-8 and -10. Z-FA-FMK also modulates infection by certain bacteria, parasites, and viruses. It can be used both in cells and in vivo.

Technology Process of Z-Phe-DL-Ala-fluoromethylketone

There total 1 articles about Z-Phe-DL-Ala-fluoromethylketone 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:

dmap (1122-58-3) + 2-(2-benzyloxycarbonylamino-3-phenylpropionylamino)propionic acid + 2-fluoroacetic acid anhydride (407-33-0) → 3-(N-Benzyloxycarbonylphenylalanylamido)-1-fluoro-2-butanone (197855-65-5,105637-38-5)

Guidance literature:

With triethylamine; In chloroform; benzene;

upstream raw materials:

dmap

2-fluoroacetic acid anhydride

Refernces