N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine

Request For Quotation
N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine Basic information
Product Name:N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine
Synonyms:N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine;Cys-McMMAF
CAS:1160590-05-5
MF:C52H83N7O13S
MW:1046.32
EINECS:
Product Categories:
Mol File:1160590-05-5.mol
N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine Structure
N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine Chemical Properties
Boiling point 1172.4±65.0 °C(Predicted)
density 1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
pka2.02±0.10(Predicted)
form Solid
color White to off-white
Safety Information
MSDS Information
N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine Usage And Synthesis
UsesCys-McMMAF is the released payload of AlMcMMAF, an anti-5T4 humanized A1 antibody conjugated to the microtubule disrupting MMAF (HY-15579) via a maleimidocaproyl linker. Cys-McMMAF has antitumor efficacy in two tumor mouse models (H1975 and MDA-MB-361-DYT2 models)[1].
in vivo

Cys-McMMAF (0.3 mg/kg, 3 mg/kg; i.v.; single dose) has a poor stability with short decline time in cynomolgus monkeys[1].

Pharmacokinetic Analysis in Nude (nu/nu) Mice[1]

Model/IVDose (mg/kg)Cmax (ng/mL)Tmax (hr)AUC0-336 (ng·h/mL)t1/2 (day)
Non-Tumor10.192814.62.1
Tumor10.146828.26.0
Non-Tumor100.951858.53.0
Tumor100.945881.9/td> 2.9
References[1] Leal M, et al. Preclinical Development of an anti-5T4 Antibody-Drug Conjugate: Pharmacokinetics in Mice, Rats, and NHP and Tumor/Tissue Distribution in Mice. Bioconjug Chem. 2015 Nov 18;26(11):2223-32. DOI:10.1021/acs.bioconjchem.5b00205
N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine Preparation Products And Raw materials
Tag:N-[6-[3-[[(2R)-2-Amino-2-carboxyethyl]thio]-2,5-dioxo-1-pyrrolidinyl]-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine(1160590-05-5) Related Product Information
Tirbanibulin Docetaxel Eribulin VcMMAE DM4 Methylene Blue