Marimastat

Marimastat Basic information
Product Name:Marimastat
Synonyms:Marimastat;(2R,3S)-N1-((S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-N4,3-dihydroxy-2-isobutylsuccinamide;(2S,3R)-N4-[(1S)-2,2-Dimethyl-1-[(methylamino)carbonyl]propyl]-N1,2-dihydroxy-3-(2-methylpropyl)butanediamide;(2R,3S)-N1-((S)-3,3-diMethyl-1-(MethylaMino)-1-oxobutan-2-yl)-N4;BB 2516;GI 5712;KB-R 8898;TA 2516
CAS:154039-60-8
MF:C15H29N3O5
MW:331.41
EINECS:
Product Categories:API
Mol File:154039-60-8.mol
Marimastat Structure
Marimastat Chemical Properties
Melting point 148℃
density 1.140±0.06 g/cm3(Predicted)
RTECS EJ6665000
storage temp. -20°C
solubility DMSO: ≥20mg/mL
form White solid
pka9.44±0.40(Predicted)
Safety Information
WGK Germany 3
HS Code 29241990
MSDS Information
Marimastat Usage And Synthesis
UsesAntineoplastic (matrix metalloproteinase inhibitor).
UsesMarimastat acts as a matrix metalloproteinase inhibitor in the treatment of various cancers, and pathological occurrences such as arthritis and atherosclerosis.
UsesMarimastat has been used as an inhibitor of:
  • metalloproteinase 2/9 (MMP2/9), to study its effects on exercise-mediated interleukin-6 (IL-6) release in mice
  • metalloproteinase, to determine protease activity in Pseudomonas aeruginosa cultures
  • metalloproteinase 10 (MMP10), to study its effect on monoclonal antibody H3 binding to MMP10

DefinitionChEBI: Marimastat is a secondary carboxamide resulting from the foraml condensation of the carboxy group of (2R)-2-[(1S)-1-hydroxy-2-(hydroxyamino)-2-oxoethyl]-4-methylpentanoic acid with the alpha-amino group of N,3-dimethyl-L-valinamide. It has a role as an antineoplastic agent and a matrix metalloproteinase inhibitor. It is a secondary carboxamide and a hydroxamic acid.
General DescriptionAn orally active peptidyl hydroxamate-based broad-spectrum MMP inhibitor (IC50 in nM = 5, 6, 200, 20, 2, 1.8 and 3.8 for MMP-1, -2, -3, -7, -8, -14 and TACE, respectively) that targets both the substrate binding site and the active-site Zn2+. Marimastate is widely used in studying the involvement of MMPs in various cellular and pathological processes both in vitro and in vivo.
Biological ActivityBroad spectrum inhibitor of matrix metalloprotease (MMP) (IC 50 values are 3, 5, 6, 9 and 13 nM for MMP-9, MMP-1, MMP-2, MMP-14 and MMP-7 respectively). In vivo inhibits peritoneal dissemination of human gastric cancer cells through inhibition of tumor angiogenesis.
Biochem/physiol ActionsMarimastat is a broad spectrum matrix metalloprotease (MMP) inhibitor
storageStore at -20°C
Marimastat Preparation Products And Raw materials
Cilastatin Marimastat L-TERT-LEUCINE METHYLAMIDE HEXANOHYDROXAMIC ACID

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