(2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide, CAS No. 142880-36-2

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142880-36-2

Catalog No. EBD114335

CAS 142880-36-2

Name (2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide

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Basic Information

Synonyms: (r)-n4-hydroxy-n1-[(s)-2-(1h-indol-3-yl)-1-methylcarbamoly-ethyl]-2-isobutyl-succinamide galardintm (r)-n4-hydroxy-n1-[(s)-2-(1h-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide galardin,gm6001,ilomastat santacruz sc-203979a illomastat ilomastat(gm6001,galardin) ilomastat (2R)-N~4~-hydroxy-N~1~-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide (2R)-2-[2-(hydroxyamino)-2-oxo-ethyl]-N-[(1S)-1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxo-ethyl]-4-methyl-pentanamide (2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide Ilomastat (GM6001, Galardin)

Molecular Formula: C20H28N4O4

Molecular Weight: 388.46

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

This compound, with CAS RN 142880-36-2, is a complex hydroxamic acid derivative featuring an indole moiety, a methylamino group, and a 2-methylpropyl-substituted succinamide core. Its systematic name is (2R)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)butanediamide. The structure incorporates multiple chiral centers and functional groups typical of advanced pharmaceutical intermediates. The primary application of this compound is in the field of targeted protein degradation, specifically as a component of Proteolysis-Targeting Chimeras (PROTACs). It is known as a VHL E3 ligase ligand, designed to bind and recruit the Von Hippel-Lindau (VHL) protein complex. This recruitment is a critical step in the PROTAC mechanism, where the molecule acts as a bifunctional linker to bring a target protein of interest into proximity with the E3 ubiquitin ligase, leading to the target's ubiquitination and subsequent degradation by the proteasome. As a key building block for PROTAC degraders, this VHL ligand is a vital tool in chemical biology and drug discovery research, particularly for developing novel therapeutics against challenging disease targets. Its synthesis and use are primarily confined to research and development settings for creating potential drug candidates.

Physical Properties

Density: 1.228g/cm3

Storage: 2-8°C