M5939

(R)-N4-Hydroxy-N1-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide

>95% (HPLC)

• Synonym(s): GM6001, Galardin, Ilomastat
• Empirical Formula (Hill Notation): C₂₀H₂₈N₄O₄
• CAS Number: 142880-36-2
• Molecular Weight: 388.46
• UNSPSC Code: 12352200
• PubChem Substance ID: 329818026
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: >95% (HPLC)
• form: solid
• storage temp.: 2-8°C
• SMILES string: CNC([C@@H](NC([C@@H](C(C)C)CC(NC)=O)=O)CC1=CNC2=CC=CC=C21)=O
• InChI: 1S/C20H28N4O3/c1-12(2)15(10-18(25)21-3)19(26)24-17(20(27)22-4)9-13-11-23-16-8-6-5-7-14(13)16/h5-8,11-12,15,17,23H,9-10H2,1-4H3,(H,21,25)(H,22,27)(H,24,26)/t15-,17+/m1/s1
• InChI key: PFBWZAGFLVKAGR-WBVHZDCISA-N

Description

Application

(R)-N4-Hydroxy-N1-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide has been used:

• To study its effect on the profiling of active aggrecanases and their specific aggrecan degradation fragments.[1]
• To study the involvement of autocrine EGF (epidermal growth factor) receptor activation in the regulation of the morphogenetic process, using human umbilical vein endothelial cells.[2]
• To study the effect of GM6001 blockade on the expression of angiotensin II, the interstitial collagenases and soluble elastin fragments in explant culture supernatants.[3]

Biochem/physiol Actions

GM6001 promotes cardiovascular and hepatocellular function.[4]

Inhibits a wide variety of matrix metalloproteases with K_is in the nanomolar range. Active in a number of animal models of diseases where matrix metalloproteases are thought to be involved.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)