SML2651

Elesclomol

≥98% (HPLC)

• Synonyme(s) : 1,3-bis[2-Methyl-2-(phenylthioxomethyl)hydrazide]propanedioic acid, GSK842879A, N′1,N′3-Dimethyl-N′1,N′3-di(phenylcarbonothioyl)malonohydrazide, NSC 174939, NSC174939, STA 4783, STA-4783, STA4783
• Formule empirique (notation de Hill) : C₁₉H₂₀N₄O₂S₂
• CAS Number: 488832-69-5
• Poids moléculaire : 400.52
• Numéro MDL: MFCD12911784
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.77

Propriétés

• Essai: ≥98% (HPLC)
• Forme: powder
• Couleur: white to beige
• Solubilité: DMSO: 2 mg/mL, clear
• Température de stockage: −20°C
• Chaîne SMILES: S=C(N(NC(=O)CC(=O)NN(C)C(=S)c2ccccc2)C)c1ccccc1
• InChI: 1S/C19H20N4O2S2/c1-22(18(26)14-9-5-3-6-10-14)20-16(24)13-17(25)21-23(2)19(27)15-11-7-4-8-12-15/h3-12H,13H2,1-2H3,(H,20,24)(H,21,25)
• Clé InChI: BKJIXTWSNXCKJH-UHFFFAOYSA-N

Description

Actions biochimiques/physiologiques

Copper (II)-chelating malonohydrazide derivative with in vitro and in vivo anticancer efficacy via reactive oxygen species (ROS) & apoptosis induction.

Elesclomol (STA-4783) is a copper (II)-chelating malonohydrazide derivative that exerts its in vitro and in vivo anticancer efficacy via reactive oxygen species (ROS)/oxidative stress & apoptosis induction in a Cu(II)-dependent manner (GI₅₀ = 12 nM without vs. 129 nM with Cu²⁺ removal by TRIEN in K562 culture; typical conc. range 0.1-2 μM in cultures). Elesclomol chelates extracellular Cu(II) for mitochondria delivery, where upon Cu²⁺ reduction (to Cu⁺) & ROS generation, copper-free elesclomol then exits cells for continual Cu(II) shuttling and accumulation in mitochondria. In addition to Cu²⁺, elesclomol can also chelate Co²⁺ and Ni²⁺, but not Fe³⁺ or Zn²⁺.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable