SML2097

Lys05

≥98% (HPLC)

• Synonym(e): Lys-01 3HCl, Lys-05, Lys01 3HCl, N-(7-Chloroquinolin-4-yl)-N′-[2-[(7-chloroquinolin-4-yl)amino]ethyl]-N′-methylethane-1,2-diamine trihydrochloride, N1-(7-Chloroquinolin-4-yl)-N2-[2-[(7-chloroquinolin-4-yl)amino]ethyl]-N2-methylethane-1,2-diamine trihydrochloride, PS-1001, PS1001
• Empirische Formel (Hill-System): C₂₃H₂₃Cl₂N₅ · 3HCl
• CAS-Nummer: 1391426-24-6
• Molekulargewicht: 549.75
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Eigenschaften

• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [Cl-].[Cl-].[Cl-].Clc1cc2nccc(c2cc1)[N+H2]CC[N+H](CC[N+H2]c3c4c(ncc3)cc(cc4)Cl)C
• InChI key: JTUYDBHQGOZPQQ-UHFFFAOYSA-N

Beschreibung

Application

Lys05 has been used as an autophagy inhibitor to study its interactions with piperazine.[1] It has also been used as a lysosomal inhibitor to study its effects on myogenesis in Gallus gallus.[2]

Biochem/physiol Actions

Dimeric chloroquine (CQ) with higher autophagy inhibitory potency than hydroxychloroquine (HCQ) and CQ both in vitro and in vivo.

Lys05 (Lys01 trihydrochloride) is a dimeric chloroquine (CQ) that deacidifies the lysosome and causes impairment of lysosomal enzymes, exhibiting more than 10-fold higher autophagy inhibitory potency than hydroxychloroquine (HCQ) and CQ (LC3II/LC3I ratio = 15.4 post 4 hr 10 μM treatment in LN229 glioblastoma cells vs. <6.4 with 100 μM CQ or HCQ). Lys05 also shows higher anticancer activity both in vitro (IC50 3.6-6.0 μM vs. 15.6-23.8 μM with HCQ in 1205Lu, c8161, LN229, HT-29 cultures) and in mice in vivo (EC50 in reducing tumor growth rate ∼10 mg/kg/day i.p.; HT29 xenografts) with toxicity observed only at high doses (≥80 mg/kg) as a result of significant lysozyme reduction.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable