SML1187

Vacquinol-1 dihydrochloride

≥98% (HPLC)

• Synonym(s): 2-(4-Chlorophenyl)-α−2-piperidinyl-4-quinolinemethanol dihydrochloride, NSC13316
• Empirical Formula (Hill Notation): C₂₁H₂₁ClN₂O · 2HCl
• CAS Number: 5428-80-8
• Molecular Weight: 425.78
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: Clc1ccc(cc1)c2nc3c(c(c2)C(O)C4NCCCC4)cccc3
• InChI: 1S/C21H21ClN2O/c22-15-10-8-14(9-11-15)20-13-17(16-5-1-2-6-18(16)24-20)21(25)19-7-3-4-12-23-19/h1-2,5-6,8-11,13,19,21,23,25H,3-4,7,12H2
• InChI key: VKLJPGAHSLIQKH-UHFFFAOYSA-N

Description

Biochem/physiol Actions

Vacquinol-1 (NSC13316) is a brain penetrant inducer of catastrophic vacuolization in glioblastoma cells (GCs). Vacquinol-1 displays high cytotoxicity to GCs; it induces cell death by membrane ruffling, cell rounding, massive macropinocytic vacuole accumulation, ATP depletion, and cytoplasmic membrane rupture of GCs. Vacquinol-1 originally was developed as an antimalarial compound.

Vacquinol-1 is a brain penetrant inducer of catastrophic vacuolization in glioblastoma cells.

Vacquinol-1 dihydrochloride is potentially used as a therapeutic for Glioblastoma multiforme (GBM). This drug is highly stable in vivo, with a half-life in plasma of 52 hour. Vacquinol-1 has high oral bioavailability and good brain penetration.

Safety Information

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