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Merck
CN

SML1187

Vacquinol-1 dihydrochloride

≥98% (HPLC)

Synonym(s):

2-(4-Chlorophenyl)-α−2-piperidinyl-4-quinolinemethanol dihydrochloride, NSC13316

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About This Item

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
Quality level:
100

Key Documents

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Product Name

Vacquinol-1 dihydrochloride, ≥98% (HPLC)

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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000418288
0000418288
0000230068
0000230068
0000143812

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Driving glioblastoma to drink.
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In situ transgenesis methods such as viruses and electroporation can rapidly create somatic transgenic mice but lack control over copy number, zygosity, and locus specificity. Here we establish mosaic analysis by dual recombinase-mediated cassette exchange (MADR), which permits stable labeling

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