SML2118
HA15
≥98% (HPLC)
Synonym(s):
N-[4-[3-[[[5-(Dimethylamino)-1-naphthalenyl]sulfonyl]amino]phenyl]-2-thiazolyl]-acetamide
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About This Item
Empirical Formula (Hill Notation):
C23H22N4O3S2
CAS Number:
Molecular Weight:
466.58
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
CC(NC1=NC(C2=CC=CC(NS(C3=C(C=CC=C4N(C)C)C4=CC=C3)(=O)=O)=C2)=CS1)=O
InChI
1S/C23H22N4O3S2/c1-15(28)24-23-25-20(14-31-23)16-7-4-8-17(13-16)26-32(29,30)22-12-6-9-18-19(22)10-5-11-21(18)27(2)3/h4-14,26H,1-3H3,(H,24,25,28)
InChI key
LBSMEKVVMYSTIH-UHFFFAOYSA-N
Biochem/physiol Actions
HA15 is a selective ligand of BiP/GRP78/HSPA5 chaperone that increases ER stress, leading to autophagic and apoptotic cell death in varies cancer cell lines including melanoma cells. HA15 inhibits inhibit the ATPase activity of BiP. HA15 inhibits tumor development in mice injected with A375 melanoma cells.
selective ligand of BiP/GRP78/HSPA5 chaperone that increases ER stress, leading to autophagic and apoptotic cell death in varies cancer cell lines
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
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Michaël Cerezo et al.
Autophagy, 13(1), 216-217 (2016-10-30)
Treatment of melanoma has significantly advanced over the last decade, with the development of targeted therapies against the MAPK pathway and immunotherapies to reactivate antitumor immunity. Unfortunately, currently more than 50% of patients are in treatment failure. Thus, identification of
Michaël Cerezo et al.
Cancer cell, 29(6), 805-819 (2016-05-31)
We have discovered and developed a series of molecules (thiazole benzenesulfonamides). HA15, the lead compound of this series, displayed anti-cancerous activity on all melanoma cells tested, including cells isolated from patients and cells that developed resistance to BRAF inhibitors. Our
Rossella Benedetti et al.
Biomedicines, 9(9) (2021-09-29)
Polyphenols have been shown to possess several beneficial properties, including properties involved in the prevention or treatment of cancer. Among these polyphenols, a leading role is played by dihydroxyphenylethanol (DPE), the most powerful antioxidant compound contained in the olive oil.
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