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ChemicalBook--->CAS DataBase List--->1609402-14-3

1609402-14-3

1609402-14-3 Structure

1609402-14-3 Structure
IdentificationBack Directory
[Name]

HA-15
[CAS]

1609402-14-3
[Synonyms]

HA-15
CS-2893
HA15;HA 15
HA15 >=98% (HPLC)
Acetamide, N-[4-[3-[[[5-(dimethylamino)-1-naphthalenyl]sulfonyl]amino]phenyl]-2-thiazolyl]-
[EINECS(EC#)]

604-604-1
[Molecular Formula]

C23H22N4O3S2
[MDL Number]

MFCD30377202
[MOL File]

1609402-14-3.mol
[Molecular Weight]

466.58
Chemical PropertiesBack Directory
[density ]

1.406±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO:71.5(Max Conc. mg/mL);153.24(Max Conc. mM)
Ethanol:45.0(Max Conc. mg/mL);96.45(Max Conc. mM)
[form ]

A solid
[pka]

7.32±0.50(Predicted)
[color ]

Light yellow to green yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard InformationBack Directory
[Definition]

ChEBI: HA15 is a sulfonamide resulting from the formal condensation of the sulfonic acid group of 5-(dimethylamino)naphthalene-1-sulfonic acid with the aniline nitrogen of 3-(2-acetamido-1,3-thiazol-4-yl)aniline. It has been reported that by triggering an endoplasmic reticulum (ER) stress response, HA15 can reduce the viability of melanoma cells without being toxic to normal cells. It has a role as an antineoplastic agent. It is a sulfonamide, a member of 1,3-thiazoles, a member of acetamides, a tertiary amino compound, an aminonaphthalene and a biaryl.
[Biological Activity]

HA15 is a small molecule that specifically targets HSPA5 (Heat shock 70kDa protein 5), also known as BiP (Immunoglobulin heavy-chain-binding protein) or Grp78 (glucose-regulated protein 78). Antitumor activity in melanoma cells tested, including cells isolated from patients and cells resistant to BRAF inhibitors.
[in vitro]

HA15 induces endoplasmic reticulum stress in cells in vitro, leading to cancer cell death; in melanoma cells, it overcomes its resistance to BRAF inhibitors.

[in vivo]

In xenograft mouse models (bearing melanoma cells sensitive or resistant to BRAF inhibitors), HA15 was able to induce endoplasmic reticulum stress leading to cancer cell death.
[target]

TargetValue
BiP/GRP78/HSPA5
()
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