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Merck
CN

SML3505

KP1339

≥98% (elemental analysis)

Synonym(s):

BOLD-100 without cesium, FFC14A sodium salt, IT-139, KP1019 sodium salt, IndazolH [trans-RuCl(4)-(Indazol)(2)] sodium salt, NKP1339, trans-[Tetrachlorobis(1H-indazole)ruthenate(III)] sodium salt

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About This Item

Empirical Formula (Hill Notation):
C14H12Cl4N4NaRu
CAS Number:
197723-00-5
Molecular Weight:
502.14
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD25976832

Key Documents

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InChI

1S/2C7H6N2.4ClH.Na.Ru/c2*1-2-4-7-6(3-1)5-8-9-7;;;;;;/h2*1-5H,(H,8,9);4*1H;;/q;;;;;;+1;+3/p-4

SMILES string

Cl[Ru-](Cl)(Cl)Cl.C1(C=CC=C2)=C2NN=C1.C3(C=CC=C4)=C4NN=C3.[Na+]

InChI key

WVVOCRYXBTVDRN-UHFFFAOYSA-J

assay

≥98% (elemental analysis)

form

powder

color

, white to very dark grey

solubility

H2O: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

KP1339 (KP1019 sodium) is a ruthenium-indazole complex-based anticancer agent that induces pronounced apoptosis in sensetive cancer cells (Capan1/HCT116/SW480/KB-3-1 IC50 by MTT assay = 44/50/145/170 µM) via ER homeostasis disruption and caspase 8 activation due to depletion of key cellular chaperones, including BiP/GRP78/HSPA5, in combination with enhanced protein damage. When administered in vivo, KP1339 exhibits anti-tumor efficacy in the murine SA-1 fibrosarcoma model (10.5, 21.0, 42.0 mg/150 µL/kg i.v.).
Ruthenium-indazole complex-based anticancer agent in cultures and in vivo via ER homeostasis disruption by depleting chaperones, including BiP/GRP78/HSPA5.

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
0000197313
0000197313

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The influence of electroporation on cytotoxicity of anticancer ruthenium(III) complex KP1339 in vitro and in vivo
Anticancer Research, 30, 2055-2063 (2010)
Sensitivity towards the GRP78 inhibitor KP1339/IT-139 is characterized by apoptosis induction via caspase 8 upon disruption of ER homeostasis
Cancer Letters, 404, 79-88 (2017)
Interaction with Ribosomal Proteins Accompanies Stress Induction of the Anticancer Metallodrug BOLD-100/KP1339 in the Endoplasmic Reticulum
Angewandte Chemie (International ed. in English), 60, 5063-5068 (2021)

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