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J4137

Sigma-Aldrich

JS-K

≥97%

Synonyma:

O2-(2,4-Dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate

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About This Item

Empirický vzorec (Hillův zápis):
C13H16N6O8
Číslo CAS:
205432-12-8
Molekulová hmotnost:
384.30
MDL number:
MFCD06407868
UNSPSC Code:
12352200
PubChem Substance ID:
24724519
NACRES:
NA.77

Quality Level

100

assay

≥97%

storage condition

desiccated

solubility

DMSO: soluble 9.3 mg/mL
H2O: insoluble

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCOC(=O)N1CCN(CC1)\[N+]([O-])=N\Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C13H16N6O8/c1-2-26-13(20)15-5-7-16(8-6-15)19(25)14-27-12-4-3-10(17(21)22)9-11(12)18(23)24/h3-4,9H,2,5-8H2,1H3/b19-14-

InChI key

DNJRNBYZLPKSHV-RGEXLXHISA-N

Biochem/physiol Actions

JS-K belongs to the class of diazeniumdiolate prodrug. It generates nitric oxide when metabolized by glutathione S-transferases (GST), which ensures optimal activity of JS-K. It has tumor growth inhibition action in human prostate cancer and leukemia.
Nitric oxide donor; antiproliferative.

Legal Information

Covered by US Patent No 6,610,660

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Osvědčení o analýze (COA)

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Navštívit knihovnu dokumentů

Rui Zhang et al.
Macromolecular bioscience, 16(1), 121-128 (2015-07-30)
There is a need for new treatment strategies of acute myeloid leukemia (AML). In this study, four different drugs, including cytarabine, daunorubicin, GDC-0980, and JS-K, were investigated in vitro for the two-drug combinations treatment of AML. The results revealed that
JS-K, a GST-activated nitric oxide generator, induces DNA double-strand breaks, activates DNA damage response pathways, and induces apoptosis in vitro and in vivo in human multiple myeloma cells
Kiziltepe T, et al.s
Blood, 110(2), 709-718 (2007)
Bin Liu et al.
BMC cancer, 19(1), 645-645 (2019-07-03)
Ovarian cancer (OC) is the second most frequent gynecological cancer and is associated with a poor prognosis because OC progression is often asymptoma-tic and is detected at a late stage. There remains an urgent need for novel targeted therapies to
Martin Laschak et al.
BMC cancer, 12, 130-130 (2012-04-03)
Nitric oxide (NO) and its oxidative reaction products have been repeatedly shown to block steroid receptor function via nitrosation of zinc finger structures in the DNA-binding domain (DBD). In consequence NO-donors could be of special interest for the treatment of
Ray Dong et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 88, 367-373 (2017-01-26)
JS-K is a novel anticancer nitric oxide (NO) prodrug effective against a variety of cancer cells, including the inhibition of AM-1 hepatoma cell growth in rats. To further evaluate anticancer effects of JS-K, human hepatoma Hep3B cells were treated with
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