CAS 343351-67-7|NSC697923

Introduction:Basic information about CAS 343351-67-7|NSC697923, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameNSC697923
CAS Number343351-67-7Molecular Weight267.25800
Density/Boiling Point/
Molecular FormulaC11H9NO5SMelting Point/
MSDSChineseUSAFlash Point/
Symbol
GHS05, GHS07
Signal WordDanger

Names

Name2-[(4-Methylphenyl)sulfonyl]-5-nitrofur
SynonymMore Synonyms

NSC697923 BiologicalActivity

DescriptionNSC697923 is a potent UBE2N (ubiquitin-conjugating enzyme E2 N, Ubc13) inhibitor. NSC697923 induces neuroblastoma (NB) cell death via promoting nuclear importation of p53 in p53 wild-type NB cells. NSC697923 also induces cell death in p53 mutant NB cells by activation of JNK-mediated apoptotic pathway. NSC697923 inhibits DNA damage and NF-κB signaling. Antitumor activity[1][2].
Related CatalogSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>Metabolic Enzyme/Protease >>E1/E2/E3 Enzyme
In VitroNSC697923 (0-5 μM; 24 hours) shows cytotoxic effect on NB cell lines[1]. NSC697923 (3 μM; 2 hours) can also induce apoptosis in p53 mutant NB cells by activation of JNK-mediated apoptotic pathway[1]. NSC697923 induces apoptosis in p53 wild-type NB cell lines by promoting p53 nuclear translocation and activation[1]. Cell Viability Assay[1] Cell Line: Three MYCN-amplified cell lines: IMR32, NGP, NB19 and three MYCN-non-amplified cell lines: CHLA-255, SK-N-AS, and SH-SY5Y Concentration: 0-5 μM Incubation Time: 24 hours Result: Significantly reduced NB cells viability in a dose-dependent manner. Also induced cell death in the p53 non-functional cell line SK-N-AS and p53 partially functional cell line NB-19. Western Blot Analysis[1] Cell Line: p53 wild-type SH-SY5Y and IMR32 cells Concentration: 3 μM Incubation Time: 2 hours Result: Induced expression of p53-targeted gene p21 as well as the cleavage of caspase 3 in two p53 wild-type cell lines SH-SY5Y and IMR32.
In VivoNSC697923 (5 mg/kg; i.p.; daily for 10 days) suppresses NB tumor growth in SH-SY5Y and NGP xenografts[1]. Animal Model: 5- to 6-week-old female athymic Ncr nude mice (orthotopic mouse model of NB; SH-SY5Y and NGP xenografts)[1] Dosage: 5 mg/kg Administration: I.p.; daily for 10 days Result: Significant tumor regression in both SH-SY5Y and NGP xenografts.
References

[1]. Cheng J, et al. A small-molecule inhibitor of UBE2N induces neuroblastoma cell death via activation of p53 and JNK pathways. Cell Death Dis. 2014;5(2):e1079. Published 2014 Feb 20.

[2]. Hodge CD, et al. Covalent Inhibition of Ubc13 Affects Ubiquitin Signaling and Reveals Active Site Elements Important for Targeting. ACS Chem Biol. 2015;10(7):1718-1728.

Chemical & Physical Properties

Molecular FormulaC11H9NO5S
Molecular Weight267.25800
Exact Mass267.02000
PSA101.48000
LogP3.93300
Appearance of Characterswhite to beige
InChIKeyGAUHIPWCDXOLCZ-UHFFFAOYSA-N
SMILESCc1ccc(S(=O)(=O)c2ccc([N+](=O)[O-])o2)cc1
Storage condition?20°C
Water SolubilityDMSO: soluble20mg/mL, clear

Safety Information

Symbol
GHS05, GHS07
Signal WordDanger
Hazard StatementsH302-H318
Precautionary StatementsP280-P305 + P351 + P338
Hazard CodesXn
Risk Phrases22-41
Safety Phrases26-39
RIDADRNONH for all modes of transport

Articles1

More Articles
Covalent Inhibition of Ubc13 Affects Ubiquitin Signaling and Reveals Active Site Elements Important for Targeting.

ACS Chem. Biol. 10(7) , 1718-28, (2015)

Ubc13 is an E2 ubiquitin conjugating enzyme that functions in nuclear DNA damage signaling and cytoplasmic NF-κB signaling. Here, we present the structures of complexes of Ubc13 with two inhibitors, N...

Synonyms

NSC 697923
NSC697923
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