2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride

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  • SC144 hydrochloride
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2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride Basic information
Product Name:2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride
Synonyms:2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride;SC144 hydrochloride;SC144 HCl;2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl) 2-pyrazinecarboxylic acid hydrazide hydrochloride;N'-(7-fluoropyrrolo[1,2-a]quinoxalin-4-yl)pyrazine-2-carbohydrazide;CS-2091;N’-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)pyrazine-2-carbohydrazide Hydrochloride
CAS:917497-70-2
MF:C17H12ClFN6O3
MW:402.7669832
EINECS:
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Mol File:917497-70-2.mol
2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride Structure
2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride Chemical Properties
Melting point 282 °C (decomp)(Solv: methanol (67-56-1))
storage temp. -20°C
solubility DMSO: soluble5mg/mL, clear (warmed)
form powder
color white to light brown
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/39
WGK Germany 3
MSDS Information
2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride Usage And Synthesis
DescriptionSC144 is an orally bioavailable gp130 inhibitor. It inhibits phosphorylation of STAT1, STAT3, and Akt induced by leukemia inhibitory factor (LIF) and IL-6, but not IFN-γ, in OVCAR-8 ovarian cancer cells when used at a concentration of 20 μM. SC144 induces cell cycle arrest at the G0/G1 phase in MDA-MB-435 breast and HT-29 colorectal cancer cells and inhibits proliferation of 14 cancer cell lines, including prostate, ovarian, lung, breast, and colorectal cancer cells, with IC50 values ranging from 0.4 to 4 μM. It reduces tumor growth in OVCAR-8 and MDA-MB-435 mouse xenograft models.
UsesSC 144 Hydrochloride has been shown to have antitumor properties.
UsesSC144 hydrochloride has been used:
  • as a glycoprotein 130 (gp130) inhibitor to evaluate the effect of bazedoxifene on interleukin (IL-6) mediated cell viability in pancreatic cancer cells
  • as a gp130 inhibitor to study its effects on signal transducer and activator of transcription 3 (STAT3) activation in mesenchymal precursor?cells?(KMM)?cells
  • as an interleukin 6 signal transducer (IL-6ST) inhibitor in media to test its ability to block serum-induced migration/invasion

Biochem/physiol ActionsSC144 is a potent inhibitor of glycoprotein 130 (gp130). SC144 binds to gp130 and blocks STAT3 phosphorylation, nuclear translocation and expression of STAT3 responsive genes. SC144 inhibits the growth of several tumor cell lines, independent of p53 or hormone receptor levels, and inhibits growth of ovarain tumor xenografts in mice.
in vivo

SC144 (10 mg/kg; i.p.; daily for 58 days) suppresses tumor growth in human ovariancancer xenografts[1].
SC144 (100 mg/kg; p.o.; daily for 35 days) treatment shows the average tumor volume in mice 82% smaller than that in the control group[1].

Animal Model:Athymic mice (human ovarian cancer xenograft)[1]
Dosage:I.p; daily for 58 days
Administration:10 mg/kg
Result:Significantly inhibited tumor growth by about 73%.
IC 50IL6-beta
storageStore at -20°C
References[1] SHILI XU. Discovery of a novel orally active small-molecule gp130 inhibitor for the treatment of ovarian cancer.[J]. Molecular Cancer Therapeutics, 2013: 937-949. DOI: 10.1158/1535-7163.mct-12-1082
[2] CARMEN PLASENCIA. Discovery of a novel quinoxalinhydrazide with a broad-spectrum anticancer activity.[J]. Cancer Biology & Therapy, 2009, 8 5: 458-465. DOI: 10.4161/cbt.8.5.7741
2-(7-Fluoropyrrolo[1,2-a]quinoxalin-4-yl)hydrazide-2-pyrazinecarboxylic acid hydrochloride Preparation Products And Raw materials
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