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931314-31-7

931314-31-7 Structure

931314-31-7 Structure
IdentificationBack Directory
[Name]

4-(4-tert-butylbenzenesulfonyl)-1-(2,5-dimethoxyphenyl)-5-methyl-1H-1,2,3-triazole
[CAS]

931314-31-7
[Synonyms]

4-(4-tert-butylbenzenesulfonyl)-1-(2,5-dimethoxyphenyl)-5-methyl-1H-1,2,3-triazole
[Molecular Formula]

C21H25N3O4S
[MDL Number]

MFCD14774311
[MOL File]

931314-31-7.mol
[Molecular Weight]

415.51
Chemical PropertiesBack Directory
[Boiling point ]

612.6±65.0 °C(Predicted)
[density ]

1.22±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

Chloroform: 10 mg/ml
[form ]

A solid
[pka]

-7.17±0.70(Predicted)
[color ]

Off-white to pink
Hazard InformationBack Directory
[Uses]

SPA70 is a potent and selective antagonist of human pregnane X receptor (hPXR), with an IC50 of 540 nM (Ki=390 nM). SPA70 can enhance the chemosensitivity of cancer cells[1].
[Biological Activity]

SPA70 is a pregnane X receptor (PXR) antagonist (IC50 = 0.51 μM).1 It is selective for PXR over 10 additional nuclear receptors at concentrations greater than 5 μM, as well as over a panel of 384 kinases at 10 μM. SPA70 (0.1-10 μM) inhibits PXR activation induced by rifampicin in HEK293 cells expressing the human receptor. It also inhibits rifampicin-induced activity of the PXR target cytochrome P450 (CYP) isoform 3A4 (CYP3A4) in primary human hepatocytes. SPA70 (200 mg/kg) inhibits PXR agonist-induced CYP3A4-mediated metabolism of midazolam and paclitaxel in human PXR transgenic (hPXR-tg) mice.
[in vivo]

Animal Model: hPXR transgenic mice (male, 8–15 weeks, 20–25 g) + rifampicin-induced Cyp3a11 activation model[1]
Dosage:200 mg/kg (i.p., saline + 7.5% PEG400)
Administration:i.p. injection, once daily for 3 days
Result:Reduced rifampicin-induced Cyp3a11 mRNA/protein expression by 70% and prolonged anesthesia duration by 2-fold compared to vehicle controls.
Animal Model: BALB/c Nude mice (male, 6-8 weeks, 20-22 g) + A549/TR xenograft model[2].
Dosage: 30 mg/kg (i.p., 90% PBS + 5% PEG300 + 5% ethanol)
Administration:i.p. injection, 3 times/week for 4 weeks
Result: A549/TR xenograft: SPA70 combined with PTX (5 mg/kg) suppressed tumor growth by 89.5% (TGI), decreased P-gp and PXR expression by 60%, and increased cleaved caspase-3-positive cells by 3-fold.
Animal Model:hPXR/CYP3A4 humanized mice (male, 8-10 weeks, 20-25 g) + hemorrhagic shock (HS) model[3]
Dosage: 150 mg/kg (i.p., DMSO + cremophor EL)
Administration:i.p. injection, once daily for 3 days
Result:Blocked rifampicin-induced CYP3A4 expression, reduced hepatic necrosis (Suzuki score: 2.1 vs. 4.5 in vehicle), and attenuated oxidative stress (4-HNE and 8-OHdG staining).
[References]

1.Lin, W., Wang, Y.-M., Chai, S.C., et al.SPA70 is a potent antagonist of human pregnane X receptorNat. Commun.8(1)741(2017)
Spectrum DetailBack Directory
[Spectrum Detail]

4-(4-tert-butylbenzenesulfonyl)-1-(2,5-dimethoxyphenyl)-5-methyl-1H-1,2,3-triazole(931314-31-7)1HNMR
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