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Merck

N2915

PYR-41

≥98% (HPLC), powder

Synonym(s):

4[4-(5-Nitro-furan-2-ylmethylene)-3,5-dioxo-pyrazolidin-1-yl]-benzoic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C17H13N3O7
CAS Number:
Molecular Weight:
371.30
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥98% (HPLC)

form

powder

color

red to brown

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

CCOC(=O)c1ccc(cc1)N2NC(=O)\C(=C/c3ccc(o3)[N+]([O-])=O)C2=O

InChI

1S/C17H13N3O7/c1-2-26-17(23)10-3-5-11(6-4-10)19-16(22)13(15(21)18-19)9-12-7-8-14(27-12)20(24)25/h3-9H,2H2,1H3,(H,18,21)/b13-9+

InChI key

ARGIPZKQJGFSGQ-UKTHLTGXSA-N

Application

PYR-41 has been used as E1 inhibitor:
  • to determine the cellular degradation pathways on adeno-associated viruses (AAV) transduction
  • to assess its selectivity and potency by matrix assisted laser desorption/ionization-time of flight (MALDI-TOF) E2/E3 assay
  • to treat fully differentiated C2C12 myotubes in high glucose medium for determining its effect on protein ubiquitination and cell viability
  • in the pretreatment of human brain microvascular endothelial cells (hBMECs) for the inhibition studies before infection with bacteria

Biochem/physiol Actions

PYR-41 inhibits E1 ubiquitin ligases like mouse double minute 2 homolog (MDM2), Itchy (ITCH) and HOIL-1L interacting protein (HOIP). It has anticancer potential.
PYR-41 is a cell permeable inhibitor of Ubiquitin activating enzyme (E1) with little or no activity against E3, E2, or caspase enzymatic activity.
PYR-41 is a cell permeable inhibitor of Ubiquitin activating enzyme (E1).


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Heterogeneity in pneumolysin expression governs the fate of Streptococcus pneumoniae during blood-brain barrier trafficking
Surve MV, et al.
PLoS Pathogens, 14(7), e1007168-e1007168 (2018)
Sandhya Manohar et al.
Antioxidants & redox signaling, 31(15), 1133-1149 (2019-09-05)
Aims: Ubiquitin is a highly conserved protein modifier that heavily accumulates during the oxidative stress response. Here, we investigated
Tyler G Franklin et al.
Frontiers in chemistry, 7, 816-816 (2019-12-24)
Protein ubiquitination is a highly orchestrated process that controls diverse aspects of human biology. Dysregulation of this process can lead to various disease states including cancer, neurodegeneration, and autoimmunity. It is the correction of these dysregulated pathways, as well as