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N2915

Sigma-Aldrich

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

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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