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EF5

SIGMA/SML1961 - ≥98% (HPLC)

Synonym: 2-(2-Nitro-1H-imidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide; EF-5; NSC 684681

CAS Number: 152721-37-4
Empirical Formula (Hill Notation): C8H7F5N4O3
Molecular Weight: 302.16
Linear Formula: C8H7F5N4O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1961-5MG 5 mg
 $111.00
1/EA		 Add To Favorites
45-SML1961-25MG 25 mg
 $446.00
1/EA		 Add To Favorites
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This image depicts SML1961-25MG.

 

assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C8H7F5N4O3/c9-7(10,8(11,12)13)4-15-5(18)3-16-2-1-14-6(16)17(19)20/h1-2H,3-4H2,(H,15,18)
InChI key JGGDSDPOPRWSCX-UHFFFAOYSA-N
Quality Level 100 
SMILES string O=C(NCC(F)(F)C(F)(F)F)CN1C=CN=C1[N+]([O-])=O
solubility DMSO: 10 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: A 2-nitroimidazole-based hypoxia marker
Biochem/physiol Actions: EF5 is a 2-nitroimidazole-based hypoxia marker corresponding to a pentafluorinated derivative of the hypoxic cell-radiation sensitizer etanidazole. Under low oxygen (hypoxic) condition, reductive activation of its 2-nitroimidazole moiety leads to enhanced EF5 adduct formation with protein thiols and reduced glutathione. The pentafluorination derivatization substantially decreases the proportion of low molecular weight hydrolytic fragmentation of the adducts, making EF5 superior to etanidazole when utilized as a hypoxia marker by immunohistological staining.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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