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Merck
CN

SML0742

EUK-8

≥95% (HPLC)

Synonym(s):

(SP-5-13)-Chloro[[2,2′-[1,2-ethanediylbis(nitrilomethylidyne)]bis[phenolato]](2-)-N,N′,O,O′]-manganese, (Salen)manganese(III) chloride, Chloro(bis(salicylidene)ethylenediamine)manganese, Chloro[N,N′-ethylenebis(salicylideneaminato)]manganese, EUK 8, Manganese(salen) chloride

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About This Item

Empirical Formula (Hill Notation):
C16H14ClMnN2O2
CAS Number:
53177-12-1
Molecular Weight:
356.69
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

Key Documents

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Product Name

EUK-8, ≥95% (HPLC)

SMILES string

[Mn]1(Oc2c(cccc2)C=NCCN=Cc3c(cccc3)O1)Cl

InChI

1S/C16H16N2O2.ClH.Mn/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20;;/h1-8,11-12,19-20H,9-10H2;1H;/q;;+3/p-3

InChI key

HBQGFROGWOHBAG-UHFFFAOYSA-K

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

, faint to very dark brown

solubility

H2O: 1 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

EUK-8 is a salen manganese complex that exhibit potent antioxidant activities. EUK-8 is a superoxide dismutase (SOD) that inhibits amyloid fibril formation, including islet amyloid polypeptide (IAPP), β-amyloid and lysozyme amyloid aggregation. It appears that EUK-8 disrupts the pre-formed amyloid fibrils. EUK-8 increases the viability of the SK-N-MC cells exposed to preformed IAPP fibrils.
EUK-8 is a salen manganese complex that exhibit potent antioxidant activities.

Other Notes

air sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000451410
0000451414
0000451414
0000451410
0000427919

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Jiquan Zhao et al.
Carbohydrate research, 344(1), 61-66 (2008-11-11)
Several chiral Schiff-base ligands with sugar moieties at C-3 (3') or C-5 (5') of salicylaldehyde were synthesized from reaction of salicylaldehyde derivatives with diamine. These ligands coordinated with Mn(III) to afford the corresponding chiral salen-Mn(III) complexes characterized by FT-IR, MS
Yoritada Watanabe et al.
Chemical communications (Cambridge, England), (47)(47), 4958-4960 (2006-12-01)
A new Mn(Salen) complex bearing an ureido group as an auxiliary that is three-dimensionally fixed by a cyclopentane ring fused to the Salen structure was developed. This compound exhibited considerably higher catalase-like activity than the original Mn(Salen), i.e., the cyclopentane-fused
Mitochondrial protection and the reversal of left ventricular remodeling.
Motoaki Sano
Circulation journal : official journal of the Japanese Circulation Society, 73(11), 2017-2018 (2009-10-24)
Jenny Y Yang et al.
Journal of the American Chemical Society, 129(26), 8192-8198 (2007-06-08)
A series of manganese Hangman salen ligand platforms functionalized by tert-butyl groups in the 3 and 3' positions using the Suzuki cross-coupling methodology are presented. The Hangman platforms support multielectron chemistry mediated by proton-coupled electron transfer (PCET), as demonstrated by
Filip Matthijssens et al.
Free radical biology & medicine, 45(5), 708-715 (2008-06-25)
Numerous studies have aimed to alleviate oxidative stress in a wide range of organisms by increasing superoxide dismutase (SOD) activity. However, experimental approaches have yielded contradictory evidence, and kinetics models have shown that increases in SOD activity may increase, decrease
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