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87787

Sigma-Aldrich

6-(4-Methoxyphenyl)-2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3(7H)-one hydrochloride

suitable for chemiluminescence, ≥98.0% (HPLC)

Synonym(s):

2-Methyl-6-(4-methoxyphenyl)-3,7-dihydroimidazo[1,2-a]pyrazin-3(7H)-one hydrochloride, Cypridina Luciferin methoxy-analogue, MCLA

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About This Item

Empirical Formula (Hill Notation):
C14H13N3O2 · HCl
CAS Number:
Molecular Weight:
291.73
Beilstein/REAXYS Number:
5838857
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

description

luminescence test: Emmax465 nm, 0.1 M Tris pH 8.5; after addition of H2O2 (Chemiluminescence: in 0.1 M Tris pH 8.5; after addition of H2O2)

assay

≥98.0% (HPLC)

form

powder

solubility

DMSO: soluble
H2O: soluble

suitability

suitable for chemiluminescence

SMILES string

Cl[H].COc1ccc(cc1)C2=CN3C(=O)C(C)=NC3=CN2

InChI

1S/C14H13N3O2.ClH/c1-9-14(18)17-8-12(15-7-13(17)16-9)10-3-5-11(19-2)6-4-10;/h3-8,15H,1-2H3;1H

InChI key

KGMPQNFFCUDXSO-UHFFFAOYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Generation of chemiluminescence by reaction with super oxide O2 or singlet oxygen. Used in research of leucocyte function[1][2][3].

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Rei Kuroda et al.
Journal of agricultural and food chemistry, 66(33), 8714-8721 (2018-07-25)
Vascular diseases, such as myocardial and cerebral infarctions, are the leading causes of death. Some vascular diseases occur as the result of decreases in vascular endothelial function. The innermost layer of the vasculature is formed by vascular endothelial cells (VECs)
A Takahashi et al.
FEBS letters, 261(2), 369-372 (1990-02-26)
To investigate O2- generation in in situ lungs of rats treated with drugs to induce experimental acute respiratory distress syndrome, phorbol myristate acetate (PMA) or endotoxin were injected into rats, who had been continuously infused with 2(methyl-6-[p-methoxyphenyl]-3,7-dihydroimidazo[1,2-alpha]pyraz in-3-one (MCLA) and
Manabu Kinoshita et al.
Scientific reports, 9(1), 4562-4562 (2019-03-16)
The incisive evaluation of psychological stress may be required to determine the exercise performance of stressed hosts. We investigated objective markers of psychological stress that reflect exercise performance, focusing on the neutrophil function. We used murine water-immersion restraint (WIR) stress
Taeko Mizutani et al.
Journal of oleo science, 65(12), 993-1001 (2016-11-11)
Sodium lauryl sulfate (SLS), a representative anionic surfactant, is well-known to induce rough skin following single or multiple topical applications. The mechanism by which SLS induces rough skin is thought to result from the disruption of skin moisture function consisting
Keiko Suzuki et al.
Antioxidants (Basel, Switzerland), 9(6) (2020-06-13)
Bisphosphonates (BPs) are classified into two groups, according to their side chain structures, as nitrogen-containing BPs (NBPs) and non-nitrogen-containing BPs (non-NBPs). In this study, we examined the effects of NBPs and non-NBPs on inflammatory responses, by quantifying the inflammatory mediators

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