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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:
128322-44-1
Molecular Weight:
291.73
Beilstein:
5838857
MDL number:
MFCD00144728
UNSPSC Code:
12352200
PubChem Substance ID:
57653269
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Hagop Kojanian et al.
American journal of therapeutics, 23(6), e1456-e1463 (2014-05-08)
Statins have favorable effects on endothelial function partly because of their capacity to reduce oxidative stress. However, antioxidant vitamins, unlike statins, are not as cardioprotective, and this paradox has been explained by failure of vitamin antioxidants to ameliorate endoplasmic reticulum
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
Julia M Diaz et al.
Nature communications, 7, 13801-13801 (2016-12-08)
The reactive oxygen species superoxide (O2·-) is both beneficial and detrimental to life. Within corals, superoxide may contribute to pathogen resistance but also bleaching, the loss of essential algal symbionts. Yet, the role of superoxide in coral health and physiology
Lucas J Beversdorf et al.
Water research, 140, 280-290 (2018-05-08)
Freshwater cyanobacterial blooms are becoming increasingly problematic in regions that rely on surface waters for drinking water production. Microcystins (MCs) are toxic peptides produced by multiple cyanobacterial genera with a global occurrence. Cyanobacteria also produce a variety of other toxic
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