A8264
4-Aminophthalhydrazide
≥98% (HPLC), powder
Synonyme(s) :
6-Amino-2,3-dihydro-1,4-phthalazinedione, Isoluminol
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A propos de cet article
Formule empirique (notation de Hill) :
C8H7N3O2
Numéro CAS:
Poids moléculaire :
177.16
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
164804
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Laissez-nous vous aiderNom du produit
4-Aminophthalhydrazide,
assay
≥98% (HPLC)
Quality Level
form
powder
mp
300 °C (lit.)
solubility
2 M NH4OH: 50 mg/mL, clear to slightly hazy
SMILES string
Nc1ccc2C(=O)NNC(=O)c2c1
InChI
1S/C8H7N3O2/c9-4-1-2-5-6(3-4)8(13)11-10-7(5)12/h1-3H,9H2,(H,10,12)(H,11,13)
InChI key
HUDPLKWXRLNSPC-UHFFFAOYSA-N
Application
4-Aminophthalhydrazide has been used in:
- chemiluminescence-based reactive oxygen species (ROS) assay in bone marrow (BM) neutrophils post-Yersinia pseudotuberculosis infection
- neutrophil ROS assays post-K. pneumonia exposure
- neutrophil ROS assays in response to formylated-methionine-leucine-proline
Biochem/physiol Actions
4-Aminophthalhydrazide or isoluminol is a chemiluminescent compound that comprises a phthalazine ring. It is more hydrophilic than luminol. Isoluminol is commercially used in a wide variety of in vitro immunoassays and is a chemiluminescence amplifier for studying reactive oxygen species. It is also useful as an electroluminescence (ECL) biosensor and as a probe for rapid microbial detection.
Features and Benefits
Produces chemiluminescence.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Contenu apparenté
Anna-Lena Stenfeldt et al.
Luminescence : the journal of biological and chemical luminescence, 22(5), 507-510 (2007-07-05)
A technique was designed for the determination of hydrogen peroxide release. We found, however, that the isoluminol-amplified chemiluminescence technique is a suitable tool for measuring secretion of superoxide but not hydrogen peroxide.
A new isoluminol reagent for chemiluminescence labeling of proteins
Palmioli A, et al.
Tetrahedron Letters, 54, 4446-4450 (2013)
M Rájecký et al.
International journal of laboratory hematology, 34(2), 136-142 (2011-08-13)
The differentiation between extra- and intracellular production of reactive oxygen species (ROS) in whole blood was measured by luminol- and isoluminol-enhanced chemiluminescence (CL). Azide (total CL inhibition), azide + horseradish peroxidase (HRP, restoring extracellular CL), superoxide dismutase + catalase (depleting