A8264
4-Aminophthalhydrazide
≥98% (HPLC), powder
Synonym(s):
6-Amino-2,3-dihydro-1,4-phthalazinedione, Isoluminol
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About This Item
Empirical Formula (Hill Notation):
C8H7N3O2
CAS Number:
Molecular Weight:
177.16
NACRES:
NA.83
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Beilstein/REAXYS Number:
164804
Product Name
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
Related Categories
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
Storage Class
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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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.
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
A new isoluminol reagent for chemiluminescence labeling of proteins
Palmioli A, et al.
Tetrahedron Letters, 54, 4446-4450 (2013)
Viera Jancinová et al.
Redox report : communications in free radical research, 11(3), 110-116 (2006-06-30)
To address the question why isoluminol, but not luminol, failed to detect oxidants produced intracellularly, differences between these luminophores were investigated with respect to physicochemical parameters and the character of chemiluminescence signal. Our results showed the isoluminol molecule to be
B G Yushkov et al.
Bulletin of experimental biology and medicine, 150(3), 352-354 (2011-01-18)
The effects of 3-aminophthalhydrazide and carrageenan on reparative regeneration and expression of CD117 by liver cells after partial hepatectomy were studied in mice. 3-Aminophthalhydrazide stimulated regeneration of the liver and increased the count of CD117(+) hepatocytes. By contrast, carrageenan inhibited
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A8264-10G | 04061831159028 |
| A8264-1G | 04061826740958 |
| A8264-5G | 04061833423929 |
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