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,
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)
SMILES string
Nc1ccc2C(=O)NNC(=O)c2c1
InChI key
HUDPLKWXRLNSPC-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
mp
300 °C (lit.)
solubility
2 M NH4OH: 50 mg/mL, clear to slightly hazy
Quality Level
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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Jenna Lorenzini et al.
Cellular microbiology, 19(9) (2017-03-28)
Blastomycosis elicits a pyogranulomatous inflammatory response that involves a prominent recruitment of neutrophils to the site of infection. Although neutrophils are efficiently recruited to the site of infection, this event is paradoxically coupled with the host's inability to control infection
Chien-Wen S Kuo et al.
Journal of immunology (Baltimore, Md. : 1950), 187(1), 361-371 (2011-06-08)
Infection of human cells by human T cell leukemia virus type 1 (HTLV-1) is mediated by the viral envelope glycoproteins. The gp46 surface glycoprotein binds to cell surface receptors, including heparan sulfate proteoglycans, neuropilin 1, and glucose transporter 1, allowing
Maria Dahlberg et al.
Luminescence : the journal of biological and chemical luminescence, 23(3), 139-143 (2008-05-03)
Chemiluminescence systems enhanced by either isoluminol or luminol in combination with a peroxidase are sensitive methods for the detection of reactive oxygen species (ROS) generated by phagocyte NADPH oxidase. The two amplifying substrates are structurally very similar, differing only in
Chiedzo M Mpofu et al.
Gastroenterology, 133(5), 1487-1498 (2007-10-09)
Crohn's disease (CD) is mimicked by inherited phagocyte disorders and is associated with circulating antibodies against yeast mannan (anti-Saccharomyces cerevisiae antibody; ASCA). We speculated that mannans might impair phagocyte function. S cerevisiae mannan was assessed for its effects on human
Zian Lin et al.
Analytical chemistry, 78(15), 5322-5328 (2006-08-02)
A new method for pressurized capillary electrochromatography (pCEC) coupling with chemiluminescence (CL) detection using a modified on-column coaxial flow detection interface was developed. To evaluate the feasibility and reliability of the experimental setup, the typical CL compounds luminol and isoluminol
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