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
Beilstein:
164804
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
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
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Charlotte Joos et al.
PloS one, 5(3), e9871-e9871 (2010-04-03)
Effective vaccines to combat malaria are urgently needed, but have proved elusive in the absence of validated correlates of natural immunity. Repeated blood stage infections induce antibodies considered to be the main arbiters of protection from pathology, but their essential
Raquel Maeztu et al.
The journal of physical chemistry. B, 114(8), 2798-2806 (2010-02-06)
The chemiluminescent oxidation of luminol (LUM) and isoluminol (ISOL) is notably enhanced, both in intensity and duration, in the presence of natural cyclodextrins (alpha-, beta-, gamma-CD). The experiments have considered some of the most widespread applications of these compounds: the
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
Caifeng Ding et al.
Chemical communications (Cambridge, England), 46(42), 7990-7992 (2010-09-25)
A new strategy of photoelectrochemical (PEC) analysis with chemiluminescence (CL) of the isoluminol-H(2)O(2)-Co(2+) system as a light source for the determination of physiological thiols in cancer cells was reported for the first time.
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
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