A8264

4-Aminophthalhydrazide

≥98% (HPLC), powder

• Synonym(s): 6-Amino-2,3-dihydro-1,4-phthalazinedione, Isoluminol
• Empirical Formula (Hill Notation): C₈H₇N₃O₂
• CAS Number: 3682-14-2
• Molecular Weight: 177.16
• NACRES: NA.83
• PubChem Substance ID: 24891326
• UNSPSC Code: 12352204
• MDL number: MFCD00010560
• Beilstein/REAXYS Number: 164804

Properties

• Product Name: 4-Aminophthalhydrazide,
• assay: ≥98% (HPLC)
• Quality Segment: 200
• 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

Description

Application

4-Aminophthalhydrazide has been used in:

• chemiluminescence-based reactive oxygen species (ROS) assay in bone marrow (BM) neutrophils post-Yersinia pseudotuberculosis infection[1]
• neutrophil ROS assays post-K. pneumonia exposure[2]
• neutrophil ROS assays in response to formylated-methionine-leucine-proline[3]

Biochem/physiol Actions

4-Aminophthalhydrazide or isoluminol is a chemiluminescent compound that comprises a phthalazine ring. It is more hydrophilic than luminol.[4] Isoluminol is commercially used in a wide variety of in vitro immunoassays and is a chemiluminescence amplifier for studying reactive oxygen species.[4] It is also useful as an electroluminescence (ECL) biosensor and as a probe for rapid microbial detection.

Features and Benefits

Produces chemiluminescence.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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