3682-14-2

Basic information

• Product Name: 4-Aminophthalhydrazide
• Synonyms: ISOLUMINOL;4-AMINOPHTHALHYDRAZIDE;4-AMINOPHTHALOYLHYDRAZINE;6-AMINO-2,3-DIHYDRO-1,4-PHTHALAZINEDIONE;6-AMINO-2,3-DIHYDROPHTHALAZINE-1,4-DIONE;4-AMINOPHTHALHYDRAZIDE HYDRATE, 98%;4-AMINOPHTHALHYDRAZIDE MONOHYDRATE;6-AMINO-2-3-DIHYDRO-1-4-PHTHALAZINEDIONE CRYSTALLI
• CAS NO: 3682-14-2
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.16
• Product Categories: Luminols (Chemiluminescence);Analytical Chemistry;Chemiluminescence
• Mol File: 3682-14-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 300 °C(lit.)
• Boiling Point: 633 °C at 760 mmHg
• Flash Point: 336.7 °C
• Appearance: /
• Density: 1.433 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Soluble in ammonium hydroxide, sodium carbonate or other base.
• PKA: 10.78±0.20(Predicted)
• Sensitive: Air Sensitive
• BRN: 164804
• CAS DataBase Reference: 4-Aminophthalhydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminophthalhydrazide(3682-14-2)
• EPA Substance Registry System: 4-Aminophthalhydrazide(3682-14-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-23
• Hazardous Substances Data: 3682-14-2(Hazardous Substances Data)

Usage

Description

4-Aminophthalhydrazide is a chemiluminescent compound that exists in a powder form. It is known for its unique chemical properties, which make it a valuable component in various applications across different industries.

Uses

Used in Analytical Chemistry:
4-Aminophthalhydrazide is used as a chemiluminescent agent for detecting and measuring reactive oxygen species (ROS) in various assays. Its chemiluminescent properties allow for the sensitive and accurate detection of ROS, which are essential in understanding various biological processes and disease mechanisms.
Used in Medical Research:
In the field of medical research, 4-Aminophthalhydrazide is used as a diagnostic tool for assessing the immune response of neutrophils. It is particularly useful in neutrophil ROS assays post-infections, such as Yersinia pseudotuberculosis and K. pneumonia, as well as in response to formylated-methionine-leucine-proline. These assays help researchers understand the role of neutrophils in the immune system and their response to different pathogens, which can be crucial in developing new treatments and therapies for various diseases.
Used in Pharmaceutical Industry:
4-Aminophthalhydrazide's chemiluminescent properties also make it a valuable compound in the pharmaceutical industry. It can be used in the development of new drugs and therapies that target ROS-related pathways, as well as in the formulation of diagnostic tools for monitoring the effects of these treatments on the immune system.

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.

InChI:InChI=1/C8H7N3O2.H2O/c9-4-1-2-5-6(3-4)8(13)11-10-7(5)12;/h1-3H,9H2,(H,10,12)(H,11,13);1H2

Upstream product

• 3682-19-7 6-nitro-2,3-dihydrophthalazine-1,4-dione 
• 2307-00-8 4-amino-N-methylphthalimide 
• 610-27-5 4-nitrophthalic acid 
• 89-40-7 4-nitrophthalimide 
• 610-22-0 dimethyl 4-nitrophthalate 
• 3069-13-4 2,3-diacetyl-2,3-dihydro-phthalazine-1,4-dione 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 3676-85-5 4-aminophthalimide 
• 2050-19-3 4-nitrophthalic acid diethyl ester 
• 2518-24-3 3-aminophthalimide 

Downstream Products

• 107807-39-6 isoluminol isothiocyanate 
• 99-05-8 meta-aminobenzoic acid 

Relevant articles and documents

A High Selective Chemiluminescent Probe Derived from Iso-luminol Enabling High Sensitive Determination of Ferrous Ions in the Environmental Waters

A new chemiluminescence (CL) reagent named 4-amino-5-thiocyanato-phthalyl-hydrazine (iso-luminol-SCN) is synthesized by the bromide-mediated substitution reaction of iso-luminol with sodium thiocyanate in dimethyl formamide (DMF) at room temperature. Stro

Luminol or isoluminol synthesizing method by one-pot process

The invention discloses a luminol or isoluminol synthesizing method by a one-pot process. The luminol or the isoluminol synthesizing method by the one-pot process includes the steps of 1) enabling 3-nitrophthalic acid or 4-nitrophthalic acid as a starting material to react with urea in an organic solvent to obtain 3-nitrophthalimide or 4-nitrophthalimide; 2) enabling the 3-nitrophthalimide or the 4-nitrophthalimide to react with a hydrazine hydrate aqueous solution to obtain 3-nitrophthalhydrazide or 4-nitrophthalhydrazide; 3) enabling the 3-nitrophthalhydrazide or the 4-nitrophthalhydrazide to react with a reducing agent in the presence of a catalyst to obtain luminol or isoluminol. The luminol or the isoluminol synthesizing method by the one-pot process has the advantages of simplicity, convenience in operation, low cost, high yield and less pollution, and can be applicable to industrialized production.

Cyclic Imides. 16. Hydroxy and Methoxy Derivatives of Aminophthalimide and Phthalhydrazide

Treatment of N-alkyl derivatives of 3,6-dichlorophthalimide and 4,5-dichlorophthalimide with potassium nitrite gave 3-hydroxy-6-nitro- and 4-hydroxy-5-nitrophthalimides.The potassium salts of these phenols were alkylated by dialkyl sulfates.The products were reduced to the 3-amino-6-alkoxy- and 4-amino-5-alkoxyphthalimides, and the fluorescence emission spectra of these products were measured.Hydrazinolysis of the phthalimides in a toulene medium gave phthalhydrazides.The luminescence spectra of several aminophthalhydrazides were measured.The infrared and proton magnetic resonance spectra of these and of some nitrophthalhydrazides were measured and aspects of these spectra characteristic of phthalhydrazides were identified.