3682-15-3

Basic information

• Product Name: 3-Nitrophthalhydrazide
• Synonyms: LABOTEST-BB LT00452959;AURORA KA-3797;2,3-DIHYDRO-5-NITRO-1,4-PHTHALAZINEDIONE;3-NITROPHTHALHYDRAZIDE;3-NITROPHTHALIC HYDRAZIDE;3-NITROPHTHALIC HYDRAZINE;2,3-dihydro-5-nitro-4-phthalazinedione;3-NITROPHTHALIC HYDRAZIDE 96+%
• CAS NO: 3682-15-3
• Molecular Formula: C₈H₅N₃O₄
• Molecular Weight: 207.14
• Mol File: 3682-15-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: >300 °C(lit.)
• Appearance: /
• Density: 1.556 g/cm³
• Refractive Index: 1.628
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 9.26±0.20(Predicted)
• CAS DataBase Reference: 3-Nitrophthalhydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitrophthalhydrazide(3682-15-3)
• EPA Substance Registry System: 3-Nitrophthalhydrazide(3682-15-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3682-15-3(Hazardous Substances Data)

Usage

Description

3-Nitrophthalhydrazide is a chemical compound with the formula C8H6N4O3, characterized by its yellow powder appearance. It is a derivative of phthalhydrazide, featuring a nitro group (-NO2) attached to the 3rd carbon position of the phthalic ring.

Uses

Used in Chemical Synthesis:
3-Nitrophthalhydrazide is used as a key intermediate in the synthesis of various chemical compounds. It is particularly utilized in the preparation of 3-aminophthalhydrazidate, which is essential for the synthesis of monoacylhydrazidate-coordinated Mn2+ and Pb2+ compounds. These synthesized compounds have potential applications in various fields, such as catalysis, material science, and pharmaceuticals.
Used in Photography and Imaging Industry:
In the field of photography and imaging, 3-Nitrophthalhydrazide is used as a heat developable light-sensitive material. Its light-sensitive properties make it a valuable component in the development of photographic films and papers, as well as in other imaging technologies that require heat-sensitive materials for processing.
These applications highlight the versatility of 3-Nitrophhydrazide in both chemical synthesis and specialized industries, such as photography and imaging. Its unique chemical properties and reactivity contribute to its usefulness in these areas.

InChI:InChI=1/C8H5N3O4/c12-7-4-2-1-3-5(11(14)15)6(4)8(13)10-9-7/h1-3H,(H,9,12)(H,10,13)

Upstream product

• 641-70-3 3-nitrophthalic acid anhydride 
• 603-62-3 4-nitro-1H-isoindole-1,3(2H)-dione 
• 603-11-2 3-nitrophthalic acid 
• 7803-57-8 hydrazine hydrate 
• 64-19-7 acetic acid 
• 7732-18-5 water 
• 86-57-7 1-Nitronaphthalene 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 24564-71-4 3-Nitrophthaloyl dichloride 

Downstream Products

• 521-31-3 5-amino-2,3-dihydrophthalazine-1,4-dione 
• 60851-83-4 5-aminophthalazine-1,4-dione 

Relevant articles and documents

Synthesis of 5-nitro-1,2,3,4-tetrahydro-1,4-phthalazinedione and 1,8-dinitro-5,7,12,14-tetrahydrophthalazino-[2,3-b]phthalazine-5,7,12, 14-tetraone [5]

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Synthesis and evaluation of in vitro and in vivo trypanocidal properties of a new imidazole-containing nitrophthalazine derivative

A series of new phthalazine derivatives (1-4) containing imidazole rings and functionalized with nitro groups in the benzene ring of the phthalazine moiety were prepared and identified on the basis of their MS, elemental analyses and bidimensional 1H and 13C NMR data, and their trypanocidal activity was tested. The 8-nitrosubstituted compound (3) was more active in vitro against Trypanosoma cruzi and less toxic against Vero cells than the reference drug benznidazole, and showed a SI value that was 47-fold better than the reference drug in amastigote forms. It also remarkably reduced the infectivity rate in Vero cells and decreased the reactivation of parasitemia in immunodeficient mice. Ultrastructural alterations found in epimastigotes treated with 3 confirmed extensive cytoplasm destruction in the parasites, whereas histopathological analysis of the hearts of mice infected and treated with 3 resulted in a decrease in cardiac damage. Biochemical markers showed that livers, hearts, and kidneys of treated mice were substantially unaffected by the administration of 3, despite the presence of the potentially toxic nitro group. It was also found that this compound selectively inhibited the antioxidant parasite enzyme Fe-superoxide dismutase (Fe-SOD) in comparison with human CuZn-SOD, and molecular modeling suggested interaction with the H-bonding system of the iron-based moiety as a feasible mechanism of action against the enzyme.

PHARMACEUTICAL GRADE PHTHALAZINEDIONES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention comprises methods of manufacturing a highly purified, pharmaceutical grade phthalazinedione for administration to a human or animal. The manufacturing methods identify and isolate starting materials, and prepare intermediate products, which are suitable for the commercial batch process production of highly purified and high-yielding intermediate products and final phthalazinedione products.