4-Aminophthalhydrazide

Base Information

• Chemical Name: 4-Aminophthalhydrazide
• CAS No.: 3682-14-2
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• Hs Code.: 29280000
• European Community (EC) Number: 628-451-4
• NSC Number: 13567
• UNII: 5ID1912ANA
• DSSTox Substance ID: DTXSID70958029
• Nikkaji Number: J207.984D
• Wikidata: Q27093128
• Metabolomics Workbench ID: 146652
• ChEMBL ID: CHEMBL14882
• Mol file: 3682-14-2.mol

Synonyms:3-aminophthalhydrazide;iso-luminol;isoluminol

Chemical Property of 4-Aminophthalhydrazide

Chemical Property:

• Melting Point: 300 °C(lit.)
• Boiling Point: 633 °C at 760 mmHg
• PKA: 10.78±0.20(Predicted)
• Flash Point: 336.7 °C
• PSA: 91.74000
• Density: 1.433 g/cm³
• LogP: 0.37980
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive
• Solubility.: Soluble in ammonium hydroxide, sodium carbonate or other base.
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 254

Purity/Quality:

98% ^*data from raw suppliers

4-Aminophthalhydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)C(=O)NNC2=O
• Uses: 4-Aminophthalhydrazide is a chemiluminescent compound. 4-Aminophthalhydrazide has been used in:chemiluminescence-based reactive oxygen species (ROS) assay in bone marrow (BM) neutrophils post-Yersinia pseudotuberculosis infectionneutrophil ROS assays post-K. pneumonia exposure neutrophil ROS assays in response to formylated-methionine-leucine-proline

Technology Process of 4-Aminophthalhydrazide

There total 12 articles about 4-Aminophthalhydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

4-amino-N-methylphthalimide (2307-00-8) → isoluminol (3682-14-2)

Guidance literature:

With hydrazine hydrate; In toluene; for 24h; Heating;

Reference yield: 85.0%

6-nitro-2,3-dihydrophthalazine-1,4-dione (3682-19-7) → isoluminol (3682-14-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; at 35 ℃; for 4h; under 3040.2 Torr;

Reference yield: 80.0%

4-aminophthalimide (3676-85-5) → isoluminol (3682-14-2)

Guidance literature:

With hydrazine-hydroquinone complex; at 140 ℃; neat (no solvent);

DOI:10.3184/174751911X13058077114827

upstream raw materials:

3-aminophthalimide

4-nitrophthalic acid diethyl ester

6-nitro-2,3-dihydrophthalazine-1,4-dione

4-amino-N-methylphthalimide

Downstream raw materials:

isoluminol isothiocyanate

meta-aminobenzoic acid

Refernces

• 1、 Chattopadhyay, Gautam,Ray, Partha Sinha. "Hydrazine-hydroquinone complex as an efficient solid phase hydrazine donor: High yield synthesis of luminol and isoluminol". . p. 326 - 328. Retrieved 2011.
• 2、 -. "Method for preparing isoluminol from phthalylhydrazine used as raw material". Paragraph 0045; 0054; 0055; 0056. . Retrieved 2016/10/08.