1(2H)-Phthalazinone

Base Information

• Chemical Name: 1(2H)-Phthalazinone
• CAS No.: 119-39-1
• Deprecated CAS: 5418-26-8
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 29339990
• European Community (EC) Number: 204-319-8
• NSC Number: 52567,10432
• UNII: 463ZJB0EI2
• DSSTox Substance ID: DTXSID4025903
• Nikkaji Number: J36.830J
• Wikidata: Q27115758
• Pharos Ligand ID: FWZSRC1AP84D
• Metabolomics Workbench ID: 54905
• ChEMBL ID: CHEMBL124706
• Mol file: 119-39-1.mol

Synonyms:1(2H)-phthalazinone;phthalazone

Chemical Property of 1(2H)-Phthalazinone

Chemical Property:

• Appearance/Colour: Off-white to pale yellow crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 183-185 °C
• Refractive Index: 1.588
• Boiling Point: 423.4 °C at 760 mmHg
• PKA: 12.29±0.20(Predicted)
• Flash Point: 209.9 °C
• PSA: 45.75000
• Density: 1.318 g/cm³
• LogP: 0.92310
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

≥98.0% ^*data from raw suppliers

Phthalazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-68-36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Rings
• Canonical SMILES: C1=CC=C2C(=C1)C=NNC2=O
• Uses: Phthalazone is a remarkable scaffold in drug discovery. Also, functions as an oxidative metabolic pathway of lenvatinib mediated by aldehyde oxidase.

Technology Process of 1(2H)-Phthalazinone

There total 50 articles about 1(2H)-Phthalazinone 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: 100.0%

o-carboxybenzaldehyde (119-67-5) → phthalazone (119-39-1)

Guidance literature:

With sodium acetate; hydrazinium sulfate; In water;

DOI:10.1021/jm00350a018

Reference yield: 88.0%

2-dibromomethyl-benzoic acid (62551-42-2) → phthalazone (119-39-1)

Guidance literature:

With hydrazine hydrate; In ethanol;

Reference yield: 84.0%

2-((2-benzoylhydrazono)methyl)benzoic acid (65349-12-4) → phthalazone (119-39-1) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With tin(ll) chloride; In 1,4-dioxane; for 15h; Reflux;

DOI:10.1021/acs.joc.9b00733

upstream raw materials:

oxisoindole

1-chlorophthalazine

3-Bromophthalide

1,4-dichlorophthalazine

Downstream raw materials:

2-Ethyl-1(2H)-phthalazinon

1(2H)-phthalazinethione

1-chlorophthalazine

2-benzylideneamino-2,3-dihydro-isoindol-1-one

Refernces

• 1、 Malinowski, Zbigniew,Fornal, Emilia,Sierocińska, Beata,Czeczko, Renata,Nowak, Monika. "Synthesis of 4-alkylsulfanylphthalazin-1(2H)-ones via palladium catalyzed sulfanylation of substituted 4-bromophthalazin-1(2H)-ones". . p. 7942 - 7951. Retrieved 2016.
• 2、 Grassi, Giovanni,Risitano, Francesco,Foti, Francesco. "Reaction of Diazines and their Benzo derivatives with Benzonitrile oxide". . p. 11855 - 11862. Retrieved 1995.
• 3、 Amin, Kamilia M.,Barsoum, Flora F.,Awadallah, Fadi M.,Mohamed, Nehal E.. "Identification of new potent phthalazine derivatives with VEGFR-2 and EGFR kinase inhibitory activity". . p. 191 - 201. Retrieved 2016.
• 4、 Nirogi, Ramakrishna,Kandikere, Vishwottam,Palacharla, Raghava Choudary,Bhyrapuneni, Gopinadh,Kanamarlapudi, Vijaya Bhargava,Ponnamaneni, Ranjith Kumar,Manoharan, Arun Kumar. "Identification of a suitable and selective inhibitor towards aldehyde oxidase catalyzed reactions". . p. 197 - 204. Retrieved 2014.
• 5、 Beitz, Toralf,Bechmann, Wolfgang,Mitzner, Rolf. "Investigations of reactions of selected azaarenes with radicals in water. 1. Hydroxyl and sulfate radicals". . p. 6760 - 6765. Retrieved 1998.
• 6、 Wang, Xiaoping,Huang, Danfeng,Wang, Ke-Hu,Su, Yingpeng,Hu, Yulai. "Tin Powder-Promoted Cascade Condensation/Allylation/Lactamization: Synthesis of Isoindolinones and Pyrazoloisoindol-8-ones". . p. 6946 - 6961. Retrieved 2019/06/14.
• 7、 -. "Pyridazinone BTK inhibitors and application thereof". Paragraph 0042; 0043; 0046; 0047. . Retrieved 2019/01/23.