1,2-Diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine

Base Information

• Chemical Name: 1,2-Diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine
• CAS No.: 568-76-3
• Molecular Formula: C₁₉H₂₀N₂O₃
• Molecular Weight: 324.379
• DSSTox Substance ID: DTXSID50972248
• Nikkaji Number: J13.869J
• ChEMBL ID: CHEMBL3544829
• Mol file: 568-76-3.mol

Synonyms:(+-)-isomer of gamma-hydroxyphenylbutazone;1,2-diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine;gamma-hydroxyphenylbutazone

Chemical Property of 1,2-Diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine

Chemical Property:

• Vapor Pressure: 1.53E-09mmHg at 25°C
• Boiling Point: 467.5°Cat760mmHg
• Flash Point: 236.6°C
• PSA: 60.85000
• Density: 1.244g/cm³
• LogP: 2.88860
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 324.14739250
• Heavy Atom Count: 24
• Complexity: 420

Purity/Quality:

97% ^*data from raw suppliers

gamma-Hydroxy phenylbutazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3)O
• Uses: Labelled γ-Hydroxy Phenylbutazone (H940070). γ-Hydroxy Phenylbutazone is a metabolite of Kebuzone (K155300). Antirheumatic.

Technology Process of 1,2-Diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine

There total 6 articles about 1,2-Diphenyl-3,5-dioxo-4-(3-hydroxybutyl)pyrazolidine 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:

kebuzone (853-34-9) → hydroxyphenylbutazone (568-76-3) + 6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid-(N,N'-diphenyl-hydrazide) (96740-75-9)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; Hydrogenation;

DOI:10.1002/hlca.19570400219

Reference yield:

(3-oxybutyl)malonate ethylene ketal (7796-23-8) → hydroxyphenylbutazone (568-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate; benzene

2: toluene-4-sulfonic acid; acetone

3: Raney nickel; aq.-ethanolic NaOH / Hydrogenation

With sodium hydroxide; sodium methylate; nickel; toluene-4-sulfonic acid; acetone; benzene;

DOI:10.1002/hlca.19570400219

Reference yield:

4-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-1,2-diphenyl-pyrazolidine-3,5-dione (116604-64-9) → hydroxyphenylbutazone (568-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid; acetone

2: Raney nickel; aq.-ethanolic NaOH / Hydrogenation

With sodium hydroxide; nickel; toluene-4-sulfonic acid; acetone;

DOI:10.1002/hlca.19570400219

upstream raw materials:

kebuzone

morpholine

methanol

6-methyl-2-oxo-tetrahydro-pyran-3-carboxylic acid-(N,N'-diphenyl-hydrazide)

Refernces

• 1、 Nemecek,Macek,Queisnerova,Vejdelek. "Ketophenylbutazone metabolites in urine". . p. 1339 - 1342. Retrieved 2007/10/08.