Oxyphenbutazone

Base Information

• Chemical Name: Oxyphenbutazone
• CAS No.: 129-20-4
• Molecular Formula: C19H20 N2 O3
• Molecular Weight: 324.379
• Hs Code.: 2933990090
• European Community (EC) Number: 204-936-2
• NSC Number: 757261,526053
• UNII: A7D84513GV
• DSSTox Substance ID: DTXSID1045291
• Nikkaji Number: J10.648H
• Wikipedia: Oxyphenbutazone
• Wikidata: Q4116192
• NCI Thesaurus Code: C74597
• Pharos Ligand ID: 1DWFZAZT8U1H
• Metabolomics Workbench ID: 122956
• ChEMBL ID: CHEMBL1228
• Mol file: 129-20-4.mol

Synonyms:Diflamil;Hydroxyphenylbutazone;Oxyphenbutazone;Oxyphenylbutazone;Tanderil

Chemical Property of Oxyphenbutazone

Chemical Property:

• Vapor Pressure: 4.7E-10mmHg at 25°C
• Melting Point: 109-111°C
• Refractive Index: 1.6140 (estimate)
• Boiling Point: 485.6°Cat760mmHg
• PKA: pKa 4.7/10.0±0.2(H2O,t =25,Iundefined) (Uncertain)
• Flash Point: 247.5°C
• PSA: 60.85000
• Density: 1.241g/cm³
• LogP: 3.62340
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO: soluble10mg/mL, clear
• Water Solubility.: 20mg/L(room temperature)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 324.14739250
• Heavy Atom Count: 24
• Complexity: 454

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxyphenbutazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1C(=O)N(N(C1=O)C2=CC=C(C=C2)O)C3=CC=CC=C3
• Recent ClinicalTrials: The UPDATE Trial (Uvb Phototherapy in Dermatology for ATopic Eczema)
• Uses: Anti-inflammatory;Cyclooxygenase inhibito
• Indications: Oxyphenbutazone (Oxalid, Tandearil) is the principal uricosuric metabolite of phenylbutazone. It has the same indications and toxicities as phenylbutazone.
• Therapeutic Function: Antiinflammatory

Technology Process of Oxyphenbutazone

There total 10 articles about Oxyphenbutazone 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:

diethyl butylmalonate (133-08-4) → OXYPHENBUTAZONE (129-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethylate; xylene

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

With sodium hydroxide; sodium ethanolate; nickel; xylene;

DOI:10.1002/hlca.19570400218

Reference yield:

1-(4-acetoxy-phenyl)-4-butyl-2-phenyl-pyrazolidine-3,5-dione (27455-08-9) → OXYPHENBUTAZONE (129-20-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1002/hlca.19570400218

Reference yield:

1-(4-benzyloxy-phenyl)-4-butyl-2-phenyl-pyrazolidine-3,5-dione (31603-00-6) → OXYPHENBUTAZONE (129-20-4)

Guidance literature:

With sodium hydroxide; nickel; Hydrogenation;

DOI:10.1002/hlca.19570400218

upstream raw materials:

1-(4-acetoxy-phenyl)-4-butyl-2-phenyl-pyrazolidine-3,5-dione

1-(4-benzyloxy-phenyl)-4-butyl-2-phenyl-pyrazolidine-3,5-dione

Phenylbutazone

butan-1-ol

Downstream raw materials:

4,4'-dibutyl-2,2'-diphenyl-1,1'-(4,4'-nonanedioyldioxy-diphenyl)-bis-pyrazolidine-3,5-dione

4,4'-dibutyl-2,2'-diphenyl-1,1'-(4,4'-pentanedioyldioxy-diphenyl)-bis-pyrazolidine-3,5-dione

4,4'-dibutyl-2,2'-diphenyl-1,1'-(4,4'-hexanedioyldioxy-diphenyl)-bis-pyrazolidine-3,5-dione

4,4'-dibutyl-2,2'-diphenyl-1,1'-(4,4'-heptanedioyldioxy-diphenyl)-bis-pyrazolidine-3,5-dione

Refernces

• 1、 Fabre,Mandrou. "Quality control of phenylbutazone I: Analysis of phenylbutazone and decomposition products in drugs by TLC". . p. 460 - 461. Retrieved 2007/10/02.