5-(4-Hydroxyphenyl)-5-phenylimidazolidine-2,4-dione

Base Information

• Chemical Name: 5-(4-Hydroxyphenyl)-5-phenylimidazolidine-2,4-dione
• CAS No.: 2784-27-2
• Deprecated CAS: 57464-82-1
• Molecular Formula: C15H12 N2 O3
• Molecular Weight: 268.272
• Hs Code.: 2933990090
• European Community (EC) Number: 220-492-2
• NSC Number: 156081
• UNII: L42OQX7ZQY
• DSSTox Substance ID: DTXSID401031098
• Nikkaji Number: J77.744G
• Wikidata: Q27132817
• Metabolomics Workbench ID: 49613
• ChEMBL ID: CHEMBL1908021
• Mol file: 2784-27-2.mol

Synonyms:4'-HPPH;4-HppH;5-(4'-hydroxyphenyl)-5-phenylhydantoin;5-(4-hydroxyphenyl)-5-phenylhydantoin;hydroxyphenytoin;hydroxyphenytoin, (+-)-isomer;hydroxyphenytoin, (R)-isomer;hydroxyphenytoin, (S)-isomer;hydroxyphenytoin, 11C-labeled

Chemical Property of 5-(4-Hydroxyphenyl)-5-phenylimidazolidine-2,4-dione

Chemical Property:

• Melting Point: >300 °C(lit.)
• Refractive Index: 1.5906 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 78.43000
• Density: 1.348g/cm³
• LogP: 2.13280
• Solubility.: soluble50mg/mL, clear, colorless to faintly yellow (DMF:MeOH(2:1
• Water Solubility.: 36mg/L(37 oC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 268.08479225
• Heavy Atom Count: 20
• Complexity: 398

Purity/Quality:

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

5-(4-Hydroxyphenyl)-5-phenylhydantoin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C(=O)NC(=O)N2)C3=CC=C(C=C3)O
• Uses: 5-(4-Hydroxyphenyl)-5-phenylhydantoin was used in enantiomeric separation of chiral pharmaceuticals using a teicoplanin chiral stationary phase by aqueous and non-aqueous packed capillary electrochromatography. It was used as internal standard in determination of phenylbutazone and its metabolite oxyphenbutazone in human plasma by GLC.

Technology Process of 5-(4-Hydroxyphenyl)-5-phenylimidazolidine-2,4-dione

There total 8 articles about 5-(4-Hydroxyphenyl)-5-phenylimidazolidine-2,4-dione 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%

5-(4-methoxyphenyl)-5-phenylimidazolidine-2,4-dione (17816-50-1) → 5-(4-hydroxyphenyl)-5-phenylhydantoin (2784-27-2,57464-82-1)

Guidance literature:

With aluminium trichloride; In various solvent(s); at 20 ℃; for 2h;

DOI:10.1016/j.tetasy.2004.07.007

Reference yield: 44.0%

ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + 4-Hydroxybenzophenone (1137-42-4) → 5-(4-hydroxyphenyl)-5-phenylhydantoin (2784-27-2,57464-82-1)

Guidance literature:

With potassium cyanide; In ethanol; water; at 120 ℃; for 18h;

DOI:10.1016/j.tetasy.2004.07.007

Reference yield:

potassium cyanide (151-50-8) + 4-Hydroxybenzophenone (1137-42-4) → 5-(4-hydroxyphenyl)-5-phenylhydantoin (2784-27-2,57464-82-1)

Guidance literature:

With acetamide;

DOI:10.1021/ja01645a029

upstream raw materials:

potassium cyanide

ammonium bicarbonate

4-Hydroxybenzophenone

4-Methoxybenzophenone

Downstream raw materials:

4'-(S)-hydroxyphenytoin

Refernces

• 1、 Eto,Noda,Minemoto,Noda. "Effect of safrazine, a monramine oxidase inhibitor bearing a hydrazine-terminal, on phenytoin metabolism in isolated rat hepatocytes". . p. 456 - 458. Retrieved 1988.
• 2、 Mays, Dennis C.,Pawluk, Lew J.,Apseloff, Glen,Davis, W. Bruce,She, Zhi-Wu,Sagone, Arthur L.,Gerber, Nicholas. "Metabolism of Phenytoin and Covalent Binding of Reactive Intermediates in Activated Human Neutrophils". . p. 367 - 380. Retrieved 2007/10/03.