5-Ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione

Base Information

• Chemical Name: 5-Ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione
• CAS No.: 61837-65-8
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.255
• DSSTox Substance ID: DTXSID20977407
• Nikkaji Number: J409.554E
• Metabolomics Workbench ID: 42517
• ChEMBL ID: CHEMBL1314943
• Mol file: 61837-65-8.mol

Synonyms:4-hydroxymephenytoin;4-hydroxymephenytoin, (S)-isomer;para-hydroxymephenytoin

Chemical Property of 5-Ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione

Chemical Property:

• Melting Point: 153-154 ºC
• Refractive Index: 1.567
• PKA: 8.31±0.70(Predicted)
• PSA: 69.64000
• Density: 1.249 g/cm³
• LogP: 1.44580
• Storage Temp.: 2-8°C
• Solubility.: DMSO: >5mg/mL
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 234.10044231
• Heavy Atom Count: 17
• Complexity: 337

Purity/Quality:

97% ^*data from raw suppliers

(+/-)-4-HydroxyMephenytoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1(C(=O)N(C(=O)N1)C)C2=CC=C(C=C2)O
• Uses: CYP2C19 metabolite of Mephenytoin Pharmacological activity investigating:? ;The drug effects on metabolization1? ;In vitro cytochrome P450 activity in microsomes2Analyte for electron-capture gas chromatography procedures3 Pharmacological activity investigating:The drug effects on metabolizationIn vitro cytochrome P450 activity in microsomesAnalyte for electron-capture gas chromatography procedures

Technology Process of 5-Ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione

There total 6 articles about 5-Ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-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:

S-mephenytoin (70989-04-7) → [14C]-(S)-4'-Hydroxymephenytoin (61837-65-8,82695-93-0)

Guidance literature:

With β-D-glucose 6-phosphate; NADP; glucose 6-phosphate dehydrogenase; at 37 ℃; Reagent/catalyst; Enzymatic reaction;

DOI:10.2133/dmpk.DMPK-13-NT-031

Reference yield:

S-mephenytoin (70989-04-7) → (+/-)-4'-Hydroxymephenytoin (61837-65-8,82695-93-0)

Guidance literature:

With glucose-6-phosphate dehydrogenase; magnesium(II) chloride hexahydrate; human liver cytochrome P₄₅₀ isoform 2C₁₉; nicotinamide adenine dinucleotide phosphate; glucose-6-phosphate dipotassium salt; In methanol; aq. phosphate buffer; at 37 ℃; for 0.333333h; pH=7.4; Enzymatic reaction;

DOI:10.3109/00498254.2013.878815

Reference yield:

S-mephenytoin (70989-04-7) + buprenorphine hydrochloride (136232-95-6,53187-13-6,55327-62-3,64425-21-4) → [14C]-(S)-4'-Hydroxymephenytoin (61837-65-8,82695-93-0)

Guidance literature:

With CYP₂C₁₉; β-nicotinamide adenine dinucleotide phosphate sodium salt; glucose-6-phosphate dipotassium salt; glucose-6-phosphate dehydrogenase; In phosphate buffer; dimethyl sulfoxide; pH=7.4; Enzyme kinetics;

DOI:10.1248/bpb.25.682

upstream raw materials:

dimethyl sulfate

5-ethyl-5-(4-hydroxyphenyl)hydantoin

4-hydroxypropiophenone

S-mephenytoin