(+)-5-Ethyl-5-phenylhydantoin

Base Information

• Chemical Name: (+)-5-Ethyl-5-phenylhydantoin
• CAS No.: 65567-34-2
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Hs Code.: 2933990090
• European Community (EC) Number: 686-871-3
• UNII: O271Z1Q5G9
• DSSTox Substance ID: DTXSID301318015
• Nikkaji Number: J540.099F
• Wikidata: Q27285229
• ChEMBL ID: CHEMBL1723471
• Mol file: 65567-34-2.mol

Synonyms:65567-34-2;(S)-(+)-Nirvanol;S-(+)-N-Desmethyl Mephenytoin;(+)-Nirvanol;(+)-5-Ethyl-5-phenylhydantoin;d-Nirvanol;S-Nirvanol;(S)-Nirvanol;(5S)-5-ethyl-5-phenylimidazolidine-2,4-dione;5-Ethyl-5-phenylhydantoin, (+)-;2,4-Imidazolidinedione, 5-ethyl-5-phenyl-, (S)-;Hydantoin, 5-ethyl-5-phenyl-, (+)-;UNII-O271Z1Q5G9;(S)-5-Ethyl-5-phenyl-2,4-imidazolidinedione;(S)-5-ethyl-5-phenylimidazolidine-2,4-dione;O271Z1Q5G9;BRN 0085311;S-(+)-Nirvanol;SCHEMBL4123231;CHEMBL1723471;CHEBI:174015;DTXSID301318015;S-(+)-5-Ethyl-5-phenylhydantoin;(+)-5-PHENYL-5-ETHYLHYDANTOIN;(S)-5-PHENYL-5-ETHYLHYDANTOIN;NCGC00165928-01;Q27285229

Chemical Property of (+)-5-Ethyl-5-phenylhydantoin

Chemical Property:

• Melting Point: 195-200oC
• PSA: 58.20000
• LogP: 1.78890
• Storage Temp.: 2-8°C
• Solubility.: DMF: soluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 284

Purity/Quality:

98% ^*data from raw suppliers

S-(+)-N-DesmethylMephenytoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(C(=O)NC(=O)N1)C2=CC=CC=C2
• Isomeric SMILES: CC[C@@]1(C(=O)NC(=O)N1)C2=CC=CC=C2
• Uses: An anticonvulsant, hypnotic. A metabolite of Mephentoin

Technology Process of (+)-5-Ethyl-5-phenylhydantoin

There total 14 articles about (+)-5-Ethyl-5-phenylhydantoin 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:

2-Isocyanato-2-phenyl-butyronitrile (33875-36-4,75356-38-6,75442-54-5) → 5-Ethyl-5-phenyl-imidazolidine-2,4-dione (631-07-2,2216-93-5,65567-32-0,65567-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / H₂O / 0 °C

2: 20percent aq. HCl / 0.25 h / Heating

With hydrogenchloride; ammonia; In water;

DOI:10.1002/ardp.19803130609

Reference yield:

(1-Cyano-1-phenyl-propyl)-urea (75356-44-4,75419-84-0,75419-85-1) → 5-Ethyl-5-phenyl-imidazolidine-2,4-dione (631-07-2,2216-93-5,65567-32-0,65567-34-2)

Guidance literature:

With hydrogenchloride; for 0.25h; Yield given; Heating;

DOI:10.1002/ardp.19803130609

Reference yield:

S-mephenytoin (70989-04-7) → (+)-Nirvanol (65567-34-2)

Guidance literature:

With hydrogenchloride; human P₄₅₀ 2B₆ isoenzyme; NADP; magnesium chloride; at 37 ℃; for 0.333333h; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.cbi.2009.10.001

upstream raw materials:

ethyl (S)-2-amino-2-phenylbutanoate

urea

(S)-2‐amino‐2‐phenylbutyric acid

5-ethyl-5-phenyl-imidazolidine-2,4-dione

Refernces

• 1、 Feibush,Figueroa,Charles,et al.. "Chiral separation of heterocyclic drugs by HPLC: Solute-stationary phase base-pair interactions". . p. 3310 - 3318. Retrieved 2007/10/02.