Ethotoin

Base Information

• Chemical Name: Ethotoin
• CAS No.: 86-35-1
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Hs Code.: 2933210000
• European Community (EC) Number: 201-665-1
• NSC Number: 760074
• UNII: 46QG38NC4U
• DSSTox Substance ID: DTXSID6023020
• Nikkaji Number: J3.894F
• Wikipedia: Ethotoin
• Wikidata: Q4533122
• NCI Thesaurus Code: C47524
• Pharos Ligand ID: YRK52NMJFWP6
• Metabolomics Workbench ID: 144288
• ChEMBL ID: CHEMBL1095
• Mol file: 86-35-1.mol

Synonyms:ethotoin;Peganone

Chemical Property of Ethotoin

Chemical Property:

• Melting Point: 94°C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 342.72°C (rough estimate)
• PKA: 8.01±0.70(Predicted)
• PSA: 52.90000
• Density: 1.197 g/cm1.197 g/cm3
• LogP: 0.87730
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 272

Purity/Quality:

99%, ^*data from raw suppliers

Ethotoin ^*data from reagent suppliers

Safty Information:

• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=O)C(NC1=O)C2=CC=CC=C2
• Uses: Ethotoin is less active and less toxic than phenytoin. It is used for the same indications as is phenytoin, i.e. for control of major and complex epileptic attacks. Ethotoin is a hydantoin based anticonvulsant drug used in the treatment of epilepsy.
• Therapeutic Function: Anticonvulsant

Technology Process of Ethotoin

There total 5 articles about Ethotoin 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: 78.0%

N-ethylcarbamicacid phenylester (17576-39-5) + L-2-phenylglycine methyl ester hydrochloride (15028-39-4,13226-98-7) → ethotoin (86-35-1,108739-43-1,41807-37-8)

Guidance literature:

N-ethylcarbamicacid phenylester; L-2-phenylglycine methyl ester hydrochloride; With triethylamine; In acetonitrile; for 10h; Reflux;

With sodium hydroxide; In acetonitrile; for 8h; Concentration; Reflux;

DOI:10.1055/s-0036-1588468

Reference yield: 60.0%

C15H22N2O3 → ethotoin (86-35-1,108739-43-1,41807-37-8)

Guidance literature:

With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 4 - 25 ℃; for 2.08333h; Inert atmosphere;

DOI:10.1021/ol502900j

Reference yield:

2-(tert-butoxycarbonylamino)-2-phenylacetic acid (2900-27-8,3601-66-9,14675-97-9,33125-05-2) → ethotoin (86-35-1,108739-43-1,41807-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / Inert atmosphere

2: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 2.08 h / 4 - 25 °C / Inert atmosphere

With pyridine; trifluoromethylsulfonic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/ol502900j

upstream raw materials:

(S)-2-phenylglycine

ethyl isocyanate

ethyl bromide

2-(tert-butoxycarbonylamino)-2-phenylacetic acid

Downstream raw materials:

1,1'-diethyl-4,4'-diphenyl-tetrahydro-[4,4']biimidazolyl-2,5,2',5'-tetraone

ethylamine

phenylglycin

Refernces

Synthesis of 4-aminomethyl analogs of daphnetin

10.1007/s10600-007-0183-1

The study primarily focuses on the synthesis of 4-aminomethyl analogs of the natural coumarin daphnetin. The researchers investigated the reaction of 4-chloromethylcoumarins with aliphatic and aromatic amines to develop new bioactive coumarins with improved bioavailability, which are important in medical practice due to their broad spectrum of biological activity. The purpose of using these chemicals was to introduce a basic tertiary N atom and a free N–H group into the coumarin structure, which can enhance the bioavailability of the compounds. The study involved the preparation of starting 4-chloromethylcoumarins through Pechmann condensation and the subsequent alkylation of primary and secondary amines by these substituted 4-chloromethylcoumarins. The synthesized 4-aminomethyl coumarin derivatives were characterized by their physical properties and spectroscopic data, indicating their potential as new pharmacological agents.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 86-35-1 ETHOTOIN (200 MG)

Send

Send

Metric Ton KG G Pound L ML

Send

Send