2-Ethylsulfanyl-1H-benzoimidazole

Base Information

• Chemical Name: 2-Ethylsulfanyl-1H-benzoimidazole
• CAS No.: 14610-11-8
• Deprecated CAS: 63513-71-3
• Molecular Formula: C9H10 N2 S
• Molecular Weight: 178.258
• Hs Code.: 2933990090
• European Community (EC) Number: 826-464-1
• UNII: 2S44TEQ96E
• DSSTox Substance ID: DTXSID20352179
• Nikkaji Number: J409.608H
• Wikidata: Q4532987
• ChEMBL ID: CHEMBL1559140
• Mol file: 14610-11-8.mol

Synonyms:2-ethylthiobenzimidazole hydrobromide;bemethyl;bemetil;bemithyl;bemitil;bemythyl;ethylthiobenzimidazole;Metaprot

Chemical Property of 2-Ethylsulfanyl-1H-benzoimidazole

Chemical Property:

• Melting Point: 176 °C
• Boiling Point: 352.6±25.0 °C(Predicted)
• PKA: 10.81±0.10(Predicted)
• PSA: 53.98000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 2.67490
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 178.05646950
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

2-(Ethylthio)-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCSC1=NC2=CC=CC=C2N1
• Uses: 2-(Ethylthio)-1H-benzimidazole is the active substance or the active ingredient in the synthesis of the drug Metaprot. Performs a transplacental function: daily administration of bemithyl (20 mg/kg) from 6 th to 16 th day of pregnancy in female rats led to the decrease in fetal death after the implantation and increased fetal body weight.

Technology Process of 2-Ethylsulfanyl-1H-benzoimidazole

There total 11 articles about 2-Ethylsulfanyl-1H-benzoimidazole 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: 94.0%

2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3) + ethyl bromide (74-96-4) → 2-(ethylsulfanyl)-1H-benzimidazole (14610-11-8,63513-71-3)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol; at 40 ℃; for 1h; Cooling;

DOI:10.1007/s10593-014-1623-z

Reference yield: 94.0%

Benzimidazol-2-thiol (134469-07-1) → 2-(ethylsulfanyl)-1H-benzimidazole (14610-11-8,63513-71-3)

Guidance literature:

With sodium hydroxide; Amberlite IRA-400 chloride form; In water; acetone;

DOI:10.1080/00304940509354982

Reference yield: 85.0%

2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3) + ethanol (64-17-5) → 2-(ethylsulfanyl)-1H-benzimidazole (14610-11-8,63513-71-3)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1007/BF00508677

upstream raw materials:

2,3-dihydrobenzimidazol-2-thione

ethyl iodide

ethanol

timoprazole

Refernces

• 1、 Yousaf, Muhammad,Khan, Momin,Ali, Mumtaz,Wadood, Abdul,Rehman, Ashfaq Ur,Jan, Muhammad Saeed,Sadiq, Abdul,Alam, Faima. "2-Mercaptobenzimidazole derivatives as novel butyrylcholinesterase inhibitors: Biology-oriented drug synthesis (BIODS), in-vitro and in-silico evaluation". . p. 263 - 273. Retrieved 2021/01/20.
• 2、 Bespalov,Gorchakova,Ivanov,Kuznetsov,Kuznetsova,Pankova,Prokopenko,Avdontceva. "Alkylation and Aminomethylation of 1,3-Dihydro-2H-Benzimidazole-2-Thione". . p. 1547 - 1558. Retrieved 2015/02/19.