87216-53-3

Basic information

• Product Name: 2H-Benzimidazole-2-thione,1,3-dihydro-1-(2-propenyl)-(9CI)
• Synonyms: 2H-Benzimidazole-2-thione,1,3-dihydro-1-(2-propenyl)-(9CI)
• CAS NO: 87216-53-3
• Molecular Formula: C10H10N2S
• Molecular Weight: 190.2648
• Product Categories: BENZIMIDAZOLE
• Mol File: 87216-53-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 300.3°C at 760 mmHg
• Flash Point: 135.4°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 0.00113mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: 2H-Benzimidazole-2-thione,1,3-dihydro-1-(2-propenyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Benzimidazole-2-thione,1,3-dihydro-1-(2-propenyl)-(9CI)(87216-53-3)
• EPA Substance Registry System: 2H-Benzimidazole-2-thione,1,3-dihydro-1-(2-propenyl)-(9CI)(87216-53-3)

Safety Data

• Hazardous Substances Data: 87216-53-3(Hazardous Substances Data)

Usage

Potential pharmacological activities

antiparasitic and antimicrobial properties
Suitable for medicinal applications
Versatile chemical entity with potential in pharmaceutical research and development

InChI:InChI=1/C10H10N2S/c1-2-7-12-9-6-4-3-5-8(9)11-10(12)13/h2-6H,1,7H2,(H,11,13)

Upstream product

• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 51389-04-9 2-(allylthio)-1H-benzimidazole 
• 137213-71-9 (triphenylmethyl)sulfanylbenzimidazole 
• 35466-83-2 allyl methyl carbonate 
• 137213-73-1 1-Allyl-2-tritylsulfanyl-1H-benzoimidazole 
• 124530-69-4 1,2-diallyl sulfanyl-1H-benzoimidazole 

Downstream Products

• 19018-22-5 1-allylbenzimidazole 

Relevant articles and documents

Synthesis of 2-Alkoxy/Thioalkoxy Benzo[d]imidazoles and 2-Thione Benzo[d]imidazoles via a Phase-Based, Chemoselective Reaction

2-Alkoxy/thioalkoxy benzo-[d]-imidazole and 2-thione benzo-[d]-imidazole libraries were constructed in solution phase and on solid phase, respectively. The key step in this work is the phase-based chemoselective reaction of the 2-mercaptobenzo-[d]-imidazole intermediate with benzyl chloride (solution phase) and Merrifield resin (solid phase). In the solution-phase case, benzyl chloride reacted with the thiol group of 2-mercaptobenzo-[d]-imidazole, whereas in the solid-phase case, Merrifield resin was introduced at an internal amine group of benzo-[d]-imidazole. To afford the desired 2-alkoxy/thioalkoxy benzo-[d]-imidazole analogues, we used various alkyl halides, alcohols, and thiols in solution phase, and to obtain 2-thione benzo-[d]-imidazole derivatives on solid phase, we used diverse alkyl halides and boronic acids. Finally, to measure the drug potential to be orally active and the molecular diversity in three-dimensional (3D) space, we calculated physicochemical properties and displayed energy-minimized 3D structures. As a result, the libraries from solution phase and solid phase show distinct features in physicochemical properties and skeletal diversities in 3D space.

Regioselective S- or N- Palladium(0) Catalysed Allylation of 5-Membered Heterocyclic Ambident Sulfur Nucleophiles

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A Facile One Pot Synthesis of 1-Alkylbenzimidazoline-2-thiones

Reactions of benzimidazoline-2-thione with alkyl halides in the presence of sodium naphthalenide in tetrahydrofuran at room temperature under a nitrogen atmosphere afforded 1-alkyl-2-alkylthiobenzimidazoles in excellent yields, which underwent a bond cleavage between S and C of alkyl group to give excellent yields of 1-alkylbenzimidazoline-2-thiones by the treatment with an additional amount of sodium naphthalenide.