6631-57-8

Basic information

• Product Name: (1S)-1-C-1H-benzimidazol-2-ylpentitol
• CAS NO: 6631-57-8
• Molecular Formula: C₁₂H₁₆N₂O₅
• Molecular Weight: 268.2658
• Mol File: 6631-57-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 738.7°C at 760 mmHg
• Flash Point: 400.6°C
• Density: 1.607g/cm³
• Vapor Pressure: 6.5E-23mmHg at 25°C
• Refractive Index: 1.744
• CAS DataBase Reference: (1S)-1-C-1H-benzimidazol-2-ylpentitol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-C-1H-benzimidazol-2-ylpentitol(6631-57-8)
• EPA Substance Registry System: (1S)-1-C-1H-benzimidazol-2-ylpentitol(6631-57-8)

Safety Data

• Hazardous Substances Data: 6631-57-8(Hazardous Substances Data)

Usage

Description

(1S)-1-C-1H-benzimidazol-2-ylpentitol is a unique chemical compound that features a benzimidazole ring fused with a pentitol moiety. The benzimidazole ring is a bicyclic aromatic heterocycle characterized by a nitrogen atom at position 1 and a carbon atom at position 2, while the pentitol refers to a five-carbon sugar alcohol. The (1S) in its name signifies the stereochemistry of the compound, highlighting the chirality of the first carbon atom. (1S)-1-C-1H-benzimidazol-2-ylpentitol may hold promise in medicinal chemistry due to the diverse biological activities associated with benzimidazole derivatives, such as antiparasitic, antiviral, and anticancer properties. Additionally, the pentitol component suggests potential applications in carbohydrate chemistry or as a component in organic synthesis.

Uses

Used in Medicinal Chemistry:
(1S)-1-C-1H-benzimidazol-2-ylpentitol is utilized as a potential pharmaceutical agent for its diverse biological activities. The benzimidazole moiety has been studied for its antiparasitic, antiviral, and anticancer properties, making this compound a candidate for the development of new therapeutics.
Used in Carbohydrate Chemistry:
In carbohydrate chemistry, (1S)-1-C-1H-benzimidazol-2-ylpentitol is used as a building block or a structural component for the synthesis of complex carbohydrate structures, which are vital in various biological processes and have potential applications in drug design and development.
Used in Organic Synthesis:
(1S)-1-C-1H-benzimidazol-2-ylpentitol serves as a key intermediate in organic synthesis, where its unique structure can be employed to construct a variety of organic compounds with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 6322-07-2 D-gulono-1,4-lactone 
• 615-28-1 o-phenylenediamine dihydrochloride 
• 50-99-7 galactose 

Relevant articles and documents

Studies on saccharide benzimidazoles: 2-(β-D-gulofuranosyl)benzimidazole and 2-(β-D-glucofuranosyl)benzimidazole C-nucleoside analogs; synthesis, anomeric configuration and antifouling potency

A series of acyclic 2-(D-gulo-) and 2-(D-gluco-)benzimidazole C-nucloside analogs have been prepared by condensation of o-phenylenediamine dihydrochloride derivatives with D-gulonic acid-γ-lactone and D-gluconic acid-γ-lactone, separately. Acid catalyzed dehydrative cyclization of the acyclic benzimidazole C-nucleoside afforded the corresponding 2-(β-D-gulo-) and 2-(β-D-gluco-)furanosyl benzimidazole C-nucleoside analogs. The structure and the anomeric configuration of C-nucleoside analogs obtained were determined by periodate oxidation, 1H NMR, UV and circular dichroism (CD) spectroscopy. The antifouling property of C-nucleoside analogs has been studied using antibacterial biofilm test. 2-(D-gulo-) and 2-(D-gluco-)benzimidazole analogs were useful for inhibiting marine bacterial growth and did not cause any bad effect to the surrounding seawater.