CAS No. 55621-49-3

Molecular formula: C7H8N4O

Molecular weight: 164.16

EINECS number 259-728-4

Nature:
5, 6-diaminobenzimidazole-2-one is a colorless crystal, soluble in acidic solutions but insoluble in water. It can decompose at high temperatures.

Purpose

1. The field of medicine
Antiviral drugs
Research on Anti-HIV and anti-HBV
Benzimidazole compounds are common skeletons of nucleic acid analogues and may serve as intermediates for non-nucleoside reverse transcriptase inhibitors (NNRTIs) or viral polymerase inhibitors (such as structures similar to abacavir).

Anti-influenza virus
The active site of 5, 6-diamine May interfere with the replication of viral RNA.

(2) Anti-tumor drugs
DNA embedding agents or topoisomerase inhibitors:
The benzimidazole ring can insert into the double strands of DNA and interfere with the proliferation of tumor cells (similar to the mechanism of action of temozolomide).

Kinase inhibitor
As a building block of protein kinase inhibitors (such as VEGFR, EGFR).

(3) Antibacterial/antiparasitic
It may have inhibitory effects on certain drug-resistant bacteria (such as MRSA) or parasites (such as Plasmodium).

2. Materials Science
Fluorescent dyes and sensors
Metal ion detection
Amino and carbonyl groups can chelate with metal ions (such as Cu²⁺, Zn²⁺) and are used in the design of fluorescent probes.

Organic luminescent materials
As a precursor for OLED or fluorescent markers.

(2) Polymer materials
Participate in polymerization reactions to synthesize high-performance polybenzimidazole (PBI) materials, which are used in high-temperature resistant fibers or proton exchange membranes (for fuel cell applications).

3. Organic synthesis
Construction of heterocyclic compounds
As an intermediate, it can be used to synthesize more complex heterocyclic systems (such as purine analogues, triazolidazole, etc.).

Ligand design
Ligands for transition metal-catalyzed reactions (such as palladium-catalyzed coupling reactions).

4. Other uses
Antioxidant Research
Benzimidazole derivatives may exert antioxidant effects by scavenging free radicals.

Alkaloid synthesis
As a key fragment in the total synthesis of natural products.