6953-65-7

Basic information

• Product Name: (5-chloro-1H-benzo[d]imidazol-2-yl)methanol
• Synonyms: (5-chloro-1H-benzo[d]imidazol-2-yl)methanol;1H-Benzimidazole-2-methanol,5-chloro-(9CI);(5-chloro-1H-benzimidazol-2-yl)methanol(SALTDATA: 0.06NH4Cl);(6-Chloro-1H-benzo[d]iMidazol-2-yl)Methanol;2-Benzimidazolemethanol, 5-chloro-;5-Chloro-2-hydroxymethylbenzimidazole;Benzimidazole, 5-chloro-2-hydroxymethyl-;(6-Chloro-1H-benzo[d]imidazol-2-yl)
• CAS NO: 6953-65-7
• Molecular Formula: C₈H₇ClN₂O
• Molecular Weight: 182.60698
• Product Categories: BENZIMIDAZOLE
• Mol File: 6953-65-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 205 °C
• Boiling Point: 443.9°C at 760 mmHg
• Flash Point: 222.2°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 1.17E-08mmHg at 25°C
• Refractive Index: 1.724
• Storage Temp.: 2-8°C
• PKA: 10.17±0.10(Predicted)
• CAS DataBase Reference: (5-chloro-1H-benzo[d]imidazol-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (5-chloro-1H-benzo[d]imidazol-2-yl)methanol(6953-65-7)
• EPA Substance Registry System: (5-chloro-1H-benzo[d]imidazol-2-yl)methanol(6953-65-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 6953-65-7(Hazardous Substances Data)

Usage

General Description

The chemical compound (5-chloro-1H-benzo[d]imidazol-2-yl)methanol is a derivative of benzo[d]imidazole containing a chloro group and a methanol group. It is a white solid at room temperature and is used in the synthesis of various pharmaceutical compounds. This chemical has potential applications in drug discovery and development due to its ability to act as a building block in the synthesis of biologically active molecules. Its unique structure and reactivity make it a valuable tool for medicinal chemists and researchers exploring new drug candidates. Additionally, it may have potential applications in the fields of material science and organic chemistry.

InChI:InChI=1/C8H7ClN2O/c9-5-1-2-6-7(3-5)11-8(4-12)10-6/h1-3,12H,4H2,(H,10,11)

Upstream product

• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 79-14-1 glycolic Acid 

Downstream Products

• 7118-63-0 2-benzyl-5-chloro-1H-benzo[d]imidazole 
• 20443-38-3 5-chloro-2-(chloromethyl)-1H-benzo[d]imidazole 
• 380177-22-0 (N-methyl-5-chloro-1H-benzimidazole-2-yl)methanol 
• 156212-80-5 5-chloro-1-methyl-1H-benzimidazole-2-carbaldehyde 
• 1357162-39-0 C₂₀H₁₇ClN₂O₃ 
• 1357162-30-1 C₂₀H₁₇ClN₂O₃ 
• 39811-14-8 5-chloro-1H-benzimidazole-2-carboxylic acid 

Relevant articles and documents

Sustainable Synthesis of 2-Hydroxymethylbenzimidazoles using D-Fructose as a C2 Synthon

D-fructose, a biomass-derived carbohydrate has been identified as an environmentally benign C2 synthon in the preparation of synthetically useful 2-hydroxymethylbenzimidazole derivatives by coupling with 1,2-phenylenediamines. Proof of concept was established by synthesizing 23 examples using BF3.OEt2 (20 mol%), TBHP (5.5 M, decane) (1.0 equiv.) in CH3CN at 90 °C for 1 h. The pivotal features of this method include metal-free conditions, short time, good functional group tolerance, gram scale feasibility and the synthesis of benzimidazole fused 1,4-oxazine. Control studies with conventional C2 synthons did not produce the desired product, thus suggesting a new reaction pathway from D-fructose.

Design, synthesis and biological evaluation of benzimidazole-rhodanine conjugates as potent topoisomerase II inhibitors

In this study, a series of benzimidazole-rhodanine conjugates were designed, synthesized and investigated for their topoisomerase II (Topo II) inhibitory and cytotoxic activities. The results from Topo II-mediated pBR322 DNA relaxation and cleavage assays showed that the synthesized compounds might act as Topo II catalytic inhibitors. Certain compounds displayed potent Topo II inhibition at 10 μM. The cytotoxic activities of these compounds against HeLa, A549, Raji, PC-3, MDA-MB-201, and HL-60 cancer cell lines were evaluated. The results indicated that these compounds exhibited strong antiproliferative activity. A good relationship was observed between the Topo II inhibitory potency and the cytotoxicity of these compounds. The structure-activity relationship revealed that the electronic effects, the phenyl group, and the rhodanine moiety were particularly important for the Topo II inhibitory potency and cytotoxicity.

SPIRO UREA COMPOUNDS AS RSV ANTIVIRAL COMPOUNDS

The invention concerns novel substituted spiro urea azetidinyl or piperidinyl compounds of formula (I) having antiviral activity, in particular, having an inhibitory activity on the replication of the respiratory syncytial virus (RSV). The invention furth