2403-66-9

Basic information

• Product Name: 2-(3-HYDROXYPROPYL)BENZIMIDAZOLE
• Synonyms: 2-(3-Hydroxypropyl)-1H-benzoimidazole;3-(1H-Benzimidazol-2-yl)-1-propanol;2-(3-Hydroxypropyl)-1H-benzimidazole 97%;2-Benzimidazolepropanol 3-(2-Benzimidazolyl)propanol;1H-Benzimidazole-2-propanol;3-(1H-Benzoimidazol-2-yl)-propan-1-ol;2-(3-Hydroxypropyl)-1H-benzimidazole97%;IFLAB-BB F0346-2551
• CAS NO: 2403-66-9
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.22
• EINECS: 219-290-7
• Product Categories: BENZIMIDAZOLE;Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines
• Mol File: 2403-66-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 164 °C
• Boiling Point: 442 °C at 760 mmHg
• Flash Point: 221.1 °C
• Appearance: /
• Density: 1.241 g/cm³
• Vapor Pressure: 1.37E-08mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(3-HYDROXYPROPYL)BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-HYDROXYPROPYL)BENZIMIDAZOLE(2403-66-9)
• EPA Substance Registry System: 2-(3-HYDROXYPROPYL)BENZIMIDAZOLE(2403-66-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: DE0450000
• HazardClass: IRRITANT
• Hazardous Substances Data: 2403-66-9(Hazardous Substances Data)

Usage

General Description

2-(3-Hydroxypropyl)benzimidazole is a chemical compound with the molecular formula C10H12N2O, and it is a type of benzimidazole derivative. It is commonly used as a photostabilizer and light stabilizer in various industries, including the production of plastics and polymers. It functions by absorbing ultraviolet (UV) radiation and preventing the degradation of the material, thereby prolonging its lifespan and maintaining its physical and mechanical properties. Additionally, it has been found to possess antioxidant and anti-inflammatory properties, making it potentially useful in the development of pharmaceuticals and skincare products. Overall, 2-(3-Hydroxypropyl)benzimidazole is a versatile chemical compound with applications in photostabilization, antioxidants, and medical research.

InChI:InChI=1/C10H12N2O/c13-7-3-6-10-11-8-4-1-2-5-9(8)12-10/h1-2,4-5,13H,3,6-7H2,(H,11,12)

Upstream product

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Downstream Products

• 1617531-85-7 3-(1-p-toluenesulfonyl-1H-benzo[d]imidazol-2-yl)propanal 
• 1617532-01-0 3-(1-p-toluenesulfonyl-1H-benzo[d]imidazol-2-yl)propan-1-ol 
• 116040-91-6 3-(1-methyl-1H-benzimidazol-2-yl)propan-1-ol 
• 7724-48-3 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole 
• 121356-81-8 3-(1'-benzyl-1'H-benzimidazol-2'-yl)propan-1-ol 

Relevant articles and documents

Selective nitrogen protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate

A method for selective N-protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate (Troc-Cl) applicable to various alkyl chain lengths has been developed. In the specific case of 5-(1-[2,2,2-trichloroethyl formyl]-benzimidazol-2-yl)-propan-1-ol, migration of Troc from the benzimidazole to the primary alcohol occurs in the presence of triethylamine, allowing the choice of selective N-Troc or O-Troc protection.

Trimethylsilyl chloride catalyzed synthesis of substituted benzimidazoles using two phase system under microwave conditions, and their antimicrobial studies

A convenient method using TMSCl (20 mol%) and microwave-induced technique for the synthesis of various benzimidazole is described. This has reduced the reaction time drastically as well as improved the yield when compared to conventional heating. The synthesized compounds were evaluated for their in vitro antibacterial and antifungal activities against four strains each. Preliminary results indicated that, compounds 3e, 3f, 3g, 3k, 3m, 3n and 3o demonstrated very good antimicrobial activity, comparable to the first line standard drugs. The most effective compounds have exhibited activity at MIC of 6.25 μg/mL.

Discovery of novel small molecule orally bioavailable C-X-C chemokine receptor 4 antagonists that are potent inhibitors of T-tropic (X4) HIV-1 replication

The redesign of azamacrocyclic CXCR4 chemokine receptor antagonists resulted in the discovery of novel, small molecule, orally bioavailable compounds that retained T-tropic (CXCR4 using, X4) anti-HIV-1 activity. A structure-activity relationship (SAR) was determined on the basis of the inhibition of replication of X4 HIV-1 NL4.3 in MT-4 cells. As a result of lead optimization, we identified (S)-N′-((1H-benzo[d]imidazol-2-yl)methyl)- N′-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine (AMD070) 2 as a potent and selective antagonist of CXCR4 with an IC50 value of 13 nM in a CXCR4 125I-SDF inhibition binding assay. Compound 2 inhibited the replication of T-tropic HIV-1 (NL4.3 strain) in MT-4 cells and PBMCs with an IC50 of 2 and 26 nM, respectively, while remaining noncytotoxic to cells at concentrations exceeding 23 μM. The pharmacokinetics of 2 was evaluated in rat and dog, and good oral bioavailability was observed in both species. This compound represents the first small molecule orally bioavailable CXCR4 antagonist that was developed for the treatment of HIV-1 infection.