90322-48-8

Basic information

• Product Name: (5-nitro-1-benzofuran-2-yl)methanol
• Synonyms: (5-nitro-1-benzofuran-2-yl)methanol
• CAS NO: 90322-48-8
• Molecular Formula: C9H7NO4
• Molecular Weight: 193.16
• Mol File: 90322-48-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 117-119°
• Boiling Point: 373°Cat760mmHg
• Flash Point: 179.4°C
• Appearance: /
• Density: 1.463g/cm³
• Vapor Pressure: 3.16E-06mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: (5-nitro-1-benzofuran-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (5-nitro-1-benzofuran-2-yl)methanol(90322-48-8)
• EPA Substance Registry System: (5-nitro-1-benzofuran-2-yl)methanol(90322-48-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 90322-48-8(Hazardous Substances Data)

Usage

General Description

(5-nitro-1-benzofuran-2-yl)methanol is a chemical compound with the formula C9H7NO4. It is a nitro-substituted benzofuran derivative that is commonly used in the synthesis of pharmaceuticals and agrochemicals. (5-nitro-1-benzofuran-2-yl)methanol is often utilized as a building block for the preparation of various organic compounds due to its reactivity and versatility. It is also known for its potential biological activities, including antimicrobial and antifungal properties. The chemical structure of (5-nitro-1-benzofuran-2-yl)methanol makes it a valuable intermediate in the synthesis of diverse functionalized molecules, making it an important compound in the field of organic chemistry.

InChI:InChI=1/C9H7NO4/c11-5-8-4-6-3-7(10(12)13)1-2-9(6)14-8/h1-4,11H,5H2

Upstream product

• 10242-12-3 5-nitrobenzofuran-2-carboxylic acid 
• 23145-18-8 5-nitro-benzofuran-2-carbaldehyde 
• 69604-00-8 ethyl 5-nitrobenzo[d]furan-2-carboxylate 
• 541-41-3 chloroformic acid ethyl ester 
• 89487-91-2 2-iodo-4-nitrophenol 
• 107-19-7 propargyl alcohol 

Downstream Products

• 118679-18-8 2-bromomethyl-5-nitro-benzofuran 
• 23145-18-8 5-nitro-benzofuran-2-carbaldehyde 

Relevant articles and documents

A Novel Model System for Understanding Anticancer Activity of Hypoxia-Activated Prodrugs

Reports on the comprehensive factors for design considerations of hypoxia-activated prodrugs (HAPs) are rare. We introduced a new model system composed of a series of highly water-soluble HAPs, providing a platform to comprehensively understand the interaction between HAPs and hypoxic biosystems. Specifically, four kinds of new HAPs were designed and synthesized, containing the same biologically active moiety but masked by different bioreductive groups. Our results demonstrated that the activity of the prodrugs was strongly dependent on not only the molecular structure but also the hypoxic tumor microenvironment. We found the presence of a direct linear relationship between cytotoxicity of the HAPs and the reduction potential of whole molecule/oxygen concentration/reductase expression. Moreover, limited blood vasculature in hypoxic regions was also a critical barrier for effective activation of the HAPs. This study offers a comprehensive insight into understanding the design factors required for HAPs.

Palladium-catalyzed Tsuji-Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles

The palladium-catalyzed benzylic-like nucleophilic substitution of benzofuran-2-ylmethyl acetate with N, S, O and C soft nucleophiles has been investigated. The success of the reaction is dramatically influenced by the choice of catalytic system: with nitrogen based nucleophiles the reaction works well with Pd2(dba)3/dppf, while with sulfur, oxygen and carbo-nucleophiles [Pd(η3-C3H5)Cl]2/XPhos is more efficient. The regiochemical outcome shows that the nucleophilic substitution occurs only on the benzylic position of the η3-(benzofuryl)methyl complex. The high to excellent yields and the simplicity of the experimental procedure make this protocol a versatile synthetic tool for the preparation of 2-substituted benzo[b]furans. This journal is

Derivatives of Pyrido[2,3-d]pyrimidine, the Preparation Thereof, and the Therapeutic Application of the Same

The invention relates to derivatives of pyrido[2,3-d]pyrimidine, to the preparation thereof, and to the therapeutic application of the same.