2920-07-2

Basic information

• Product Name: 2-(ISOCYANOMETHYL)FURAN
• Synonyms: 2-FURFURYLISOCYANIDE;2-FURYLMETHYL ISOCYANIDE;2-(ISOCYANOMETHYL)FURAN;HANSA ISN-0735
• CAS NO: 2920-07-2
• Molecular Formula: C₆H₅NO
• Molecular Weight: 107.11
• Mol File: 2920-07-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(ISOCYANOMETHYL)FURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ISOCYANOMETHYL)FURAN(2920-07-2)
• EPA Substance Registry System: 2-(ISOCYANOMETHYL)FURAN(2920-07-2)

Safety Data

• Hazardous Substances Data: 2920-07-2(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Pungent

Flammability

Highly flammable

Uses

Building block in the synthesis of pharmaceuticals, agrochemicals, polymers, and as a reagent in organic synthesis, key intermediate in the manufacturing of specialty and fine chemicals

Hazards

Hazardous if ingested, inhaled, or comes into contact with the skin

Upstream product

• 617-89-0 furan-2-ylmethanamine 
• 109-94-4 formic acid ethyl ester 
• 1895-39-2 sodium chlorodifluoroacetate 
• 67-66-3 chloroform 
• 72693-10-8 N-(furan-2-ylmethyl)formamide 

Downstream Products

• 1383532-04-4 C₁₅H₁₃NO₃ 

Relevant articles and documents

Combining Two Methods of Sequence Definition in a Convergent Approach: Scalable Synthesis of Highly Defined and Multifunctionalized Macromolecules

The straightforward convergent synthesis of sequence-defined and multifunctionalized macromolecules is described herein. The first combination of two efficient approaches for the synthesis of sequence-defined macromolecules is reported: thiolactone chemistry and the Passerini three-component reaction (P-3CR). The thiolactone moiety was used as protecting group for the thiol, allowing the synthesis of a library of sequence-defined α,ω-functionalized building blocks. These building blocks were subsequently efficiently coupled to oligomers with carboxylic acid functionalities in a P-3CR. Thus, larger oligomers with molecular weights of up to 4629.73 g mol?1 were obtained in gram quantities in a convergent approach along with the introduction of independently selectable side chains (up to 15), thus clearly demonstrating the high versatility and the efficiency of the reported approach.

Small-compound enhancers for functional O-mannosylation of alpha-dystroglycan, and uses thereof

The present invention provides compounds that can enhance functional O-mannosylation of proteins including alpha-dystroglycan. Also provided are methods of preparation of the compounds defined by the formula I. Also provided are the methods of using the compounds or the pharmaceutical acceptable salts or prodrugs thereof in treating and preventing subjects suffering from the diseases including muscular dystrophies and cancers.

Small molecules enhance functional O-mannosylation of Alpha-dystroglycan

Alpha-dystroglycan (α-DG), a highly glycosylated receptor for extracellular matrix proteins, plays a critical role in many biological processes. Hypoglycosylation of α-DG results in various types of muscular dystrophies and is also highly associated with progression of majority of cancers. Currently, there are no effective treatments for those devastating diseases. Enhancing functional O-mannosyl glycans (FOG) of α-DG on the cell surfaces is a potential approach to address this unmet challenge. Based on the hypothesis that the cells can up-regulate FOG of α-DG in response to certain chemical stimuli, we developed a cell-based high-throughput screening (HTS) platform for searching chemical enhancers of FOG of α-DG from a large chemical library with 364,168 compounds. Sequential validation of the hits from a primary screening campaign and chemical works led to identification of a cluster of compounds that positively modulate FOG of α-DG on various cell surfaces including patient-derived myoblasts. These compounds enhance FOG of α-DG by almost ten folds, which provide us powerful tools for O-mannosylation studies and potential starting points for the development of drug to treat dystroglycanopathy.