59795-89-0

Basic information

• Product Name: (2-ISOCYANOETHYL)BENZENE
• Synonyms: 2-PHENYLETHYL ISOCYANIDE;(2-ISOCYANOETHYL)BENZENE;HANSA ISN-0141;BIO-FARMA BF000689;PHENYLETHYL ISOCYANIDE;Phenylethyl isocyanide,96%;Phenylethyl isocyanide(2-Isocyanoethyl)benzene
• CAS NO: 59795-89-0
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.17
• Mol File: 59795-89-0.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 52 °C (2.2503 mmHg)
• Appearance: clear light yellow liquid
• Density: 0.95
• Refractive Index: 1.518-1.52
• Storage Temp.: Refrigerator (+4°C)
• Solubility: Chloroform, Ethyl Acetate
• CAS DataBase Reference: (2-ISOCYANOETHYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-ISOCYANOETHYL)BENZENE(59795-89-0)
• EPA Substance Registry System: (2-ISOCYANOETHYL)BENZENE(59795-89-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 59795-89-0(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow liquid

Uses

(2-Isocyanoethyl)-benzene is a useful synthetic intermediate. It is a reagent used in Ugi reactions to synthesize various compounds such as tetrazole and bisamide.

Upstream product

• 23069-99-0 N-(2-phenylethyl)formamide 
• 67-66-3 chloroform 
• 64-04-0 phenethylamine 
• 1895-39-2 sodium chlorodifluoroacetate 
• 64-18-6 formic acid 
• 6181-71-1 2-Phenylethylisocyaniddichlorid 

Relevant articles and documents

PHYTOSPHINGOSINE DERIVATIVES AS ADJUVANTS IN IMMUNE STIMULATION

The invention relates to phytosphingosine derivatives, suitable as adjuvants in immune stimulation. The invention further relates to pharmaceutical compositions comprising such compounds and the medical use of said compounds and/or compositions in therapeutic or prophylactic methods of immune stimulation in a subject, and for use in the treatment of a disease, for which stimulation of an immune response in a subject produces a therapeutic benefit. The invention further relates to the phytosphingosine derivative as described herein for use as an adjuvant in a method of vaccinating a subject. The invention further relates to the phytosphingosine derivative as described herein for use in stimulating antibody production, stimulating an immune response against infection, stimulating an immune response against a cancer, or preventing and/or treating septic shock. The invention further relates to a method for the manufacture of said derivatives comprising an Ugi-4-component reaction (Ugi-4CR).

Discovery of a Potent Glutathione Peroxidase 4 Inhibitor as a Selective Ferroptosis Inducer

Potent and selective ferroptosis regulators promote an intensive understanding of the regulation and mechanisms underlying ferroptosis, which is highly associated with various diseases. In this study, through a stepwise structure optimization, a potent and selective ferroptosis inducer was developed targeting to inhibit glutathione peroxidase 4 (GPX4), and the structure-activity relationship (SAR) of these compounds was uncovered. Compound26aexhibited outstanding GPX4 inhibitory activity with a percent inhibition up to 71.7% at 1.0 μM compared to 45.9% of RSL-3. At the cellular level,26acould significantly induce lipid peroxide (LPO) increase and effectively induce ferroptosis with satisfactory selectivity (the value of 31.5). The morphological analysis confirmed the ferroptosis induced by26a. Furthermore,26asignificantly restrained tumor growth in a mouse 4T1 xenograft model without obvious toxicity.

Synthesis of isocyanides by reacting primary amines with difluorocarbene

A general, convenient, and friendly route for preparing a versatile building block of isocyanides from primary amines is developed. Difluorocarbene, generated in situ from decarboxylation of chlorodifluoroacetate, reacts efficiently with primary amines to produce isocyanides. Various primary amines are well tolerated, including aryl, heteroaryl, benzyl, and alkyl amines, as well as amine residues in amino acids and peptides. Late-stage functionalization of biologically active amines is demonstrated, showing its practical capacity in drug design and peptide modification.