591234-45-6

Basic information

• Product Name: 1(3H)-Isobenzofuranone
• Synonyms: 1(3H)-Isobenzofuranone-1-11C
• CAS NO: 591234-45-6
• Molecular Formula: C8H6O2
• Molecular Weight: 133.13
• Mol File: 591234-45-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1(3H)-Isobenzofuranone(CAS DataBase Reference)
• NIST Chemistry Reference: 1(3H)-Isobenzofuranone(591234-45-6)
• EPA Substance Registry System: 1(3H)-Isobenzofuranone(591234-45-6)

Safety Data

• Hazardous Substances Data: 591234-45-6(Hazardous Substances Data)

Usage

General Description

1(3H)-Isobenzofuranone, also known as isocoumarin, is a chemical compound with a molecular formula of C8H6O2. It is a lactone and a derivative of coumarin, with a distinct odor and bitter taste. Isocoumarin is commonly used in the synthesis of pharmaceuticals, agrochemicals, and fragrances. It also exhibits antimicrobial, antifungal, and anticoagulant properties, making it an important compound in the medical and pharmaceutical industries. Additionally, isocoumarin has been found to have antioxidant and anti-inflammatory properties, further expanding its potential applications in various fields. The compound's versatile nature and wide array of potential uses make it an important and valuable chemical in many industries.

Upstream product

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Relevant articles and documents

“In-loop” carbonylation—A simplified method for carbon-11 labelling of drugs and radioligands

Transition-metal mediated carbonylation with 11C-labelled carbon monoxide ([11C]CO) is a versatile method for introducing 11C (t1/2 = 20.3 min) into drugs and radioligands for subsequent use in positron emission tomography (PET). The aim of the current study was to perform the 11C-carbonylation reaction on the interior surface of a stainless-steel loop used for high performance liquid chromatography (HPLC). In the experimental setup, cyclotron produced 11C-labelled carbon dioxide ([11C]CO2) was converted to [11C]CO by reduction over heated Molybdenum and swept into an HPLC loop pre-charged with the appropriate reaction mixture. Following a 5 min reaction, the radiochemical purity (RCP) and the trapping efficiency (TE) of the reaction mixture was determined. After optimization, [11C]N-Benzylbenzamide was obtained in quantitative radiochemical yield (RCY) following a 5 min reaction at room temperature. The methodology was further applied to label [11C]benzoic acid (RCP≥99%, TE>91%), [11C]methyl benzoate (RCP≥99%, TE>93%) and [11C]phthalide (RCP≥99%, TE>88%). A set of pharmaceuticals was finally radiolabelled using non-optimized conditions. Excellent yields were obtained for the histamine-3 receptor radioligand [11C]AZ13198083, the oncology drug [11C]olaparib and the dopamine D2 receptor radioligand [11C]raclopride, whereas a moderate yield was observed for the high-affinity dopamine D2 receptor radioligand [11C]FLB457. The presented “in-loop” process proved efficient for diverse 11C-carbonylations, providing [11C]amides, [11C]esters and [11C]carboxylic acids in moderate to excellent RCYs. Based on the advantages associated with performing the radiolabelling step as an integrated part of the purification system, this methodology may become a valuable addition to the toolbox of methodologies used for 11C-carbonylation of drugs and radioligands for PET.

An evaluation of a high-pressure 11CO carbonylation apparatus

[11C]Carbon monoxide (11CO) is a versatile building block for the synthesis of Positron Emission Tomography (PET) radioligands. However, the difficulty of trapping 11CO in a small solvent volume has limited its utility. We

SYSTEM PROVIDING CONTROLLED DELIVERY OF GASEOUS 11CO FOR CARBONYLATION REACTIONS IN THE PREPARATION OF RADIOPHARMACEUTICALS FOR PET IMAGING

A carbonylation system comprising an enclosure sealed from the surrounding atmosphere. The enclosure comprises at least one solid support arranged for 11CO being sorped thereto, and at least one carbon monoxide consuming chamber comprising carbonylation reagents. The at least one carbon monoxide consuming chamber is arranged for performing carbonylation reactions in a gas-diffusion process between 11CO from the solid support and said carbonylation reagents to form a reaction product.