60345-74-6

Basic information

• Product Name: <1-11C>benzoic acid
• Synonyms: <1-11C>benzoic acid
• CAS NO: 60345-74-6
• Molecular Weight: 121.112
• Mol File: 60345-74-6.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: <1-11C>benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: <1-11C>benzoic acid(60345-74-6)
• EPA Substance Registry System: <1-11C>benzoic acid(60345-74-6)

Safety Data

• Hazardous Substances Data: 60345-74-6(Hazardous Substances Data)

Upstream product

• 10375-59-4 [11C]carbon dioxide 
• 100-59-4 phenylmagnesium chloride 
• 960-16-7 tributylphenylstannane 
• 73177-94-3 (3-methylphenyl)(phenyl)iodonium tosylate 
• 10456-04-9 11C-carbon monooxide 
• 73177-92-1 (2-methylphenyl)(phenyl)iodonium tosylate 
• 1483-73-4 diphenyliodonium bromide 
• 68971-87-9 (2-tolyl)tributyltin 
• 591-50-4 iodobenzene 
• 615-37-2 ortho-methylphenyl iodide 
• 352-34-1 4-fluoro-1-iodobenzene 
• 625-95-6 3-Iodotoluene 
• 455-13-0 4-Iodobenzotrifluoride 
• 17763-67-6 Phenyl triflate 

Downstream Products

• 128592-81-4 <α-11C>benzoyl chloride 
• 72215-93-1 [¹¹C]benzyl alcohol 

Relevant articles and documents

Synthesis and biodistribution of [11C]R116301, a promising PET ligand for central NK1 receptors

N1-(2,6-Dimethylphenyl)-2-(4-{(2R,4S)-2-benzyl-1-[3,5-di(trifluoromethyl) [carbonyl-11C]benzoyl]hexahydro-4-pyridinyl}piperazino)acetamide ([11C]R116301) was prepared and evaluated as a potential positron emission tomography (PET) li

“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.

Improved synthesis and application of [11C]benzyl iodide in positron emission tomography radiotracer production

Positron emission tomography has increased the demand for new carbon-11 radiolabeled tracers and building blocks. A promising radiolabeling synthon is [11C]benzyl iodide ([11C]BnI), because the benzyl group is a widely present functi