228852-04-8

Basic information

• Product Name: 3-(2-(4-(4-nitrobenzoyl)-piperidin-1-yl)-ethyl-2,2-d2)-1,2-dihydro-2-thioxoquinazoline
• CAS NO: 228852-04-8
• Molecular Weight: 440.491
• Mol File: 228852-04-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-(2-(4-(4-nitrobenzoyl)-piperidin-1-yl)-ethyl-2,2-d2)-1,2-dihydro-2-thioxoquinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-(4-(4-nitrobenzoyl)-piperidin-1-yl)-ethyl-2,2-d2)-1,2-dihydro-2-thioxoquinazoline(228852-04-8)
• EPA Substance Registry System: 3-(2-(4-(4-nitrobenzoyl)-piperidin-1-yl)-ethyl-2,2-d2)-1,2-dihydro-2-thioxoquinazoline(228852-04-8)

Safety Data

• Hazardous Substances Data: 228852-04-8(Hazardous Substances Data)

Upstream product

• 16024-82-1 methyl 2-isothiocyanatobenzoate 
• 228852-07-1 1-(2-aminoethyl-1,1-d2)-4-(4-nitrobenzoyl)piperidine 
• 115755-53-8 (1-benzoylpiperidin-4-yl)(4-nitrophenyl)methanone 
• 115755-50-5 1-benzoyl-4-piperidinecarbonyl chloride 
• 5274-99-7 1-benzoylisonipecotic acid 
• 228852-06-0 ethyl N-(2-(4-(4-nitrobenzoyl)piperidin-1-yl)ethyl-2,2-d2)carbamate 

Relevant articles and documents

Rapid synthesis of F-18 and H-2 dual-labeled altanserin. A metabolically resistant PET ligand for 5-HT(2A) receptors

F-18 and H-2 dual-labeled altanserin (3, [18F]d-ALT), a novel PET tracer for 5-HT(2A) receptors with metabolically resistant properties, was synthesized by [18F]fluoride displacement of the corresponding deuterated nitro precursor in 32% yield (EOB) in 108 min with radiochemical purity 95% and specific activity > 1000 mCi/μmol (EOS). The key intermediate ethyl N-(2-chloroethyl-2,2-d2)carbamate (7) was obtained by LiAID4 reduction of a glycine ester (93%), chlorination and carbamoylation (79%). 4-(4-Nitrobenzoyl)piperidine (13) was synthesized (60%) by improving the published coupling reaction of p-nitrophenyltrimethylstannane (10), obtained from p-iodonitrobenzene and (CH3)6Sn2 (94%), with 1-benzoylisonipecotic acid chloride (11) followed by acid hydrolysis. 13 was alkylated with 7 (82%), hydrolyzed and condensed with methyl o-isothiocyanatobenzoyate to provide with the precursor deuteronitroaltanserin (4, 75%).

Application of the Deuterium Isotope Effect to Enhance PET Signal by Impeding Tracer Metabolism: Synthesis of Deuterium and Fluorine-18 Duallabeled Altanserin and Its Nitro-Precursor

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