1613033-36-5

Basic information

• Product Name: methyl 2-(2-bromoethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate
• Synonyms: methyl 2-(2-bromoethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate
• CAS NO: 1613033-36-5
• Molecular Weight: 452.388
• Mol File: 1613033-36-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-(2-bromoethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2-bromoethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate(1613033-36-5)
• EPA Substance Registry System: methyl 2-(2-bromoethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate(1613033-36-5)

Safety Data

• Hazardous Substances Data: 1613033-36-5(Hazardous Substances Data)

Upstream product

• 1613033-21-8 methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate 
• 1613033-20-7 2-(2-benzyloxybenzylidene)succinic acid 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 1613033-24-1 methyl 2-(2-hydroxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate 
• 19263-21-9 2-bromoethyl p-toluenesulfonate 

Downstream Products

• 1613033-37-6 (2S)-2-(2-¹⁸fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid 
• 1613033-38-7 (2R)-2-(2-¹⁸fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid 

Relevant articles and documents

Synthesis and evaluation of 18F-labeled mitiglinide derivatives as positron emission tomography tracers for β-cell imaging

Measuring changes in β-cell mass in vivo during progression of diabetes mellitus is important for understanding the pathogenesis, facilitating early diagnosis, and developing novel therapeutics for this disease. However, a non-invasive method has not been developed. A novel series of mitiglinide derivatives (o-FMIT, m-FMIT and p-FMIT; FMITs) were synthesized and their binding affinity for the sulfonylurea receptor 1 (SUR1) of pancreatic islets were evaluated by inhibition studies. (+)-(S)-o-FMIT had the highest affinity of our synthesized FMITs (IC50 = 1.8 μM). (+)-(S)-o-[ 18F]FMIT was obtained with radiochemical yield of 18% by radiofluorination of racemic precursor 7, hydrolysis, and optical resolution with chiral HPLC; its radiochemical purity was >99%. In biodistribution experiments using normal mice, (+)-(S)-o-[18F]FMIT showed 1.94 ± 0.42% ID/g of pancreatic uptake at 5 min p.i., and decreases in radioactivity in the liver (located close to the pancreas) was relatively rapid. Ex vivo autoradiography experiments using pancreatic sections confirmed accumulation of (+)-(S)-o-[18F]FMIT in pancreatic β-cells. These results suggest that (+)-(S)-o-[18F]FMIT meets the basic requirements for an radiotracer, and could be a candidate positron emission tomography tracer for in vivo imaging of pancreatic β-cells.