58617-31-5

Basic information

• Product Name: (+/-)-(3aR,4S,7R,7aS)-2-methyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione
• Synonyms: (+/-)-(3aR,4S,7R,7aS)-2-methyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione
• CAS NO: 58617-31-5
• Molecular Weight: 179.175
• Mol File: 58617-31-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: (+/-)-(3aR,4S,7R,7aS)-2-methyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(3aR,4S,7R,7aS)-2-methyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione(58617-31-5)
• EPA Substance Registry System: (+/-)-(3aR,4S,7R,7aS)-2-methyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione(58617-31-5)

Safety Data

• Hazardous Substances Data: 58617-31-5(Hazardous Substances Data)

Upstream product

• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 74-89-5 methylamine 
• 110-00-9 furan 
• 930-88-1 N-methylmaleimide 
• 74-83-9 methyl bromide 
• 6253-28-7 exo-7-oxabicyclo[2.2.1]hept-4-ene-2,3-dicarboximide 
• 155793-97-8 endo,endo-2,3-dibromo-7-oxanorborneno<2,3-c>succinimide 

Downstream Products

• 96-48-0 4-butanolide 

Relevant articles and documents

Synthesis and biological evaluation of new chloro/acetoxy substituted isoindole analogues as new tyrosine kinase inhibitors

We have developed a versatile synthetic approach for the synthesis of new isoindole derivatives via the cleavage of ethers from tricyclic imide skeleton compounds. An exo-cycloadduct prepared from the Diels–Alder reaction of furan and maleic anhydride furnished imide derivatives. The epoxide ring was opened with Ac2O or Ac2O/AcCl in the presence of a catalytic amount of H2SO4 in order to yield new isoindole derivatives 8a-d and 9a-d. The anticancer activity of these compounds was evaluated against the HeLa cell lines. The synthesized compounds showed inhibitory effects on the viability of HeLa cells and the degree of cytotoxicity was increased with the level of bigger branched isoindole derivatives. To better understand the acting mechanism of these molecules, western blot analysis was performed with using mTOR and its downstream substrates. In addition, human mTOR and ribozomal S6 kinase β1 (RS6Kβ1) have been investigated with molecular modelling studies as possible targets for compound series 8 and 9.

POTENTIALLY ANTICARCINOGENIC NOVEL ISOINDOLE-1,3-DIONE DERIVATIVES AND SYNTHESIS METHOD FOR SUCH COMPOUNDS

The invention is related to novel isoindole-1,3-dione derivatives which are determined to be effective in vitro on certain cancer types (e.g., Lung, breast and cervical cancer) as well as the synthesis method of such compounds for use in the chemistry sector, pharmaceuticals industry and pharmacy sector.

Enantioselective access to bicyclo[4.2.0]octanes by a sequence of [2+2] photocycloaddition/reduction/fragmentation

Tricks of the trade: Because intramolecular Cu-catalyzed access to bicyclo[4.2.0]octanes is not feasible, an oxygen bridge was introduced to facilitate the [2+2] photocycloaddition. Starting from compounds similar to 1, products such as 2 could be obtaine