76970-77-9

Basic information

• Product Name: hexahydro-3a,7a-dimethyl-4,7-epoxy-1H-isoindole-1,3(2H)-dione
• Synonyms: hexahydro-3a,7a-dimethyl-4,7-epoxy-1H-isoindole-1,3(2H)-dione;4,7-Epoxy-1H-isoindole-1,3(2H)-dione, hexahydro-3A,7A-dimethyl-, (3aalpha,4beta,7beta,7aalpha)-;Cantharidin imide
• CAS NO: 76970-77-9
• Molecular Formula: C₁₀H₁₃NO₃
• Molecular Weight: 0
• Mol File: 76970-77-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 353.6°C at 760 mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 3.53E-05mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: hexahydro-3a,7a-dimethyl-4,7-epoxy-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: hexahydro-3a,7a-dimethyl-4,7-epoxy-1H-isoindole-1,3(2H)-dione(76970-77-9)
• EPA Substance Registry System: hexahydro-3a,7a-dimethyl-4,7-epoxy-1H-isoindole-1,3(2H)-dione(76970-77-9)

Safety Data

• Hazardous Substances Data: 76970-77-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H13NO3/c1-9-5-3-4-6(14-5)10(9,2)8(13)11-7(9)12/h5-6H,3-4H2,1-2H3,(H,11,12,13)

Upstream product

• 56-25-7 cantharidin 

Relevant articles and documents

Antitumor imide derivatives of 7-oxabicyclo[2.2.1]heptane-2,3-dimethyl-2,3-dicarboxylic acid

The imide and methylimide derivatives of 7-oxobicyclo-[2.2.1]heptane-2,3-dimethyl-2,3-dicarboxylic acid were synthesized and shown to have antitumor inhibitory activity (growth inhibition) against the KB cell line. The compounds were prepared according to standard procedures. Interest in the respective imide derivatives stemmed from their structural relationship to antitumor-active derivatives of 7-oxobicyclo[2.2.1]heptane-2,3-dicarboxylic acid which lacked 2,3-dimethyl substituents or which were derivatives of isoindolines and lacked the carbonyl groups.

Synthesis of canthardin sulfanilamides and their acid anhydride analogues via a ring-opening reaction of activated aziridines and their associated pharmacological effects

The cantharidinimide derivatives, 5a-h, including sulfanilamides containing pyrimidyl, pyrazinyl, hydrogen, thiazolyl, and oxazolyl groups were synthesized. Modification of cantharidinimide by means of the reaction of activated aziridine ring opening led to the discovery of a novel class of antitumor compounds. The analogues 10i-k, 11l-n, 12o-p, and 16q-s were obtained from treating cantharidinimide 6 and analogues (7, 8, and 13) with activated aziridines, which produced a series of ring-opened products including normal and abnormal types. Some of these compounds showed cytotoxic effects in vitro against HL-60, Hep3B, MCF7, and MDA-MB-231 cancer cells. The most potent cytostatic compound, N-cantharidinimido-sulfamethazine (5a), exhibited anti-HL-60 and anti-Hep3B cell activities. Two compounds 5g and 5h displayed slight effects on the Hep3B cell line, while the other compounds produced no response in these four cell lines.