6253-28-7

Basic information

• Product Name: 7-Oxabicyclo(2.2.1)hept-5-ene-2,3-dicarboximide
• Synonyms: 7-Oxabicyclo(2.2.1)hept-5-ene-2,3-dicarboximide;3a,4,7,7a-Tetrahydro-4,7-epoxy-1H-isoindole-1,3(2H)-dione;4,7-Epoxy-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione;7-Oxabicyclo[2.2.1]hepta-5-ene-2,3-dicarbimide
• CAS NO: 6253-28-7
• Molecular Formula: C₈H₇NO₃
• Molecular Weight: 165.15
• Mol File: 6253-28-7.mol
• Article Data: 47

Chemical Properties

• Melting Point: 153.5-154 °C
• Boiling Point: 405.7°C at 760 mmHg
• Flash Point: 199.2°C
• Appearance: /
• Density: 1.463g/cm³
• Vapor Pressure: 8.58E-07mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 7-Oxabicyclo(2.2.1)hept-5-ene-2,3-dicarboximide(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Oxabicyclo(2.2.1)hept-5-ene-2,3-dicarboximide(6253-28-7)
• EPA Substance Registry System: 7-Oxabicyclo(2.2.1)hept-5-ene-2,3-dicarboximide(6253-28-7)

Safety Data

• Hazardous Substances Data: 6253-28-7(Hazardous Substances Data)

Usage

General Description

7-Oxabicyclo(2.2.1)hept-5-ene-2,3-dicarboximide, also known as phthalimide, is a chemical compound with the molecular formula C8H5NO2. It is a white solid that is soluble in organic solvents and slightly soluble in water. Phthalimide is commonly used as a precursor for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyes. It can also be used as a reagent in organic reactions, such as the Gabriel synthesis and the phthalimide deprotection reaction. Additionally, phthalimide is known for its potential use as a reactive intermediate in the synthesis of various heterocyclic compounds.

InChI:InChI=1/C8H7NO3/c10-7-5-3-1-2-4(12-3)6(5)8(11)9-7/h1-6H,(H,9,10,11)

Upstream product

• 110-00-9 furan 
• 541-59-3 maleiimide 
• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 28871-62-7 7-Oxa-bicyclo-<2.2.1>-hept-5-en-2,3-exo,exo-dicarbonsaeure 
• 19878-26-3 (3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione 
• 71-43-2 benzene 
• 141-78-6 ethyl acetate 

Downstream Products

• 28871-91-2 norcantharidimide 
• 949934-65-0 C₁₈H₁₉NO₆S 
• 272449-67-9 (+/-)-(3aR,4S,7R,7aS)-2-benzyl-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione 
• 94461-26-4 N-octyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboximide 
• 91645-06-6 N-butyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboximide 
• 1255792-08-5 3-(2-methoxy-5-nitro-4-(1-(oxabicyclo[2,2,1]hept-5-enedicarboxyimide)ethyl)phenoxy)-1-propyne 
• 1446826-52-3 C₂₂H₂₅Cl₂N₃O₃ 

Relevant articles and documents

An array-based nanosensor for detecting cellular responses in macrophages induced by femtomolar levels of pesticides

Environmental agents can induce cellular responses at concentrations far below the limits of detection for current viability and biomarker-based cell sensing platforms. Hypothesis-free cell sensor platforms can be engineered to maximize sensitivity to phenotypic changes, providing a tool for lowering the threshold for detecting cellular changes. Pesticides are one of the most prevalent sources of chemical exposure due to their use in food and agriculture fields. We report here a FRET-based nanosensor array engineered to maximize responses to changes at cell surfaces after pesticide exposure. This sensor array robustly detected macrophage responses to femtomolar concentrations of common pesticides-orders of magnitude lower concentrations than traditional toxicological and biomarker-based strategies. Significantly, this platform was able to classify these responses by pesticide class, demonstrating the ability to distinguish between changes induced by these different agents. Taken together, hypothesis-free cell surface sensing is a promising tool for detecting the effects of ultra-trace environmental chemicals on human health, as well as detecting threshold responses for use in drug discovery and diagnostics.

Erratum: Direct cytosolic delivery of proteins through coengineering of proteins and polymeric delivery vehicles (Journal of the American Chemical Society (2020) 142:9 (4349-4355) DOI: 10.1021/jacs.9b12759)

In this revised Supporting Information file, Figure S15 was misplaced in the text. The corrected figure is shown in the corrected Supporting Information file. This change does not affect any conclusions of the article, but this correction of the record is important.

Aiming at the tumor-specific accumulation of MGMT-inhibitors: First description of a synthetic strategy towards inhibitor-peptide conjugates

In the therapy of cancer, alkylating agents are an efficient and often-used substance class. However, cells can repair the resulting alkyl modifications in the O6-position of guanine using the repair protein methylguanine methyltransferase (MGM