1659-75-2

Basic information

• Product Name: Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate
• Synonyms: Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate;Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, 1,4-diethyl ester;Bicyclo(2,2,2)octane-1,4-dicarboxylix acid 1,4 diethyl ester
• CAS NO: 1659-75-2
• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.32208
• Mol File: 1659-75-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 30 °C
• Boiling Point: 145-146 °C(Press: 4 Torr)
• Appearance: /
• Density: 1.152±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate(1659-75-2)
• EPA Substance Registry System: Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate(1659-75-2)

Safety Data

• Hazardous Substances Data: 1659-75-2(Hazardous Substances Data)

Usage

General Description

Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate is a chemical compound with the molecular formula C14H22O4. Also known as dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate, it is a bicyclic compound derived from bicycle[2.2.2]octane. This substance is often used as a pharmaceutical intermediate in the synthesis of various drugs and in the research and development of new pharmaceutical compounds. It is also used in the field of organic chemistry as a building block in the synthesis of more complex compounds. The compound's unique structure and properties make it valuable for various applications in the pharmaceutical and chemical industries.

Upstream product

• 41034-55-3 (+/-)-dispiro[[1,3]dithiane-2,2'-bicyclo[2.2.2]octane-5',2''-[1,3]dithiane]-1',4'-dicarboxylic acid diethyl ester 
• 1686-98-2 2,5-Bis-ethylendimercapto-bicyclo<2,2,2>octan-1,4-dicarbonsaeure-diethylester 
• 41034-55-3 diethyl 2,5-bisdithianebicyclo[2.2.2]octane-1,4-dicarboxylate 
• 843-52-7 Aethylen-diketal von 1,4-Dihydroxymethyl-2,5-dioxo-bicyclo-<2,2,2>-octan 
• 787-07-5 diethyl 1,4-cyclohexanedione-2,5-dicarboxylate 
• 105-53-3 diethyl malonate 
• 830-28-4 1,4-bis(hydroxymethyl)bicyclo[2.2.2]octane-1,4-dione 
• 826-45-9 Bicyclo<2.2.2>octane-1,4-dimethanol 
• 75-03-6 ethyl iodide 
• 843-59-4 Diethyl 2,5-Dioxobicyclo<2.2.2>octane-1,4-dicarboxylate 
• 64-17-5 ethanol 
• 79663-72-2 ethyl 1-(aminocarbonyl)bicyclo<2.2.2>octane-4-carboxylate 
• 711-02-4 1,4-bicyclo[2.2.2]octanedicarboxylic acid 

Downstream Products

• 1360998-98-6 C₂₇H₃₆O₅ 
• 1360998-97-5 C₂₂H₃₀O₄ 
• 1360998-96-4 C₂₁H₂₈O₄ 
• 1360998-95-3 C₂₂H₃₂O₄ 
• 1360998-94-2 C₂₁H₃₀O₄ 
• 1360999-03-6 C₃₀H₄₈O₄ 
• 1360999-02-5 C₂₉H₄₆O₄ 
• 1360999-01-4 C₂₈H₄₂O₅ 
• 1360999-00-3 C₂₇H₄₀O₅ 
• 1360998-99-7 C₂₈H₃₈O₅ 
• 80745-61-5 4-iodobicyclo<2.2.2>octane-1-carboxylic acid 
• 1299426-08-6 4-iodo-N-(2-(4-(2-hydroxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)bicyclo[ 2.2.2]octane-1-carboxamide 
• 905457-33-2 4-iodo-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)bicyclo[ 2.2.2]octane-1-carboxamide 
• 24707-08-2 1,4-Bicyclo<2,2,2>oktylen-di-p-oktoxy-benzoat 

Relevant articles and documents

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Design, synthesis, radiolabeling, and in vitro and in vivo evaluation of bridgehead iodinated analogues of N -{2-[4-(2-methoxyphenyl)piperazin-1-yl] ethyl}- N -(pyridin-2-yl)cyclohexanecarboxamide (WAY-100635) as potential SPECT ligands for the 5-HT1A receptor

Here we describe the design, synthesis, and pharmacological profile of 5-HT1A receptor ligands related to 1 (WAY-100635). The cyclohexyl moiety in 1 and its O-desmethylated analogue 3 were replaced by the bridgehead iodinated bridge-fused rings: adamantyl, cubyl, bicyclo[2.2.2]octyl, or bicyclo[2.2.1]heptyl. All analogues displayed a (sub)nanomolar affinity for the 5-HT1A receptor in vitro. Compounds 6b and 7b appeared to be selective for this receptor over other relevant receptors and could easily be iodinated with radioactive iodine-123. In humane hepatocytes, [ 123I]6b showed a low propensity for amide hydrolysis and a stable carbon-iodine bond. The biodistribution of [123I]6b and [ 123I]7b in rats revealed that the carbon-iodine bond was also stable in vivo. Unfortunately, the brain uptake and the specificity for both radioligands were significantly lower than those of the parent molecule 1. In conclusion, the designed tracers are not suitable for SPECT imaging.

EPR and ENDOR Investigations of Dynamic Processes in Sterically Overcrowded Phenoxyl-Type Galvinoxyl Radicals

The syntheses of tert-butylgalvinol with perdeuteriated tert-butyl groups and 1,4-bicyclooctanebisgalvinol are described.The EPR and ENDOR spectra of the corresponding galvinoxyl monoradicals reveal selective line broadening due to dynamic processes associated with hindered internal rotation of the phenoxy rings.Deuteration of the central tert-butyl group in tert-butylgalvinoxyl gives rise to a substantial decrease of EPR line widths, allowing the determination of the kinetic parameters by means of line-shape analyses (ΔH*=21.8 kJ/mol, ΔS*=-32 J/molK).The biradical 1,4-bicyclooctanebisgalvinoxyl exhibits strong scalar and dipolar electron interactions (D=97 MHz). KEY WORDS EPR ENDOR Galvinoxyls Deuteration Dynamic processes Biradicals.