69697-22-9

Upstream product

• 69821-88-1 (1-Hydroxy-3,5,5-trimethyl-cyclohex-2-enyl)-acetonitrile 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 

Relevant academic research and scientific papers

ANTICONVULSANT COMPOUNDS

The present invention relates to diene nitrile compounds with anti-convulsant activity and can also be used to treat pain. These compounds are useful in modulating voltage-gated sodium channel activity and can be used in the treatment of epilepsy and chronic or acute pain. E and Z mixtures of compounds of formula (I) are used to eliminate or reduce convulsant activity or epileptic seizures in patients. The compounds prolong the time required for voltage-gated sodium channels to recover from a normally inactive state induced by depolarization and tend to suppress abnormal brain behavior. The present application relates to compounds and methods for reducing the severity of convulsant activity, or epileptic seizures.

Reaction de wittig-horner entre phosphonates et cyclohexenones β-substituees

Various procedures were attempted in order to prepare α,β,γ,δ-unsaturated nitriles via the Wittig-Horner reaction of β-substituted cyclohex-2-en-1-ones with diethyl cyanomethyl phosphonate. Among them, the one using NaH as base in refluxing THF gives only the products resulting from carbonyl attack, in good yields. The stereochemistry of the reaction is discussed.

1H NMR Utilization of Through-space Effects in Configurational Assignments. I-Application to Nitriles; Determination of the Separate Effects of the Electric Field and Anisotropy of the CN Group

The changes in chemical shift induced by isomerization for all the ring protons of the Z- and E-5,5-dimethyl-2-cyclohexenylidene acetonitriles depend only on the through-space effects of the cyano group.The configurational assignments were made taking into consideration the anisotropic and electric field effects, either separately or together.In the first case, the total effects are ΔχCNT=-14.7E-6 cm3 mol-1 and bμCNT=14.7E-30 cm3, respectively.The second approach allows the estimation of the values ΔχCN=-4.9E-6 cm3 mol-1 and bμCN=9.8E-3 cm3, reflecting the combined contributions of magnetic anisotropy and electric field to the total effect.