127722-73-0Relevant articles and documents
On DABAL-Me3 promoted formation of amides
Dubois, Nathalie,Glynn, Daniel,McInally, Thomas,Rhodes, Barrie,Woodward, Simon,Irvine, Derek J.,Dodds, Chris
supporting information, p. 9890 - 9897 (2013/10/22)
The range and utility of DABAL-Me3 couplings of methyl esters and free carboxylic acids with primary and secondary amines under a variety of conditions (reflux, sealed tube, microwave) has been compared for a significant range of coupling partners of relevance to the preparation of amides of interest in pharmaceutical chemistry. Commercial microwave reactors promote the fastest couplings and allow the use of significantly sterically hindered amines (primary and secondary) and carboxylic acids derivatives. The influence of microwave energy on the reaction system was shown to be typically related to thermal effects (over-pressuring and superheating).
Determination of enantiomeric purity of 2-piperidinemethanamine by HPLC combined with pre-column derivation
Zhang, Yi-Wen,Luo, Ji,Zeng, Hao,Yao, Shun,Chen, Hao,Song, Hang
, p. 1353 - 1356 (2013/05/21)
A new HPLC method has been developed and validated for determination of enantiomeric purity of 2-piperidinemethanamine within a short run time of less than 10 min. The method was based on pre-column derivation of 2-piperidinemethanamine with 3,5-dinitrobenzoic acid and complete separation of enantiomers has been achieved on a CHI-DMB analytical column (250 mm × 4.6 mm) using n-hexane: ethanol (85:15 v/v) as mobile phase at a flow rate of 1.0 mL min-1 under UV photodiode-array detector detection. Then the effects of mobile phase and temperature on enantioselectivity were further evaluated. The method was validated with respect to precision, accuracy, linearity, limit of detection (LOD), limit of quantification (LOQ) and robustness. The recoveries were between 99.1 and 102.3 % with percentage relative standard deviation less than 1.17 %. The LOD and LOQ for first enantiomer were 13.7 and 46.3 μg mL-1 and for second enantiomer were 15.2 and 51.4 μg mL-1, respectively. This method is expected to be accurate, stable, rapid and sensitive for determination of the enantiomeric purity of 2-piperidinemethanamine in bulk samples. Copyright
Non-acidic anti-inflammatory compounds: activity of N-(4,6-dimethyl-2-pyridinyl) benzamides and derivatives
Robert-Piessard, Sylvie,Le Baut, Guillaume,Courant, Jacqueline,Brion, Jean-Daniel,Sparfel, Louis,et al.
, p. 9 - 19 (2007/10/02)
The inhibition of the carragenin-induced rat-paw edema by previously synthesized N-(4,6-dimethyl)-2-pyridinyl) benzamides was evaluated.Amoung the 29 tested compounds, secondary benzamides 1, 12 and tertiary benzamide 60 exhibited a significant anti-inflammatory activity.It prompted us to envision a pharmacomodulation in this series by structural modifications on the homocycle, the amide function and the heterocycle.Although benzamide 38, acetamide 50 and benzylamine 56 elicited marked inhibitory activity, none was more active than N-(4,6-dimethyl-2-pyridinyl) benzamide 1. The mechanism of the anti-inflammatory action of 1 was investigated.The results showed that this molecule reduced eicosanoid biosynthesis but was unable to reduce cyclooxygenase or lipoxygenase activities.Although it did not directly block phospholipase activity, however, an inhibitory process at this level is likely.