6287-90-7Relevant articles and documents
Design and synthesis of a novel corrosion inhibitor embedded with quaternary ammonium, amide and amine motifs for protection of carbon steel in 1 M HCl
Alharbi, Bader G.,Ali, Shaikh A.,Aljeaban, Norah A.,Chauhan, Dheeraj Singh,Jafar Mazumder, Mohammad A.,Quraishi, Mumtaz A.
, (2020)
Methyl 11-bromoundecanoate [Br (CH2)10CO2Me] (1) on treatment with tripropylamine gave quaternary salt [Pr3N+(CH2)10CO2Me]Br? (2) which on treatment with diethylenetriamine afforded [Pr3N+(CH2)10CONH(CH2)2NH(CH2)2NH2] Br? (3) containing inhibitive motifs of ammonium, amide and amine motifs embedded in a single frame. The precursor salt 2 and its derivative 3 were successfully synthesized in excellent yields and characterized using different spectroscopic techniques. For the first time, a detailed study on the corrosion inhibition behavior of corrosion inhibitors 2 and 3 for mild steel in 1 M HCl was carried out using electrochemical measurements and comprehensive computational analysis. Both the studied inhibitors showed excellent aqueous solubility. The high inhibition efficiency of 91percent and 93percent at a concentration of 200 mg L?1 was obtained for corrosion inhibitors 2 and 3, respectively. The adsorption of the corrosion inhibitors exhibited the Langmuir isotherm with a mixture of physical and chemical modes of adsorption. The impedance studies showed a rise in the polarization resistance with increasing concentration of the inhibitors. Polarization measurements demonstrated that the inhibitors displayed a mixed-mode of inhibition with primarily cathodic nature. Surface analytical studies supported the inhibitor adsorption and a protective film formation on the carbon steel surface, which improved the surface smoothness of the steel surface. The DFT based quantum chemical calculations supported the experimentally obtained results and showed that the inhibitor 3 displays superior inhibition in comparison to the inhibitor 2. The Monte Carlo simulations revealed higher adsorption energy for the inhibitor 3 compared to 2.
SYNTHESIS AND CONFORMATION OF A BILIRUBIN ANALOG WITH PROPIONIC ACID SIDE CHAINS EXTENDED TO UNDECANOIC ACID
Chiefari, John,Person, Richard V.,Lightner, David A.
, p. 5969 - 5984 (1992)
A lipophilic analog of bilirubin with propionic acid groups replaced by undecanoic acid groups (1), was synthesized from 11-bromo-undecanoic acid.UV-visible and NMR spectroscopic analyses suggest reduced intramolecular H-bonding and a preference for a helical conformation.Molecular dynamics computations predict a global energy minimum for a helical porphyrin-like conformation with unusual distorted structures when H-bonding is invoked.Circular dichroism of the pigment complex with human serum albumin gives a bilirubin-like bisignate Cotton effect: Δεmax449 = + 33, Δεmax396 = 47.
Brown,Lane
, p. 6660 (1970)
Synthesis, characterization, antimicrobial and anti-biofilm activity of a new class of 11-bromoundecanoic acid-based betaines
Yasa, Sathyam Reddy,Poornachandra,Kumar, C. Ganesh,Penumarthy, Vijayalakshmi
, p. 2592 - 2601 (2017)
Novel betaines were synthesized from esterquats, which in turn were obtained from the reaction of 11-bromo undecanoic acid, different alkyl amines, and methyl iodide. The synthesized betaines were characterized by fourier transform infrared, proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, and mass spectral analysis. These betaines were synthesized in four steps; in the first step, 11-bromo undecanoic acid was converted into methyl 11-bromoundecanoate followed by the synthesis of secondary amine monoester, and tertiary amine mono and diesters by the reaction of 11-bromoundecanoate with different aliphatic amines (hexyl, dodecyl, octadecyl, dioctyl, and dicyclohexyl amine). In the third step, the prepared secondary amine monoesters, tertiary amine mono, and diesters were converted into monoesterquats and diesterquats by reacting with methyl iodide. The resultant esterquats were converted into betaines by saponification reaction using LiOH.H2O in water and tetrahydrofuran. The synthesized compounds (5a–h) were studied for their antimicrobial activity. Some of the compounds showed good to moderate antibacterial activity with minimum inhibitory concentration values ranging between 3.9–31.2 μg mL?1 and antifungal activity with minimum inhibitory concentration values ranging between 7.8–62.4 μg mL?1. Further, some of the betaines also showed good anti-biofilm activity with IC50 values ranging between 2.1–25.3 μg mL?1 on the tested pathogenic microbial and fungal strains.
IDEBENONE COMPOUNDS
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Page/Page column 50, (2021/10/22)
The present application provides idebenone derivatives or analogues useful for treating a disease or disorder in a subject in need thereof. Pharmaceutical compositions comprising the compounds and methods of treating the disease or disorder are also provided.
Total Synthesis of Emmyguyacins A and B, Potential Fusion Inhibitors of Influenza Virus
Jana, Santanu,Sarpe, Vikram A.,Kulkarni, Suvarn S.
, p. 6938 - 6942 (2018/10/25)
Fungal glycolipids emmyguyacins A and B inhibit the pH-dependent conformational change of hemaglutinin A during replication of the Influenza virus. Herein, we report the first total synthesis and structure confirmation of emmyguyacins A and B. Our efficient route, which involves regioselective functionalization of trehalose, allows rapid access to adequate amounts of chemically pure emmyguyacin analogues including the desoxylate derivatives for SAR studies.
