Diacetylene alcohol derivatives of aromatic amines

1984 ◽  
Vol 33 (4) ◽  
pp. 755-757
Author(s):  
M. I. Bardamova ◽  
I. L. Kotlyarevskii ◽  
Z. P. Trotsenko
Keyword(s):  
Aromatic Amines ◽  
Diacetylene Alcohol ◽  
Derivatives Of

„IN SILICO“ PREDICTION OF PHARMACOKINETIC PROPERTIES AND DRUGLIKENESS OF NOVEL THIOUREA DERIVATIVES OF NAPROXEN

2021 ◽  
Author(s):  
Nikola V. Nedeljković ◽  
◽  
Vladimir D. Dobričić ◽  
Marina Ž. Mijajlović ◽  
Gordana P. Radić ◽  
...  
Keyword(s):  
Blood Brain Barrier ◽  
Aromatic Amines ◽  
Gastrointestinal Absorption ◽  
Skin Permeability ◽  
Thiourea Derivatives ◽  
Barrier Permeability ◽  
Brain Barrier Permeability ◽  
Pharmacokinetic Properties ◽  
Inhibitory Potential ◽  
Derivatives Of

Masking the carboxyl group of naproxen with other functional groups may be a promising strategy to decrease its gastrointestinal toxicity. Thiourea moiety has been described as an important pharmacophore in a variety of pharmacologically active compounds, including anti-inflammatory, antiviral, anticancer, hypoglycemic and antimicrobial agents. Our research group has previously designed twenty novel thiourea derivatives of naproxen, containing amino acids (glycine, L-alanine, β-alanine, L-valine and L-phenylalanine – compounds 1,2,3,4 and 5, respectively), their methyl (6–10) and ethyl esters (11–15), as well as aromatic amines (16–20). Pharmacokinetic properties and druglikeness of these compounds were predicted using SwissADME web tool (http://www.swissadme.ch/). Predicted pharmacokinetic properties include potential for gastrointestinal absorption, blood-brain barrier permeability, skin permeability, transport mediated by P-glycoproteins and enzyme inhibitory potential. Druglikeness was evaluated using Lipinski’s, Ghose’s, Veber’s, Egan’s and Muegge’s rules, as well as on the basis of bioavailability score. All tested compounds had high-predicted gastrointestinal absorption and low blood-brain barrier permeability. Also, derivatives 2, 4, 7, 9, 10, 12, 14, 15 and 18 were predicted to be substrates for P-glycoprotein. Derivatives with aromatic amines (16–20) showed inhibitory potential against all tested CYP isoforms. Derivative 19 had the highest, while derivative 13 demonstrated the lowest predicted skin permeability. Finally, derivatives 1–12, except 5 and 10, have druglike structures, since they obey to all imposed rules.

A mild and efficient chemoselective N-benzyloxycarbonylation of amines using TBAB as a catalyst under solvent-free conditions

2009 ◽  
Vol 87 (2) ◽  
pp. 393-396 ◽  
Author(s):  
Kothamasu Suresh Babu ◽  
Vidadala Rama Subba Rao ◽  
Ravu Ranga Rao ◽  
Sakhamuri Sivaram Babu ◽  
Janaswami Madhusudana Rao
Keyword(s):  
Efficient Method ◽  
Aromatic Amines ◽  
Solvent Free ◽  
Solvent Free Conditions ◽  
Derivatives Of

We describe a mild and efficient method for the chemoselective N-benzyloxycarbonylation of amines by treatment of amines and aminoesters with benzyloxycarbonyl chloride (Cbz-Cl) in the presence of TBAB under solvent-free conditions in excellent yields. The method is general for the preparation of a wide variety of N-Cbz derivatives of aliphatic, aromatic amines, and aminoesters.

Chlorination of Benzenesulfonyl Derivatives of Aromatic Amines

1952 ◽  
Vol 74 (12) ◽  
pp. 3171-3173 ◽  
Author(s):  
Roger Adams ◽  
B. H. Braun
Keyword(s):  
Aromatic Amines ◽  
Derivatives Of

29Si-Kernresonanzuntersuchungen an N-Trimethylsilyl-substituierten Aminen und Amiden / 29Si Nuclear Magnetic Resonance Studies on N-Trimethylsilyl Derivatives of Amines and Amides

1977 ◽  
Vol 32 (2) ◽  
pp. 163-166 ◽  
Author(s):  
B. Heinz ◽  
H. C. Marsmann ◽  
U. Niemann
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Aromatic Amines ◽  
Chemical Shifts ◽  
Substituent Effects ◽  
Electronic Charge ◽  
Magnetic Resonance Studies ◽  
Basic Character ◽  
Silyl Derivatives ◽  
Trimethylsilyl Derivatives ◽  
Derivatives Of

The 29Si chemical shifts of several trimethyl silyl derivatives of amines and amides are measured and compared to other chemical and theoretical properties such as the basicities or the electronic charge on the nitrogen or the hydrogen of the N-H group of the amine or the amide. Whereas the 29Si chemical shift of saturated amines can be rationalized in terms of substituent effects, the shifts of aromatic amines show some dependency on the basic character of the amine. There seems to be little correlation between 29Si chemical shifts and electronic charge, but there is a similarity of 29Si with 1H chemical shifts of the NH group, which is interpreted as depending on anisotropy effects.

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