10513-45-8Relevant academic research and scientific papers
"Scorpionate-like" complexes that are held together by hydrogen bonds: Crystallographic and spectroscopic studies of (3-NH(t-butyl)-5-methyl-pyrazole)nMX2 (M = Zn, Ni, Co, Mn; N = 3, 4; X = Cl, Br)
Serpas, Lee,Baum, Robert R.,McGhee, Alyssa,Nieto, Ismael,Jernigan, Katherine L.,Zeller, Matthias,Ferrence, Gregory M.,Tierney, David L.,Papish, Elizabeth T.
, p. 62 - 71 (2016)
The hydrogen bonding ligand, 3-NH(t-butyl)-5-methyl-pyrazole, forms "scorpionate-like" first row transition metal complexes that are held together by hydrogen bonds rather than covalent bonds. The formulae of these complexes are (LH)nMX2, where n = 3, 4; X = Cl, Br; and LH = 3-NH(t-butyl)-5-methyl-pyrazole. The amino-substituted pyrazole can hydrogen bond via both the amino group and the pyrazole NH to form intramolecular NH to halide hydrogen bonds. These complexes have been well characterized and show a 3:1 ratio of ligand to metal for zinc and cobalt (1 and 2), and a 4:1 ratio of ligand to metal for manganese and nickel (3 and 4). The hydrogen bonding interactions appear to be stronger for the 3:1 complexes. The crystallographic and spectroscopic studies (EPR and NMR) have shown that these hydrogen-bonding interactions are strong enough to perturb metal halogen bond distances and, with non-hydrogen bonding solvents, the hydrogen bonds appear to hold these complexes together in solution.
4-Alkyl-2,6-di(secondary or tertiary alkylamino) pyridines, compositions thereof and methods for treating diabetes and obesity
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, (2008/06/13)
Compounds of the formula STR1 wherein R is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms, R' is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms, R1 is alkyl of 1 to 4 carbon atoms, R2 is hydrogen, chloro or bromo, and R3 is hydrogen, --CO--R4 or cyano, Wherein R4 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, STR2 OR AMINO, WHEREIN EACH X is independently alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or halo or two X's on adjacent carbon atoms together are methylenedioxy, with the proviso that the ortho positions of the phenyl ring are free of halo substituents, and n is 0, 1, 2 or 3, And the pharmaceutically acceptable acid addition salts thereof, Are useful as anti-obesity and anti-diabetic agents. The compounds wherein R2 is hydrogen and R3 is alkylcarbonyl, benzoyl or substituted benzoyl are synthesized from ketoketenimines and amidines while those wherein R2 is hydrogen and R3 is alkylcarbonyl are also synthesized from isoxazolium salts and ammonia. The compounds wherein R2 is hydrogen and R3 is cyano are synthesized from the corresponding 2,6-dihalopyridines as are many of the other compounds. The compounds wherein R2 is hydrogen and R3 is alkylcarbonyl, alkoxycarbonyl or carbamoyl are synthesized from the corresponding cyano compounds. The compounds wherein R2 is hydrogen and R3 is (C2-4 alkyl) carbonyl are also synthesized from the corresponding compounds wherein R3 is acetyl. The compounds wherein R2 is chloro or bromo are synthesized from the corresponding compounds wherein R2 is hydrogen and an N-halosuccinimide. The compounds wherein R3 is hydrogen are synthesized from the corresponding alkylcarbonyl compounds or 2,6-dihalopyridines.
4-Alkyl-2,6-di-(secondary or tertiary alkyl)amino-3-formylpyridines pharmaceutical compositions thereof and their use in the treatment of obesity and diabetes
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, (2008/06/13)
Compounds of the formula STR1 wherein R is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms, R' is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms, R1 is primary or secondary alkyl of 1 to 5 carbon atoms, and R2 is hydrogen, chloro or bromo, And the pharmaceutically acceptable acid addition salts thereof, are useful as anti-obesity and anti-diabetic agents. The compounds wherein R and R' are tertiary alkyl of 4 to 7 carbon atoms and R2 is hydrogen are synthesized from ketenimines and amidines, all of the compounds wherein R2 is hydrogen are synthesized by reduction of the corresponding 3-cyanopyridines, and the compounds wherein R2 is chloro or bromo are synthesized from the corresponding compounds wherein R2 is hydrogen and an N-halosuccinimide.
