7496-46-0Relevant articles and documents
Alkaloids from plants of the Nitraria genus. structure of sibiridine
Tulyaganov,Allaberdiev
, p. 292 - 293 (2003)
The new alkaloid sibiridine was isolated from the aerial parts of Nitraria sibirica and N. schoberi. Its structure was established using spectral data and chemical transformations. Its synthesis was carried out.
New 1,4,7,10-Tetraazacyclotridecane-11,13-dione Ligands appended with Additional Donor(s) 8-Methylquinoline(s): Crystal Structures and Characterization of their Copper(II) Complexes
Bu, Xian He,An, Dao Li,Chen, Yun Ti,Shionoya, Mitsuhiko,Kimura, Eiichi
, p. 2289 - 2296 (1995)
Two macrocyclic dioxotetraamine ligands 4-(quinolin-8-ylmethyl)-1,4,7,10-teraazacyclotridecane-11,13-dione (H2L1) and 4,7-bis(quinolin-8-ylmethyl)-1,4,7,10-tetraazacyclotridecane-11,13-dione (H2L2) have been synthesized.The resulting dioxomacrocycles readily co-ordinate Cu(2+) with concomitant double deprotonation of the ligands.The solution behaviour of the copper(II) complexes 1> 1 and 2> 2 has been studied by ESR, UV/VIS and cyclic voltammetric techniques.Remarkable red shifts were observed for the absorption band maxima of the electronic spectra of these copper(II) complexes (598 nm for 1 and 600 nm for 2) in comparison to that of unsubstituted (1,4,7,10-tetraazacyclotridecane-11,13-dione)copper(II) species (516 nm).The crystal structures of 1 and 2 (which crystallised in the form 2)2>*3H2O*MeCN) have been determined by X-ray diffraction analysis.Crystallographic data: 1, orthorhombic, space group Pcab, a = 16.260(3), b = 7.739(2), c = 27.530(9) Angstroem, Z = 8, R' = 0.061 for 2594 observed reflections with I > 3?(I); 2, triclinic, space group P, a = 12.288(3), b = 14.734(4), c = 18.005(4) Angstroem, α = 102.26(2), β = 104.26(2), γ = 107.02(2) deg, Z = 2, R' = 0.090 for 2284 observed reflections with I > 3?(I).In complex 1, the Cu atom is five-co-ordinate and forms a distorted square pyramid in which N(11) of the quinoline pendant is at the apical site.The Cu-N(11) bond is longer than the basal Cu-N bond lengths .In complex 2, the Cu(II) centre is also five-co-ordinate, with one of the quinoline pendants co-ordinating to Cu(II) from the apical position and the other pendant remaining unco-ordinated.
THERAPEUTIC COMPOUNDS AND METHODS TO TREAT INFECTION
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Paragraph 0468-0469, (2019/02/13)
Disclosed herein are compounds of formula I: or a salt thereof and compositions comprising a compound of formula I or a pharmaceutically acceptable salt thereof. Also disclosed herein are methods for treating or preventing a bacterial infection in an animal comprising administering to the animal a compound of formula I or a pharmaceutically acceptable salt thereof, alone or in combination with a bacterial efflux pump inhibitor.
A general method for the metal-free, regioselective, remote C-H halogenation of 8-substituted quinolines
Motati, Damoder Reddy,Uredi, Dilipkumar,Watkins, E. Blake
, p. 1782 - 1788 (2018/02/23)
An operationally simple and metal-free protocol for geometrically inaccessible C5-H halogenation of a range of 8-substituted quinoline derivatives has been established. The reaction proceeds under air, with inexpensive and atom economical trihaloisocyanuric acid as a halogen source (only 0.36 equiv.), at room temperature. Exceptionally high generality with respect to quinoline is observed, and in most instances, the reaction proceeded with complete regioselectivity. Quinoline with a variety of substituents at the 8-position gave, exclusively, the C5-halogenated product in good to excellent yields. Phosphoramidates, tertiary amides, N-alkyl/N,N-dialkyl, and urea derivatives of quinolin-8-amine as well as alkoxy quinolines were halogenated at the C5-position via remote functionalization for the first time. This methodology provides a highly economical route to halogenated quinolines with excellent functional group tolerance, thus providing a good complement to existing remote functionalization methods of quinolin-8-amide derivatives and broadening the field of remote functionalization. The utility of the method is further showcased through the synthesis of several compounds of biological and pharmaceutical interest.
Pd(OAc)2-catalyzed lactonization of arylacetamides involving oxidation of C-H bonds
Uemura, Takeshi,Igarashi, Takuya,Noguchi, Moe,Shibata, Kaname,Chatani, Naoto
supporting information, p. 621 - 623 (2015/05/20)
The reaction of arylacetamides that contain a quinolin-8-ylmethylamine as the directing group with PhI(OAc)2, in the presence of Pd(OAc)2 as the catalyst, results in lactonization to give γ-lactones, the formation of which involves activation of the ortho C-H bonds, with concomitant cleavage of the directing group.
