6-Ethoxy-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline

Abstract

Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.003 A Ê R factor = 0.053 wR factor = 0.142 Data-to-parameter ratio = 17.8For details of how these key indicators were automatically derived from the article, see

Crystal structure of 1-[(2S*,4R*)-6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl]pyrrolidin-2-one

“…Although the quinoline ring system adopts a distorted half-chair conformation, the torsion angles C9-N1-C2-C3 and C2-C3-C4-C10 are À40.8 (2) and À53.0 (2) , respectively. These differ from the corresponding angles [À47.8 (2) and À45.0 (2) , respectively] in 6-ethoxy-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline (Rybakov et al, 2004). This can be attributed to the steric hindrance caused by the change in the substituents on the quinoline ring system.…”

6-Fluoro-4-methyl-2-(3-pyridyl)-1,2,3,4-tetrahydroquinoline

“…The N1-C17 distance is shorter than the N1-C2 distance by 0.0604 (2)Å ( Table 1). The asymmetry in the N-C distances have also been observed in three 1,2,3,4-tetrahydroquinoline compounds substituted in positions 2,4,6 reported in the CSD [DISHIW, IXAHOE, MHXHQV] (Obodovskaya et al, 1985;Rybakov et al, 2004;Zavalishin et al, 1977), and have been attributed to resonance effects between the benzene ring and the electron pair of N1, awarding a pseudo double character to the N1-C17 bond.…”

“…For related literature, see: Allen et al (1987); Cremer & Pople (1975); Obodovskaya et al (1985); Rybakov et al (2004); Vargas-Mé ndez et al (2003); Zavalishin et al (1977).…”

“…There is a binary axis bisecting the C2-C3 and C6-C17 bonds (Cs = +8.2 (2)°) (Cremer & Pople,1975) in the pyridine ring; therefore, this ring adopts the half-chair conformation ( Fig. 1), as seen in the related structures DISHIW (Obodovskaya etal., 1985) and IXAHOE (Rybakov et al, 2004) (Cambridge Structural Database, 2006). C2 and C3 are out of the pyridine ring mean plane by 0.302 (1)Å and -0.314 (1) Å, respectively.…”

6-Hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline Alleviates Oxidative Stress and NF-κB-Mediated Inflammation in Rats with Experimental Parkinson’s Disease

“…HTHQ was synthesized in two steps from the commercial product santochin 1 (Thermo Fisher Scientific, Waltham, MA, USA) using the known method ( Figure 1 ) [ 18 ]. In the first step, santochin was hydrogenated in an autoclave in the presence of a Raney nickel catalyst [ 19 ]. In the second stage, the obtained hydroanalogue of santoquine 2 was subjected to dealkylation via the action of concentrated hydrobromic acid in a solution of glacial acetic acid.…”