157592-45-5Relevant articles and documents
Metal-free chemo- and regioselective acylation of pyridine derivatives with alcohols in water
Kianmehr, Ebrahim,Pakbaznia, Azin,Faghih, Nasser,Foroumadi, Alireza
, p. 1407 - 1412 (2017)
A straightforward acylaltion of pyridine derivatives has been developed using K2S2O8as the oxidant and water as a green solvent. The corresponding 2-acylpyridines were synthesized with high chemo- and regioselectivity in good to high yields. This efficient and practical method could serve as a new tool for the convenient synthesis of 2-benzoylpyridines of interest for future pharmaceutical and chemical applications.
Isolation and characterization of a trinuclear cobalt complex containing trigonal-prismatic cobalt in secondary alcohol aerobic oxidation
Karthikeyan,Alamsetti,Sekar
, p. 1665 - 1671 (2014/05/06)
An unusual trinuclear cobalt complex was successfully isolated and characterized in the Co(OAc)2·4H2O-catalyzed aerobic oxidation of pyridine-based secondary alcohols. In this complex, a cobalt ion (the one in the middle, labeled Co2) has a novel trigonal-prismatic structure coordinated with six oxygen atoms from the substrate. The molecular oxygen present in air plays a major role in enabling this transformation to be catalytic. This aerobic catalytic reaction is very selective to pyridine-based secondary alcohols over primary alcohols.
Synthesis and pharmacology of potential cocaine antagonists. 2. Structure-activity relationship studies of aromatic ring-substituted methylphenidate analogs
Deutsch, Howard M.,Shi, Qing,Gruszecka-Kowalik, Ewa,Schwer, Margaret M.
, p. 1201 - 1209 (2007/10/03)
As part of a program, to develop medications which can block the binding of cocaine to the dopamine transporter, yet spare dopamine uptake, a series of aromatic ring-substituted methylphenidate derivatives was synthesized and tested for inhibitory potency in [3H]WIN 35,428 binding and [3H]dopamine uptake assays using rat striatal tissue. Synthesis was accomplished by alkylation of 2-bromopyridine with anions derived from various substituted phenylacetonitriles. In most cases, erythro compounds were markedly less potent than the corresponding (±)-threo-methylphenidate (TMP; Ritalin) derivatives. The ortho-substituted compounds were much less potent than the corresponding meta- and/or para-substituted derivatives. The most potent compound against [3H]WIN 35,428 binding, m-bromo-TMP, was 20-fold more potent than the parent compound, whereas the most potent compound against [3H]dopamine uptake, m,p-dichloro-TMP, was 32-fold more potent. Threo derivatives with m-or p-halo substituents were more potent than TMP, while electron-donating substituants caused little change or a small loss of potency. All of the derivatives had Hill coefficients approaching unity, except m,p-dichloro-TMP, which had an nH of 2.0. Although the potency of the (±)-methylphenidate derivatives in the two assays was highly correlated (R2 = 0.986), the compounds m-chloro-, m-methyl-, and p-iodo-TMP were 4-5-fold more potent at inhibiting [3H]-WIN 35,428 binding than [3H]dopamine uptake (cocaine has a ratio of 2.3). These and other compounds may be promising candidates for further testing as potential partial agonists or antagonists of cocaine.
An Electron Spin Resonance Investigation of the Radical Anions of the Benzoylpyridines
Sevenster, Arjen J. L.,Tabner, Brian J.
, p. 1148 - 1152 (2007/10/02)
The radical anions of the three benzoylpyridines have been prepared by electrochemical reduction in dimethylformamide.The interpretation of their e.s.r. spectra reveals that the phenyl ring rotates freely in each radical anion.However the rotation of the pyridine ring is restricted in the radical anion of 4-benzoylpyridine.It is possible that the rotation of the pyridine ring is also restricted in the radical anion of 2-benzoylpyridine but in the radical anion of 3-benzoylpyridine the pyridine ring appears to be rotating at an intermediate rate.Molecular orbital calculations have been employed as an aid to the assignment of the splitting constants in each of the radical anions.
