338454-80-1Relevant academic research and scientific papers
Sodium sulfate-hydrogen peroxide-sodium chloride adduct: selective protocol for the oxidative bromination, iodination and temperature dependent oxidation of sulfides to sulfoxides and sulfones
Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.
supporting information, p. 6001 - 6009 (2019/04/17)
The regioselective bromination and iodination of unprotected aromatic primary amines using enclathrated hydrogen peroxide as an oxidant under mild conditions has been developed, in which potassium bromide (KBr) and potassium iodide (KI) were used as brominating and iodinating agents, respectively. The adduct shows not only regioselectivity for para- or ortho-isomers but also a remarkable chemoselectivity for monobromination. Selective oxidation of sulfides to sulfoxides and sulfones has also been studied and good to excellent yields of the desired products were obtained. Acetic acid was found to be the solvent of choice for these reactions. This simple method represents an ecologically benign and alternative pathway for the oxidative halogenation of anilines and the oxidation of sulfides to sulfoxides and sulfones.
Indole and quinoline derivatives and its preparation method and application
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, (2017/02/28)
The invention provides an indoloquinoline derivative, a preparation method and application thereof in preparing antitumor drugs and antiviral drugs. The chemical structure of the indoloquinoline derivative is shown as a formula I. Experiments show that a partly-boric-acid-modified indoloquinoline derivative and a non-boric-acid-modified indoloquinoline derivative have strong inhibition effect on various tumor cell strains, thereby being capable of being used for preparation of the antitumor drugs, and have strong antiviral activity, thereby being capable of being used for preparation of the antiviral drugs.
Regioselective iodination of aryl amines using 1,4-dibenzyl-1,4-diazoniabicyclo [2.2.2] octane dichloroiodate in solution and under solvent-free conditions
Alikarami, Mohammad,Nazarzadeh, Somayeh,Soleiman-Beigi, Mohammad
, p. 157 - 162 (2015/01/30)
1,4-Dibenzyl-1,4-diazoniabicyclo[2.2.2]octane dichloroiodate is an efficient and regioselective reagent for iodination of aryl amines. A wide variety of aryl amines in reaction with this reagent afforded regioselectively iodinated products. The iodination reaction can be carried out in solution or under solvent-free condition at room temperature.
Electrochemical C-H amination: Synthesis of aromatic primary amines via N -arylpyridinium ions
Morofuji, Tatsuya,Shimizu, Akihiro,Yoshida, Jun-Ichi
supporting information, p. 5000 - 5003 (2013/05/22)
We have developed a new method for C-H amination of aromatic compounds based on electrochemical oxidation of aromatic compounds in the presence of pyridine followed by the reaction of the resulting N-arylpyridinium ions with an alkylamine. This new transformation serves as a powerful method for synthesizing aromatic primary amines from aromatic compounds without using metal catalysts and harsh chemical reagents. High chemoselectivity of the present method is demonstrated by C-H amination of aromatic compounds bearing a nitro group to give a key intermediate for the synthesis of VLA-4 antagonist.
Discovery of 7-hydroxy-6-methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[ b ]furan (BNC105), a tubulin polymerization inhibitor with potent antiproliferative and tumor vascular disrupting properties
Flynn, Bernard L.,Gill, Gurmit S.,Grobelny, Damian W.,Chaplin, Jason H.,Paul, Dharam,Leske, Annabell F.,Lavranos, Tina C.,Chalmers, David K.,Charman, Susan A.,Kostewicz, Edmund,Shackleford, David M.,Morizzi, Julia,Hamel, Ernest,Jung, M. Katherine,Kremmidiotis, Gabriel
supporting information; experimental part, p. 6014 - 6027 (2011/10/31)
A structure-activity relationship (SAR) guided design of novel tubulin polymerization inhibitors has resulted in a series of benzo[b]furans with exceptional potency toward cancer cells and activated endothelial cells. The potency of early lead compounds has been substantially improved through the synergistic effect of introducing a conformational bias and additional hydrogen bond donor to the pharmacophore. Screening of a focused library of potent tubulin polymerization inhibitors for selectivity against cancer cells and activated endothelial cells over quiescent endothelial cells has afforded 7-hydroxy-6-methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan (BNC105, 8) as a potent and selective antiproliferative. Because of poor solubility, 8 is administered as its disodium phosphate ester prodrug 9 (BNC105P), which is rapidly cleaved in vivo to return the active 8. 9 exhibits both superior vascular disrupting and tumor growth inhibitory properties compared with the benchmark agent combretastatin A-4 disodium phosphate 5 (CA4P).
HIV INHIBITING 1,2,4-TRIAZIN-6-ONE DERIVATIVES
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Page/Page column 59, (2008/06/13)
The present invention relates to HIV replication inhibitors of formula (I) a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein ring A and ring B represent phenyl, pyridyl, pyridaz
Electrophilic Aromatic Substitution Reactions: Part III - Iodination of Anilines with Iodine Monochloride in Presence and Absence of a Surfactant
Shashidhar, G. V. S.,Satyanarayana, N.,Sundaram, E. V.
, p. 333 - 335 (2007/10/02)
Rates of iodination of aniline and substituted anilines with iodine monochloride have been measured in 30percent(v/v) aqueous methanol, isopropanol and dimethylformamide.The effects of perchloric acid, sodium chloride and surfactant (NaLS) have been investigated.Effect of dielectric constant on rates has also been tested.The Hammett ρ(+) values have been measured in 30percent(v/v) methanol-H2O, isopropanol-H2O and dimethylformamide-H2O mixtures in the presence an absence of sodium lauryl sulphate.The Hammett ρ(+) values range from -6.82 to -6.00.These results confirm Wheland type of transition state.The activation parameters are consistent with the proposed mechanism.
