31039-74-4Relevant articles and documents
Novel functionalized indigo derivatives for organic electronics
Klimovich, Irina V.,Zhilenkov, Alexander V.,Кuznetsova, Lidiya I.,Frolova, Lubov A.,Yamilova, Olga R.,Troyanov, Sergey I.,Lyssenko, Konstantin A.,Troshin, Pavel A.
, (2020/11/24)
A series of nine novel indigo derivatives, including diiodoindigo, octahalogenated indigoids and compounds with extended π-conjugated system, were synthesized, characterized and investigated as semiconductor materials in organic field-effect transistors (OFETs). Among them, 6,6′-diiodoindigo demonstrated the ambipolar behavior with balanced p-type and n-type mobilities. The complete substitution of hydrogens at the indigo core with halogen atoms led to low electron mobilities in OFETs. An extension of the conjugated system through the introduction of small aromatic substituents (thiophene and phenyl) resulted in predominant p-type behavior. Fusion of aromatic rings resulted in z-shaped dibenzoindigo, which showed poor charge transport properties due to the non-optimal arrangement of molecules along each other in the crystal lattice. The acquired data fulfilled the previously reported model based on the relationship between the chemical nature of substituents and their positions at the indigo core, optoelectronic properties of materials and their performance in OFETs. The results of this study will be useful for rational design of a new generation of the indigo-based semiconductors for biocompatible organic electronics.
Evaluation of some synthesized novel substituted phthalimide derivatives as potent antidiabetic agents
Mahapatra, Shankhapani,Singh, Jagadish,Raju, Rajapandi,Maiti, Bhim Charan,Maity, Tapan Kumar
experimental part, p. 1581 - 1584 (2012/01/13)
Tetrachlorophthalimide derivatives were synthesized and their ability to inhibit a-glucosidase was investigated in vitro as well as in vivo in streptozotocin-induced diabetic rats. The purity of synthesized compounds were confirmed by spectral and element
Synthesis, anti-inflammatory activity and COX-1/COX-2 inhibition of novel substituted cyclic imides. Part 1: Molecular docking study
Abdel-Aziz, Alaa A.-M.,Eltahir, Kamal E.H.,Asiri, Yousif A.
scheme or table, p. 1648 - 1655 (2011/05/06)
A group of cyclic imides (1-13) was designed for evaluation as selective COX-2 inhibitors and investigated in vivo for their anti-inflammatory activities using carrageenan-induced rat paw edema model. Compounds 5b, 6b, 11b, 11c, 12b and 12c were proved to be potent COX-2 inhibitors with IC50 range of 0.1-1.0 μM. In vitro COX-1/COX-2 inhibition structure-activity studies identified compound 5b as a highly potent (IC50 = 0.1 μM), and an extremely selective [COX-2 (SI) = 400] comparable to celecoxib [COX-2 (SI) > 333.3], COX-2 inhibitor that showed superior anti-inflammatory activity (ED 50 = 104 mg/kg) relative to diclofenac (ED50 = 114 mg/kg). A Virtual screening was carried out through docking the designed compounds into the COX-2 binding site to predict if these compounds have analogous binding mode to the COX-2 inhibitors. Molecular modeling (docking) study showed that the CH3O substituents of 5b inserted deep inside the 2°-pocket of the COX-2 active site, where the O-atoms of such group underwent a H-bonding interaction with His90 (2.43, 2.83 ), Arg513 (2.89 ) and Tyr355 (3.34 ). Docking study of the synthesized compound 5b into the active site of COX-2 revealed a similar binding mode to SC-558, a selective COX-2 inhibitor.
Preparation of 2,3,4,5-tetrafluorobenzoic acid
Li, Hua,Wang, Hongkai,Zhao, Ruiju,Liu, Juan,Zhao, Zhengui,Hu, Guoqin,Liang, Zhengyong
experimental part, p. 744 - 748 (2011/03/20)
2,3,4,5-Tetrafluorobenzoic acid, an important intermediates of fluoroquinolone antibiotics, was synthesized from tetrachloride phthalic anhydride through imidation, fluorination, hydrolysis and decarboxylation. The effects of phase transfer catalyst on imidation and fluorination reaction and the effects of surfactants on the hydrolysis reaction were studied, respectively. Experimental results showed that the imidation reaction time was greatly reduced in the presence of a phase transfer catalyst, hexadecyltrimethyl, resulting in imidation yield as high as 98.2%. The fluorination yield reached 81.3% when tetrabutylammonium bromide was chosen as a phase transfer catalyst. The hydrolysis reaction time was also decreased by adding hexadecyltrimethyl while increasing the yield to 88.6%. In the post-processing, the sublimation method was used to purify the product, and ideal effect was obtained. In the decarboxylation reaction, tetrafluoride phthalic acid was obtained by decarboxylation in the solvent of tri-n-butyl amine and decarboxylation yield reached 81.6%. Compared with the literature method, the overall reaction time of the improved method decreased from 53 h to 20.5 h and the total yield increased from 47.3% to 57.4%.
Microwave Irradiation Promoted Reactions of Anhydrides with Isocyanates. Preparation of N-Substituted Phthalimides
Khajavi, Mohammad S.,Nikpour, Farzad,Hajihadi, Mostafa
, p. 96 - 97 (2007/10/03)
The synthesis of N-substituted phthalimides by the condensation of anhydrides and isocyanates was conducted efficiently in a few minutes in unmodified commercial microwave ovens using unsealed vessels.
Determination of inductive effect parameter of methyl group from gas-phase charge transfer bands of molecular complexes of N-phenyl-tetrachlorophthalimide with methyl substituted benzenes
Roy, M.,Mukherjee, A. K.,Seal, B. K.
, p. 635 - 638 (2007/10/02)
The charge transfer absorption bands of electron donor-acceptor (EDA) complexes of N-phenyltetrachlorophtalimide as acceptor with a series of methyl substituted benzenes as donors have been studied in dioxan, chloroform, dichloromethane and dimethylformam
HYDROLYSIS IN THE ABSENCE OF BULK WATER 1. CHEMOSELECTIVE HYDROLYSIS OF AMIDES USING TETRAHALOPHTALIC ANHYDRIDES
Eaton, Jefferson T.,Rounds, William D.,Urbanowicz, John H.,Gribble, Gordon W.
, p. 6553 - 6556 (2007/10/02)
The reaction of primary and secondary amides with tetrafluorophthalic or tetrachlorophtalic anhydride gives carboxylic acids in good yield.The reaction is chemoselective in that the amide functionality can be hydrolyzed in the presence of ester groups.
Monothio- and Dithio-phthalimides: Part V - Synthesis of Chlorinated β-Isoindigo and Dithio-β-isoindigo Derivatives
El-Sharief, A. M. Sh.,Zaher, M. R.,Hammad, N. I.
, p. 751 - 754 (2007/10/02)
The reaction of chlorinated monothio- and dithio-phthalimides (II and III) with amines in equimolar amounts in acetic acid gives 2-aryl-1-arylimino-4-chloro-3-oxoisoindolines (IV) and 2-aryl-1-arylimino-4-chloro-3-thioisoindolines (V), respectively.Compou
