78637-85-1Relevant academic research and scientific papers
Synthesis and characterization of new 2,3-disubstituted thieno[3,4-b]pyrazines: Tunable building blocks for low band gap conjugated materials
Wen, Li,Nietfeld, Jon P.,Amb, Chad M.,Rasmussen, Seth C.
, p. 8529 - 8536 (2008)
(Chemical Equation Presented) Synthetic methods have been developed for the preparation of new 2,3-dihalothieno[3,4-b]pyrazines, from which a variety of new 2,3-difunctionalized thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to which the electronic nature of the functional groups can be used to tune the electronic properties of the thieno[3,4-b]pyrazine unit.
THIENODIAZEPINE DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT
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Paragraph 0131-0133, (2018/03/01)
The present invention relates to novel thienodiazepine derivatives or pharmaceutically acceptable salts thereof, and a pharmaceutical composition including the same. The thienodiazepine derivatives or pharmaceutically acceptable salts thereof exhibit selective inhibition activities against protein kinases such as c-Kit, FLT3, FMS, LYN, RAF1, VEGFR3, PDGFRa, PDGFRb, RET, etc., and thus can be used as a pharmaceutical composition for prevention or treatment of abnormal cell growth diseases.
Discovery of novel 4-aryl-thieno[1,4]diazepin-2-one derivatives targeting multiple protein kinases as anticancer agents
Lee, Junghun,Jung, Hoyong,Kim, Minjung,Lee, Eunkyu,Im, Daseul,Aman, Waqar,Hah, Jung-Mi
, p. 1628 - 1637 (2018/02/21)
A series of 4-aryl-thieno[1,4]diazepin-2-one were synthesized and evaluated for their antiproliferative activities against the A375P melanoma and U937 hematopoietic cell lines. Several compounds showed very potent antiproliferative activities toward both cell lines and the activities were better than that of sorafenib, the reference standard. Derivatives were made as amide (8a–8i, 9a–9m) and urea (10a–10d, 11a–11d) with diverse hydrophobic moieties. One of the most potent inhibitor 10d, 1-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-(4-(2-oxo-2,3-dihydro-1H-thieno [3,4-b][1,4]diazepin-4-yl)phenyl)urea was found to be very potent inhibitor of multi-protein kinases including FMS kinase (IC50 = 3.73 nM) and is a promising candidate for further development in therapeutics for cancer.
Synthesis and characterization of triphenylamine-based polymers and their application towards solid-state electrochromic cells
Jeong, Jaemyeng,Kumar, Rangaraju Satish,Naveen, Mergu,Son, Young-A.
, p. 78984 - 78993 (2016/09/09)
Four novel triphenylamine-based polymers, PJK1, PJK2, PJK3 and PJK4 were successfully synthesized and fully characterized by 1H NMR, UV-VIS spectroscopy, cyclic voltammetry (CV), GPC and spectroelectrochemistry. These polymers are easily soluble in many common organic solvents, which make them appropriate for film deposition via spray-coating. We fabricated electrochromic cells comprising ITO-coated glass/polymer/gel electrolyte/ITO-coated glass and patterned the color change by applying direct current with different voltages. We report herein color changes, from the neutral to oxidized form as follows: for PJK1, orange to dark green; for PJK2, light yellow to reddish brown; for PJK3, light blue to grey; and for PJK4, green to bluish green. The majority of the copolymers exhibited very good thermal stabilities, as evidenced by less than a 5% weight loss in temperatures exceeding 400 °C. To further characterize, we simulated the electrochemical and optical properties, which are good agreement with the experimental data.
INHIBITORS TARGETING DRUG-RESISTANT INFLUENZA A
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Paragraph 0407, (2013/06/27)
Provided are compounds according to formula (la) or (lb) as described herein, that are capable of modulating the activity of influenza viruses (e.g., influenza A virus), for example, via interaction with the M2 transmembrane protein, and other similar viroporins. Also provided are methods for treating an influenza A-affected disease state or infection comprising administering a composition comprising one or more compounds according to according to formulas (la') or (lb), as described herein.
Homogenous bimetallic catalysis on amination of ArX and ArX2 in aqueous medium-synergistic effect of dicopper complexes
Liao, Bei-Sih,Liu, Shiuh-Tzung
, p. 28 - 31 (2013/03/28)
A dicopper complex [Cu2(bpnp)(OH)(CF3COO) 3] (1) (bpnp = 2,7-bis(pyridin-2-yl)-l,8-naphthyridine) was found to be an excellent catalyst on amination of aryl halides and aryl dihalides with ammonia in aqueous solutions leading to the corresponding anilines and aryldiamines, respectively. Catalytic activity of 1 toward amination appears to be superior to those of other mono nuclear copper complexes. Furthermore, the bimetallic catalyst 1 gave exclusively diamination product in the reaction of ArX2 with ammonia, but other copper complexes showed poor selectivity. Kinetic product distribution study suggests that the dicopper metal ions in this catalysis promote the second amination efficiently.
π-electron conjugated compound, manufacturing method therefor, and π-electron conjugated polymer obtained using same
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Page/Page column 33; 34, (2013/08/28)
Provided are a π-electron conjugated polymer having a constitutional unit represented by general formula (2) that is suitable as an electrochromic material that changes from a desired colored state to a decolored state, a new compound that is a raw materi
Palladium-catalyzed direct C-H arylation of thieno[3,4-b]pyrazines: Synthesis of advanced oligomeric and polymeric materials
Abdo, Nabiha I.,El-Shehawy, Ashraf A.,El-Barbary, Ahmed A.,Lee, Jae-Suk
, p. 5540 - 5551 (2012/10/30)
The first examples are reported of an efficient regioselective direct C-H arylation of thieno[3,4-b]pyrazine (TP) and its 2,3-dimethyl derivative with bromoalkylthiophenes (BATs), under Heck experimental conditions using Pd(OAc)2/Bu4NBr as the catalytic system, giving rise to a variety of valuable aryl-substituted thienopyrazines. The obtained results suggested that the 2-position of the TP moiety is less reactive towards C-H arylation than the 5-and 7-positions. Moreover, the 3-position of the TP moiety showed almost no significant reactivity when all other positions were arylated. The C-H arylation of 2,3-dimethyl-TP with an excess amount of BATs proceeded smoothly, affording the corresponding diarylated thienopyrazine derivatives in excellent yields, without any additional products. Compared to usual cross-coupling reactions, the present synthetic methodology has been used to prepare interesting donor-acceptor π-conjugated polymeric materials in a facial manner in a simple way. Microwave-assisted polymerization proved to be efficient for obtaining reasonable molecular weight copolymers ranging from 18.8 to 24.3 kg mol-1. Incorporating the thienopyrazine unit into polyhexylthiophene chains affected the photophysical and electrochemical properties. The optical band gaps were estimated to be in the range of 1.63-1.06 eV. All copolymers exhibited a diffraction peak at around 2θ = 5.72° corresponding to a d spacing of 15.43 A, which was assigned to an interchain spacing between polymer main chains similar to that found in P3HT. Moreover, a peak around 2θ = 23.09 (3.84 A) was also observed and is believed to be related to π-π stacking of the polymer backbones.
Synthesis and characterization of bridged bithiophene-based conjugated polymers for photovoltaic applications: Acceptor strength and ternary blends
Chen, Chiu-Hsiang,Hsieh, Chao-Hsiang,Dubosc, Martin,Cheng, Yen-Ju,Hsu, Chain-Shu
scheme or table, p. 697 - 708 (2011/10/08)
Six of three-component donor-acceptor random copolymers P1-P6, symbolized as (thiophene donor)m -(thiophene acceptor)n, were rationally designed and successfully synthesized by the palladium-catalyzed Stille coupling. The 4H-cyclopenta[2,l-b:3,4-b']dithiophene (CPDT) unit serves as the donor for Pl-P4, while the benzothiadiazole (BT), quinoxaline (QU), dithienoquinoxaline, and thienopyrazine (TP) units are used as the acceptor for P1, P2, P3, and P4, respectively. P5 and P6 are structurally analogous to P1 and P2 except for using the dithieno[3,2-b:2',3'-d]silole (DTS) unit as the donor. Because the band gap lowering ability of the acceptor units in the polymer is in the order TP > BT > QU presumably due to the quinoid form population in the polymers, the optical band gaps can be well adjusted to be 1.2,1.6, and 1.8 eV for P4, P1, and P2, respectively. It is found that the two bridged bithiophene units, CPDT and DTS, have similar steric and electronic effects on the P1 and P5 as well as P2 and P6, respectively, leading to comparable intrinsic properties and device performances. Bulk heterojunction photovoltaic cells based on ITO/PEDOT:PSS/polymer:PC7BM/Ca/Al configuration were fabricated and characterized. Although P4 exhibits the lowest optical band gap, broadest absorption spectrum, and highest mobility, the too low-lying LUMO level hinders the efficient exciton dissociation, resulting in a low PCE of 0.7%. Compared with poly[2,6-(4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b;3,4-b'] dithiophene)-alt-4,7-(2,l,3-benzothiadiazole)] (PCPDTBT), random copolymer P1 shows more blue-shifted, broader absorption spectrum, comparable mobility, and a higher PCE of 2.0%. In view of the fact that P1 shows a higher band gap with strong absorption in visible region, while PCPDTBT has a lower band gap to mainly absorb NIR light, a BHJ device with the active layer containing ternary blend of PCPDTBT/P1/PC71BM was investigated and achieved an enhanced PCE of 2.5%, which outperforms the devices based on the binary blending systems of PCPDTBT/ PC71BM(PCE = 1.4%)orP1/PC71BM(PCE = 2.0%) under the identical conditions. Such an improvement is ascribed to the complementary absorption and compatible structure of P1 and PCPDTBT polymers.
INHIBITORS OF HISTONE DEACETYLASE
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Page/Page column 155-156, (2010/02/11)
The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.
