100523-84-0Relevant articles and documents
Synthesis, Nicotinic Acetylcholine Receptor Binding, and in Vitro and in Vivo Pharmacological Properties of 2′-Fluoro-(substituted thiophenyl)deschloroepibatidine Analogues
Ondachi, Pauline W.,Castro, Ana H.,Sherman, Benjamin,Luetje, Charles W.,Damaj, M. Imad,Mascarella, S. Wayne,Navarro, Hernán A.,Carroll
, p. 115 - 127 (2017)
The synthesis, nAChR in vitro and in vivo pharmacological properties of 2′-fluoro-3′-(substituted thiophenyl)deschloroepibatidine analogues (5a-f, 6a-d, and 7a-c) are presented herein. All had subnanomolar affinity at α4β2*-nAChRs. Contrary to lead structure epibatidine, a potent nAChR agonist, all were potent α4β2- and α3β4-AChR antagonists in an in vitro functional assay. In vivo, the compounds were also nAChR antagonists with various degrees of agonist activity. Compounds 5e, 5f, 6a, 6c, 6d, and 7c had no agonist effects in the tail-flick, hot-plate, hypothermia, or spontaneous activity tests, whereas 5a-d, 7a and 7b did not have agonist activity in the tail-flick and hot-plate tests but, like varenicline, were agonists in the hypothermia and spontaneous activity tests. Compound 6b had agonist activity in all four in vivo tests. All the compounds were antagonists of nicotine-induced antinociception in the tail-flick test, and all except 5c, 5d, 5f, and 6b were antagonists of nicotine-induced antinociception in the hot-plate test. Compound 7c, which had a Ki = 0.86 nM in the binding assay similar potency at α4β2/α3β4 with selectivity relative to α7 nAChRs, had an AD50 value of 0.001 μg/kg in the tail-flick test with no agonist activity in the in vitro or in vivo test had one of the more interesting profiles.
-4,4′-dicarboxamide: A novel building block for semiconducting polymers
Zhou, Xiaocheng,Zhang, Zhifang,Hendsbee, Arthur D.,Ngai, Jenner H. L.,Kumar, Pankaj,Ye, Shuyang,Seferos, Dwight S.,Li, Yuning
, p. 30496 - 30502 (2019)
A novel electron deficient building block [2,2′-bithiophene]-4,4′-dicarboxamide (BTDCA) was designed to lower the highest occupied molecular orbital (HOMO) energy level of polythiophenes in order to achieve a higher open circuit voltage (Voc) and thus a higher power conversion efficiency in polymer solar cells (PSCs). BTDCA dibromo monomers were conveniently synthesized in four steps, and were used to prepare three thiophene-based D-A polymers, P(BTDCA66-BT) (66BT), P(BTDCA44-BT) (44BT) and P(BTDCA44-TT) (44TT). All the polymers exhibited unipolar hole transport properties, exhibiting mobilities in the range of ～10-4 to 10-2 cm2 V-1 s-1 with the highest hole mobility of up to 1.43 × 10-2 cm2 V-1 s-1 achieved for 44BT in bottom-gate bottom-contact organic thin film transistors (OTFTs). In PSCs, these polymers achieved high Voc's of 0.81-0.87 V when PCBM or ITIC was used as acceptor. When 44TT was used as donor and ITIC was used as acceptor, a power conversion efficiency (PCE) of up to 4.5% was obtained, a significant improvement when compared with the poly(3-hexylthiophene) (P3HT):ITIC devices, which showed the highest PCE of merely 0.92%.
Thermal behaviour of dicarboxylic ester bithiophene polymers exhibiting a high open-circuit voltage
Heuvel, Ruurd,Colberts, Fallon J.M.,Wienk, Martijn M.,Janssen, René A.J.
, p. 3731 - 3742 (2018)
Nine different polythiophene derivatives based on dialkyl-(2,2′-bithiophene-5,5′-diyl)-4,4′-dicarboxylate (DCB) alternating with thiophene (T), bithiophene (2T) or thienothiophene (TT) as co-monomer have been synthesized to study the effect of the polymer backbone and side chain length on the thermal properties, the tendency to aggregate, and the photovoltaic performance. Polymers incorporating DCB and 2T show increased crystallinity and a large effect of the side chain length on the morphology of the photoactive layer blends. Thermal annealing increases the crystallinity of the polymers and enhances the long-wavelength light absorption. The concomitant increase in polymer fibre width, however, deteriorates the photovoltaic performance. The best devices were made using the PDCB-2T polymer with 2-butyloctyl side chains providing a power conversion efficiency of 5.18%. The PDCB-T polymer with 2-ethylhexyl substituents shows a comparable efficiency (5.08%), but with a significantly higher open-circuit voltage due to deeper frontier orbitals levels.
METHODS AND COMPOUNDS FOR RESTORING MUTANT p53 FUNCTION
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Paragraph 0935, (2021/11/20)
Mutations in oncogenes and tumor suppressors contribute to the development and progression of cancer. The present disclosure describes compounds and methods to recover wild-type function to p53 mutants. The compounds of the present disclosure can bind to mutant p53 and restore the ability of the p53 mutant to bind DNA and activate downstream effectors involved in tumor suppression. The disclosed compounds can be used to reduce the progression of cancers that contain a p53 mutation.
Substituted thiophene compound Preparation method and application thereof (by machine translation)
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Paragraph 0120-0122, (2021/01/11)
The invention relates to a thiophene compound represented by general formula I, a pharmaceutically acceptable salt thereof, a preparation method thereof, a pharmaceutical composition containing the thiophene compound and application thereof. The thiophene compound and a pharmaceutically acceptable salt thereof are taken as a novel estrogen-related receptor α (ERR RR) inverse agonist. These compounds can be used to treat diseases associated with ERR and ERR RR, such as cancer, osteoporosis, diabetes, anti-aging, slimming, and the like. After further optimization and screening, the drug is expected to be developed into novel drugs for preventing and treating tumors or other ERR RR related diseases. (by machine translation)
A Planar-Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones
Trifonova, Evgeniya A.,Ankudinov, Nikita M.,Mikhaylov, Andrey A.,Chusov, Denis A.,Nelyubina, Yulia V.,Perekalin, Dmitry S.
supporting information, p. 7714 - 7718 (2018/04/25)
The rapid development of enantioselective C?H activation reactions has created a demand for new types of catalysts. Herein, we report the synthesis of a novel planar-chiral rhodium catalyst [(C5H2tBu2CH2tBu)RhI2]2 in two steps from commercially available [(cod)RhCl]2 and tert-butylacetylene. Pure enantiomers of the catalyst were obtained through separation of its diastereomeric adducts with natural (S)-proline. The catalyst promoted enantioselective reactions of aryl hydroxamic acids with strained alkenes to give dihydroisoquinolones in high yields (up to 97 %) and with good stereoselectivity (up to 95 % ee).
Amide-bridged terphenyl and dithienylbenzene units for semiconducting polymers
Akita, Masahiro,Saito, Masahiko,Osaka, Itaru,Koganezawa, Tomoyuki,Takimiya, Kazuo
, p. 16437 - 16447 (2016/02/20)
We here describe the synthesis, characterization, and structures of new semiconducting polymers (PIQP2T and PTPQ2T) based on amide-bridged terphenyl (IQP) and dithienylbenzene (TPQ), and their performances in organic field-effect transistors (OFETs) and organic photovoltaics (OPVs). The polymers are found to have relatively wide band gaps of >2.0 eV and deep HOMO energy levels of -5.4 eV. Interestingly both the HOMO and LUMO energy levels similarly shift upward and downward, respectively, by the π-extension from the monomer unit to the polymer, which can be ascribed to the delocalized HOMO and LUMO along the molecular frameworks. This suggests that IQP and TPQ can be viewed as electron-neutral building units. Both polymers had similar ordering structures in the thin film despite the fact that the IQP is more sterically hindered at the end of the moiety than TPQ. This is probably due to the strong intermolecular interactions originating in the amide group. The polymers exhibited similar hole mobilities of 0.03-0.04 cm2 V-1 s-1 in the OFET devices. Although the PCEs were modest, the OPV devices based on these polymers showed a quite high VOC of 0.94 V.
1,2,4-TRIAZINE-6-CARBOXAMIDE DERIVATIVE
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Paragraph 0351, (2014/08/19)
The present invention provides a compound represented by the following general formula (I) or a salt thereof which has a Syk inhibitory effect (in the formula R1 represents a hydrogen atom or an optionally Ra-substituted C1-C6 alkyl group; A represents a hydrogen atom, an optionally Ra-substituted C1-C8 alkyl group, an optionally Ra-substituted C2-C6 alkenyl group, an optionally Ra-substituted C2-C6 alkynyl group, an optionally Rb-substituted C3-C10 cycloalkyl group, an optionally Rb-substituted C6-C14 aromatic hydrocarbon group, an optionally Rb-substituted 4- to 10-membered unsaturated heterocyclic group, or an optionally Rb-substituted 4-to 10-membered saturated heterocyclic group, or optionally forms a 4- to 10-membered unsaturated heterocyclic ring or a 4- to 10-membered saturated heterocyclic ring together with R1 and the nitrogen atom bonded thereto; R2 represents a hydrogen atom or an optionally Ra-substituted C1-C6 alkyl group; and B represents an optionally Rc-substituted unsaturated heterocyclic group).
Macrocycles with bithiophene units: Synthesis, structure, and electrochemical properties
Dora Demeter,Claudia Lar,Jean Roncali,Grosu, Ion
, p. 1460 - 1462 (2013/05/08)
Bithiophene macrocycles with oligo(oxyethylene) loops were synthesized in good yields by reacting 4,40-bis(hydroxymethyl)-2,20-bithiophene with ditosylated oligoethyleneglycols. The structures of the macrocycles were elucidated by NMR spectroscopy and MS spectrometry. The electronic and electrochemical properties of the macrocyclic compounds were determined using cyclic voltammetry and UV-Vis spectroscopy. Copyright
Selective photoinduced energy transfer from a thiophene rotaxane to acceptor
Sakamoto, Kazuya,Takashima, Yoshinori,Hamada, Norio,Ichida, Hideki,Yamaguchi, Hiroyasu,Yamamoto, Hitoshi,Harada, Akira
supporting information; experimental part, p. 672 - 675 (2011/04/17)
An energy transfer process was investigated using cyclodextrin- oligothiophene rotaxanes (2T-[2]rotaxane). The excited energy of 2T-[2]rotaxane is transferred to the sexithiophene derivative which is included in the cavity of β-CD stoppers of 2T-[2]rotaxane.
