103854-64-4Relevant articles and documents
Iodine-mediated oxidative cyclization for one pot synthesis of new 8-hydroxyquinaldine derivatives containing a N-phenylpyrazole moiety as pesticidal agents
Xu, Ting,Wang, Xiaoguang,Zhang, Qian,Fan, Jiangping,Liu, Liu,Liu, Mingzhu,Zhang, Haojie,Li, Jing,Guo, Yong
, p. 3376 - 3380 (2018)
In continuation of our research aimed at discovery and development of new pesticidal agents, a series of new 8-hydroxyquinaldine derivatives containing a N–phenylpyrazole moiety were prepared and their structures were characterized by 1H NMR, IR, ESI-MS and mp. Meanwhile, an efficient way of using iodine-mediated oxidative cyclization for one pot synthesis of these 8-hydroxyquinaldine derivatives containing a N–phenylpyrazole moiety was developed. The bioassay showed that compounds 8g and 9f exhibited potent pesticidal activities against both Mythimna separata Walker and Plutella xylostella Linnaeus. The structure–activity relationships were also discussed.
Identification and Evaluation of Bisquinoline Scaffold as a New Candidate for α-Synuclein-PET Imaging
Kaide, Sho,Watanabe, Hiroyuki,Shimizu, Yoichi,Iikuni, Shimpei,Nakamoto, Yuji,Hasegawa, Masato,Itoh, Kyoko,Ono, Masahiro
, p. 4254 - 4261 (2020)
α-Synuclein (α-syn) aggregates are pathologically associated with the hallmarks found in brains affected by synucleinopathies such as Parkinson's disease (PD) and multiple system atrophy (MSA). Therefore, the in vivo detection of α-syn aggregates using radiolabeled probes is useful for the comprehension of and medical intervention for synucleinopathies. In the present study, we identified a bisquinoline scaffold as a new promising structure for targeting α-syn aggregates by a screening assay. Then, based on the scaffold, novel bisquinoline derivatives, BQ1 and BQ2, were designed and synthesized, and we evaluated their utilities as α-syn imaging probes. Both compounds showed high affinity for recombinant α-syn aggregates in binding assays in vitro and clearly detected α-syn aggregates in human brain sections. BQ2 showed higher affinity for α-syn aggregates than BQ1, leading to performing 18F-labeling to obtain [18F]BQ2. In a biodistribution study using normal mice, [18F]BQ2 displayed moderate uptake (1.59% ID/g at 2 min postinjection) into but subsequent retention (1.35% ID/g at 60 min postinjection) in the brain. The results of this study suggest that a bisquinoline derivative may be a new candidate as an α-syn-PET imaging probe after appropriate structure modification for further improvement in the pharmacokinetics.
Evaluation of some quinoline-based hydrazone derivatives as insecticidal agents
Yu, Xiang,Feng, Gang,Huang, Jiulin,Xu, Hui
, p. 30405 - 30411 (2016)
In continuation of our program aimed at the discovery and development of efficient insecticidal agents, a series of quinoline-based hydrazone derivatives were synthesized and evaluated as insecticidal agents against three-day-old larvae of Spodoptera litura (Noctuidae: Lepidoptera), a polyphagous insect pest of many important crops, in vivo at 1 mg mL1. In particular, compounds 3c, 3e, 4g, 4h, and 6f showed potent insecticidal activity with 7 day mortality rates greater than 93%, and were comparable to that of the positive control toosendanin.
Synthesis of diazadibenzo-18-crown-6 ligands with appended chromophoric and fluorophoric groups as potential metal ion chemosensors
Xue, Guo-Ping,Savage, Paul B.,Krakowiak, Krzysztof E.,Izatt, Reed M.,Bradshaw, Jerald S.
, p. 1453 - 1457 (2001)
Six new diazadibenzo-18-crown-6 ligands substituted with two each of 8-hydroxyquinoline (7), 8-aminoquinoline (attached through its C-2 or C-7 position) (12 and 13), 8-methoxyquinoline (18), 5-chloro-8-methoxyquinoline (19), and dansylamidoethyl (21) side arms were synthesized as potential metal ion chemosensors and potential reagents for the selective extraction of certain metal ions from aqueous solutions. Ligands 7, 12, 13, 18, and 19 were synthesized by reductive amination of diazadibenzo-18-crown-6 (5) and the appropriate quinolinecarboxaldehydes. Bis(dansylamidoethyl)-substituted ligand 21 was synthesized by treating diazacrown ether 5 with N-dansylaziridine (20).
Development of a new fluorescence ratiometric switch for endogenous hypochlorite detection in monocytes of diabetic subjects by dye release method
Das, Sangita,Aich, Krishnendu,Patra, Lakshman,Ghoshal, Kakali,Gharami, Saswati,Bhattacharyya, Maitree,Mondal, Tapan Kumar
, p. 1130 - 1135 (2018)
Increased oxidative stress in metabolic complications like type 2 diabetes, dyslipidemia and cardiovascular disorders exerts potential health hazards in many facets. Enhanced production of reactive oxygen species (ROS) due to increased oxidative stress promotes the damage of many biologically important macromolecules. Hypochlorous acid (HOCl), a microbicidal agent is also known to be an important ROS sub-species. An enhanced generation of endogenous HOCl due to diseased condition therefore can be detrimental to health. In present work, a new quinoline-diaminomaleonitrile based probe (HQMN) has been designed for the selective detection of hypochlorite. The probe in hand shows a selective ratiometric emission change towards OCl?. The probe behaves as a highly selective and sensitive tool for the detection of OCl? over other analytes with a fast response time (within 100 s). Bioimaging study revealed that HQMN can detect endogenous OCl? in human monocytes and an increase in endogenous HOCl concentration has been witnessed in diabetic condition compared to healthy control. Thus HQMN can be used as an excellent fluorescent probe for dynamic tracking of hypochorite in living biological cells especially to identify diabetic conditions.
Synthesis and biological evaluation of quinoline-quinazolinones for antimicrobial and antileishmanial potential
Tiwari, Shweta,Kirar, Seema,Banerjee, Uttam Chand,Babu, Neerupudi Kishore,Singh, Sushma,Singh, Inder Pal
, p. 1251 - 1258 (2020/12/04)
In an attempt to find a new class of antimicrobial and antileishmanial agents, a series of twenty-three quinoline-quinazolinones were prepared via reaction of 8-hydroxy/methoxyquinoline-2-carbaldehyde with various substituted aminobenzamides. These compounds were screened for their antimicrobial activity against Gram-positive bacteria (B. subtilis), Gram-negative bacteria (E. coli and P. putida) and fungus (C. viswanathii) and antileishmanial activity against promastigotes of L. donovani. Compound 28k exhibited highest activity against B. subtilis with an IC50 of 0.17±0.07 M while compound 28j exhibited highest activity against promastigotes of L. donovani with an IC50 of 6±0.0 M.
Synthesis of C-2 and C-3 substituted quinolines and their evaluation as anti-HIV-1 agents
Shah, Purvi,Naik, Dharav,Jariwala, Nisha,Bhadane, Deepali,Kumar, Sanjay,Kulkarni, Smita,Bhutani, Kamlesh Kumar,Singh, Inder Pal
, p. 591 - 601 (2018/07/29)
A plenty of natural products and synthetic derivatives containing quinoline moiety have been reported to possess various pharmacological activities. Quinolines such as 2-styrylquinolines and 8-hydroxyquinolines are extensively studied for their anti-HIV-1
Hexahydropyrazine-quinoline D3 receptor ligand and preparation method and use
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Paragraph 0059, (2016/10/08)
The present invention discloses a hexahydropyrazino-quinoline D3 receptor ligand, which is a compound shown as formula I or a pharmaceutically acceptable salt thereof, wherein n = 2,3 or 4; R is H, 4-Cl, 2,3-diCl, 4-CH3, 2,3-diCH3, 4-OCF3, 4-OCH3, 2-OCF3, 2,6-di CH3, 3,4-di CH3, 3-CF3, 4-Cl, 3-OCH3, 2-C2H5 or 2-CH3. Compared with the prior art, the compound has strong activity to a dopamine D3 receptor, and can be used for effective treatment of Parkinson's disease, schizophrenia, drug dependence and other central nervous and mental diseases.
Improved preparation method for nitrogenous tricyclic dopamine D3 acceptor ligand
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Paragraph 0008; 0027; 0028, (2016/12/01)
The invention discloses an improved preparation method for a nitrogenous tricyclic dopamine D3 acceptor ligand. The nitrogenous tricyclic dopamine D3 acceptor ligand is a compound shown in the formula I and is prepared through a series of reactions with a compound 1 as a starting raw material. Compared with the prior art, according to the method, microwave or nitrogen protection or other harsh reaction conditions are not needed, recrystallization or column chromatography is not needed for purifying an intermediate or the target product, the preparation period is short, and cost is significantly reduced.
HETEROARYL COMPOUNDS AND METHODS OF USE THEREOF
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Page/Page column 142, (2011/12/14)
Provided herein are heteroaryl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. In one embodiment, the compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as CNS disorders and metabolic disorders, including, but not limited to, e.g., neurological disorders, psychosis, schizophrenia, obesity, and diabetes
