771-40-4Relevant academic research and scientific papers
Novel benzothiapyran diketone compound as well as preparation method and application thereof
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Paragraph 0025-0030, (2021/02/10)
The invention relates to a novel benzothiapyran diketone compound as well as a preparation method and application thereof. The compound is 8-methyl benzothiapyran diketone, 8-ethyl benzothiapyran diketone, 10-methyl benzothiapyran diketone and 7,9-dimethyl benzothiapyran diketone. The invention discloses a method for synthesizing a series of benzothiapyran diketone compounds by taking thiophenol as an initial raw material for the first time, in-vitro anti-tumor activity experiments are carried out on the benzothiapyran diketone compounds, and results show that the compounds have an obvious inhibition effect on human cervical cancer cells (Hela), human liver cancer cells (SMMC-7721), human lung cancer cells (A549) and human breast cancer cells (MCF77); and the potential value is realized inthe aspects of anti-tumor medicine development and application.
Molecular Chemiluminescent Probes with a Very Long Near-Infrared Emission Wavelength for in Vivo Imaging
Huang, Jingsheng,Jiang, Yuyan,Li, Jingchao,Huang, Jiaguo,Pu, Kanyi
supporting information, p. 3999 - 4003 (2020/12/22)
Chemiluminescence imaging is imperative for diagnostics and imaging due to its intrinsically high sensitivity. To improve in vivo detection of biomarkers, chemiluminophores that simultaneously possess near-infrared (NIR) emission and modular structures amenable to construction of activatable probes are highly desired; however, these are rare. Herein, we report two chemiluminophores with record long NIR emission (>750 nm) via integration of dicyanomethylene-4H-benzothiopyran or dicyanomethylene-4H-benzoselenopyran with dioxetane unit. Caging of the chemiluminophores with different cleavable moieties produces NIR chemiluminescence probes (NCPs) that only produce signals upon reaction with reactive oxygen species or enzymes, for example, β-galactosidase, with a tissue-penetration depth of up to 2 cm. Thus, this study provides NIR chemiluminescence molecular scaffolds applicable for in vivo turn-on imaging of versatile biomarkers in deep tissues.
Ruthenium-NHC-catalyzed asymmetric hydrogenation of flavones and chromones: General access to enantiomerically enriched flavanones, flavanols, chromanones, and chromanols
Zhao, Dongbing,Beiring, Bernhard,Glorius, Frank
supporting information, p. 8454 - 8458 (2013/09/02)
Two to four! Readily available flavones and chromones were efficiently converted into four valuable chiral classes of O-heterocycles - flavanones, chromanones, flavanols, and chromanols - by means of an enantioselective Ru/NHC-catalyzed hydrogenation process (see scheme; NHC=N-heterocyclic carbene, PCC=pyridinium chlorochromate). Copyright
Novel photolabile protecting group for phosphate compounds
Zhang, Youlai,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Morimoto, Tsumoru,Kakiuchi, Kiyomi
supporting information; experimental part, p. 367 - 370 (2012/03/11)
A novel photolabile protecting group, thiochromone S,S-dioxide, containing the diazomethyl group for protection of phosphate derivatives is described. Deprotection of the successfully protected phosphate derivatives proceeded smoothly under photoirradiation using an ultrahigh-pressure mercury lamp to recover the corresponding phosphates quantitatively, and the photoproduct derived from the thiochromone derivative showed high fluorescence intensity. Georg Thieme Verlag Stuttgart · New York.
A new synthesis of 4H-1-benzothiopyran-4-ones using (trimethylsilyl)methylenetriphenylphosphorane
Kumar, Pradeep,Bodas, Mandar S
, p. 9755 - 9758 (2007/10/03)
The reaction of silyl ester of S-acyl(aroyl) thiosalicylic acids 3 with (trimethylsilyl)methylenetriphenylphosphorane 4 in step wise fashion leads to the acylphosphoranes 7, which subsequently undergo intramolecular Wittig cyclization on the thiolester carbonyl to afford the 4H-1-benzothiopyran-4-ones 8 in good to excellent yields.
Chemo- and diastereoselectivity in the dimethyldioxirane oxidation of 2,3-dihydro-4H-1-benzothiopyran-4-ones and 4H-1-benzothiopyran-4-ones. Unusual reactivity of 4H-1-benzothiopyran-4-one 1-oxides1
Patonay,Adam,Levai,Koever,Nemeth,Peters,Peters
, p. 2275 - 2280 (2007/10/03)
The oxidation of the 1-thiochromanones 1-3 by dimethyldioxirane (DMD) produced the corresponding sulfoxides 4-6 or sulfones 7-9; their relative amounts depended on the amount of oxidant used. A low diastereoselectivity was observed in the sulfoxidation of
Efficient and practical syntheses of benzothiopyran derivatives
Jung, Jae-Chul,Kim, Ju-Cheun,Park, Oee-Sook
, p. 1193 - 1203 (2007/10/03)
Concise and inexpensive methods for the preparation of 4-hydroxy-1- thiocoumarin and 2-methylthiochromone from 2-mercaptobenzoic acid are described, which should be readily amenable to large scale synthesis.
Synthesis of 3-iodo derivatives of flavones, thioflavones and thiochromones
Zhang,Li
, p. 565 - 567 (2007/10/02)
The title compounds, 2-aryl-3-iodo-4H-1-benzopyrans and 2-alkyl or 2-aryl-3-iodo-4H-1-benzothiopyrans, were prepared by reaction of the corresponding heterocyclic derivatives with the iodine-cerium(IV) ammonium nitrate system under mild conditions. The scope and proposed mechanism of the reaction were also demonstrated.
An Efficient Approach to the Synthesis of 4H-1-Benzothiopyran-4-ones via Intramolecular Wittig Reaction
Kumar, Pradeep,Rao, Ashok T.,Pandey, Bipin
, p. 1580 - 1581 (2007/10/02)
The reaction of S-acyl(aroyl)thiosalicylic acids 2 with N-phenyl(triphenylphosphoranylidene)ethenimine 3 in stepwise fashion leads to the acylphosphoranes 5 which subsequently undergo intramolecular Wittig cyclization on the thiolester carbonyl to afford
