- Synthesis and evaluation of novel benzothiazole derivatives based on the bithiophene structure as potential radiotracers for β-amyloid plaques in Alzheimer's disease
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In this study, six novel benzothiazole derivatives based on the bithiophene structure were developed as potential β-amyloid probes. In vitro binding studies using Aβ aggregates showed that all of them demonstrated high binding affinities with Ki/sub
- Cui, Meng-Chao,Li, Zi-Jing,Tang, Rui-Kun,Liu, Bo-Li
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Read Online
- Design, synthesis and biological evaluation of benz-fused five-membered heterocyclic compounds as tubulin polymerization inhibitors with anticancer activities
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A series of benz-fused five-membered heterocyclic compounds were designed and synthesized as novel tubulin inhibitors targeting the colchicine binding site. Among them, compound 4d displayed the highest antiproliferative activity against four cancer cell lines with an IC50 value of 4.9?μM in B16-F10 cells. Compound 4d effectively inhibited tubulin polymerization in vitro (IC50 of 13.1?μM). Further, 4d induced cell cycle arrest in G2/M phase. Finally, 4d inhibited the migration of cancer cells in a dose-dependent manner. In summary, these results suggest that compound 4d represents a new class of tubulin inhibitors deserving further investigation.
- Komuraiah, Buduma,Ren, Yichang,Xue, Mingming,Cheng, Binbin,Liu, Jin,Liu, Yao,Chen, Jianjun
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p. 1109 - 1116
(2021/03/16)
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- Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization
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3-CF3S substituted thioflavones and benzothiophenes were achieved via the reactions of AgSCF3 with methylthiolated alkynones and alkynylthioanisoles, respectively, promoted by persulfate. This protocol possesses good functional group tolerance and high yields. Mechanistic studies suggested that a classic two-step radical process was involved, which includes addition of CF3S radical to triple bond and cyclization with SMe moiety.
- Wang, Lu,Wang, Huaiyu,Meng, Weidong,Xu, Xiu-Hua,Huang, Yangen
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supporting information
p. 389 - 392
(2020/03/04)
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- Convenient and efficient synthesis of novel 11: H -benzo[5,6][1,4]thiazino[3,4- a] isoindol-11-ones derived from 2-bromo-(2/3-substitutedphenyl)-1 H -indene-1,3(2 H)-diones
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An unprecedented formation of 11H-benzo[5,6][1,4]thiazino[3,4-a]isoindol-11-ones through a one-step reaction of differently substituted 2-aminobenzenethiols and 2-bromo-(2/3-substitutedphenyl)-1H-indene-1,3(2H)-diones in freshly dried ethanol under reflux conditions has been investigated. This unique transformation probably occurs through an initial nucleophilic substitution followed by ring opening and subsequent intramolecular cyclization. The structures of all the synthesized benzo[1,4]thiazino isoindolinones were established by FTIR, 1H NMR, 13C NMR, HRMS, and X-ray crystallographic analysis. This approach was found to be simple and convenient and provides several advantages such as substantial atom economy, short reaction time and operational simplicity.
- Mor, Satbir,Sindhu, Suchita
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p. 12784 - 12792
(2019/05/10)
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- For the preparation and β Amyloid protein specific binding of the compound of compound, preparation method and application thereof (by machine translation)
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One aspect of the invention discloses a compound, the compound has the structural formula X as shown in the structure, wherein the substituted group R1 Can be - NO2 It also can be thought that the - NHCH3 ; On the other ha
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Paragraph 0050; 0065; 0072
(2018/07/30)
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- Compound for preparing compound specifically bound with beta amyloid protein, preparation method and application thereof
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The invention discloses a compound on one hand, wherein the compound has a structure as shown in structural formula A as shown in the specification, and a substituent group R1 can be -NO2, and also can be -NH2; and the invention discloses application of t
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Paragraph 0057; 0064
(2018/07/30)
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- COMPOUND FOR SPECIFICALLY BINDING TO AMYLOID ?-PROTEIN
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Provided is a compound for specifically binding to amyloid β-protein. The compound has thereon a nuclide with a large thermal neutron capture cross section and the compound is capable of specifically binding to the amyloid β-protein. The property of the compound allows it to be used in conjunction with a neutron capture therapy device to eliminate amyloid β-protein. Similarly, when the compound is labelled with radioactive element 11C, the compound can also be used in conjunction with PET/CT for determining the part of the brain where amyloid β-protein is deposited, for diagnosing Alzheimer's disease. Also disclosed is a preparation process for the compound. The beneficial effect of the present disclosure is to make the therapy and diagnosis of Alzheimer's disease more targeted by providing the compound for specifically binding to amyloid β-protein.
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Paragraph 0062-0065
(2018/11/21)
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- Synthesis of Indane-Based 1,5-Benzothiazepines Derived from 3-Phenyl-2,3-dihydro-1H-inden-1-one and Antimicrobial Studies Thereof
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In the present study, a series of 20 indane-based 1,5-benzothiazepines (5a–t) has been prepared derived from 3-phenyl-2,3-dihydro-1H-inden-1-one (1). All the synthesized 1,5-benzothiazepines (5a–t) were screened for their in vitro antimicrobial activities against four bacteria [Bacillus subtilis (MTCC 441), Staphylococcus epidermidis (MTCC 6880), Escherichia coli (MTCC 1652), and Pseudomonas aeruginosa (MTCC 424)] and two fungi [Candida albicans (MTCC 227) and Aspergillus niger (MTCC 8189)]. Among all the tested derivatives, 5n and 5o against E.?coli displayed more inhibitory activity than that of the reference drug, ciprofloxacin, while the derivatives 5c, 5m–o, 5s, and 5t against C.?albicans, and 5d, 5e, 5n, 5o, 5s, and 5t against A.?niger were found to be more potent than the standard drug, that is, fluconazole.
- Mor, Satbir,Nagoria, Savita,Sindhu, Suchita,Khatri, Mohini,Sidhu, Gurdeep,Singh, Virender
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p. 3282 - 3293
(2017/10/06)
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- Erratum: Genetically encoded multispectral labeling of proteins with polyfluorophores on a DNA backbone (Journal of the American Chemical Society (2013) 135 (6184-6191) DOI: 10.1021/ja4004393)
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A n internal review of our NMR data in the published Supporting Information (SI) file revealed that one of the authors (V.S.) had digitally removed peaks of impurities and solvents from some of the spectra. To correct this, we now provide a new version of the SI file with the unaltered spectra. Two new authors (K.M.C., S.A.C.) have recharacterized the original haloalkyl reagent B8 and have confirmed its identity by NMR and mass spectrometry. In addition, we have confirmed the identity of one of the original dyes by MALDI-TOF mass spectrometry, and used it successfully to label bacteria expressing a HaloTag fusion; these data are added to the corrected SI file. We stand by the conclusions of the article, and we regret the publication of the altered characterization data. We also correct the author list to include the scientists (K.M.C. and S.A.C.) who worked to independently check the data and conclusions. The new author list should read as follows: Vijay Singh, Shenliang Wang, Ke Min Chan, Spencer A. Clark, and Eric T. Kool.
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supporting information
p. 2118 - 2118
(2017/02/15)
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- Neutron capture therapy system for removing amyloid beta-protein employing neutron beam source to destroy structure of amyloid beta-protein for removal without damaging normal tissues
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The present invention provides a neutron capture therapy system for removing amyloid beta-protein, which comprises a neutron capture therapy device and a compound containing nuclides with large thermal neutron capture crossed section capable of heterogene
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Paragraph 0071; 0077; 0093
(2018/02/13)
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- ANTI-INFECTIVE HETEROCYCLIC COMPOUNDS AND USES THEREOF
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The present invention relates to heterocyclic compounds of Formula I useful as anti-infective agents. The present invention further relates to a method of treating an infection by administering such compounds, and to pharmaceutical compositions comprising such compounds.
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Page/Page column 8; 9; 66; 67; 80; 81
(2018/04/11)
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- COMPOUNDS FOR THE MODULATION OF MYC ACTIVITY
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The present invention provides novel compounds of Formula (I) and Formula (II) and pharmaceutically acceptable salts, solvates, hydrates, tautomers, stereoisomers, isotopically labeled derivatives, and compositions thereof. Also provided are methods and kits involving the compounds or compositions for treating or preventing proliferative diseases, e.g., cancers (e.g., breast cancer, prostate cancer, lymphoma, lung cancer, pancreatic cancer, ovarian cancer, neuroblastoma, or colorectal cancer), benign neoplasms, angio genesis, inflammatory diseases, fibrosis (e.g., polycystic kidney disease), autoinflammatory diseases, and autoimmune diseases in a subject.
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Paragraph 644
(2017/01/31)
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- Efficient and convenient synthesis, characterization, and antimicrobial evaluation of some new tetracyclic 1,4-benzothiazines
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In the present study, 20 new tetracyclic 1,4-benzothiazines (4a-4 t) were conveniently synthesized in good yields and characterized by different spectral and physical techniques. The in vitro antimicrobial evaluation of the synthesized benzothiazine derivatives was performed by serial dilution against two Gram-positive bacteria [Bacillus subtilis (MTCC 441) and Staphylococcus epidermidis (MTCC 6880)], two Gram-negative bacteria [Escherichia coli (MTCC 1652) and Pseudomonas aeruginosa (MTCC 424)], and two fungal strains [Candida albicans (MTCC 227) and Aspergillus Niger (MTCC 8189)]. The derivatives 4 l and 4 t were found to be more potent than standard drug, i.e., fluconazole, against A. Niger and C. albicans, respectively.
- Mor, Satbir,Nagoria, Savita
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p. 169 - 178
(2016/02/23)
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- Excited State Intramolecular Proton Transfer in Ethynyl-Extended Regioisomers of 2-(2′-Hydroxyphenyl)benzothiazole: Effects of the Position and Electronic Nature of Substituent Groups
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Although the organic dyes based on excited state intramolecular proton transfer (ESIPT) mechanism have attracted significant attention, the structure-property relationship of ESIPT dyes needs to be further exploited. In this paper, three series of ethynyl-extended regioisomers of 2-(2′-hydroxyphenyl)benzothiazole (HBT), at the 3′-, 4′- and 6-positions, respectively, have been synthesized. Changes in the absorption and emission spectra were correlated with the position and electronic nature of the substituent groups. Although 4′- and 6-substituted HBT derivatives exhibited absorption bands at longer wavelengths, the keto-emission of 3′-substituted HBT derivatives was found at a substantially longer wavelength. The gradual red-shifted fluorescence emission was found for 3′-substituted HBT derivatives where the electron-donating nature of substituent group increased, which was opposite to what was observed for 4′- and 6-substituted HBT derivatives. The results derived from the theoretical calculations were in conformity with the experimental observations. Our study could potentially provide experimental and theoretical basis for designing novel ESIPT dyes that possess unique fluorescent properties.
- Wang, Qin,Xu, Longfei,Niu, Yahui,Wang, Yuxiu,Yuan, Mao-Sen,Zhang, Yanrong
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p. 3454 - 3464
(2016/12/09)
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- Synthesis of bioactive substituted pyrazolylbenzothiazinones
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Abstract Pyrazolylbenzothiazinones have been synthesized in good yields by the reaction of 2-hydrazinocarbonymethyl-3,4-dihydro-2H-1,4-benzothiazin-3-ones with β-diketone in the presence of ethanol. The structures of synthesized pyrazolylbenzothiazinones were confirmed on the basis of their analytical and spectral data. The antimicrobial activities of the synthesized compounds have also been included.
- Sharma, Praveen Kumar,Kumar
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p. 6141 - 6148
(2015/08/18)
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- Scalable synthesis of a cis-substituted cyclobutyl-benzothiazole pyridazinone: Process development of an efficient copper catalyzed C-N cross-coupling reaction
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A scalable process for the preparation of 2-(2-(cis-3-(piperidin-1-yl) cyclobutyl)benzothiazol-6-yl)pyridazin- 3(2H)-one in multi-kilogram amounts and in high purity has been developed. The key features of this synthesis are the coppercatalyzed C-N cross-
- Kallemeyn, Jeffrey M.,Ku, Yi-Yin,Mulhern, Mathew M.,Bishop, Richard,Pal, Agnes,Jacob, Legi
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p. 191 - 197
(2014/05/20)
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- D-A-π-A organic sensitizers containing a benzothiazole moiety as an additional acceptor for use in solar cells
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Three novel triphenylamine-based D-A-π-A-featured dyes (Z1-Z3) have been designed, synthesized and characterized for use in dye-sensitized solar cells. Benzothiazole was incorporated as an additional acceptor, which greatly enhanced the molar extinction c
- Zeng, Juan,Zhang, Tenglong,Zang, Xufeng,Kuang, Daibin,Meier, Herbert,Cao, Derong
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p. 505 - 513
(2013/07/19)
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- Synthesis and antimicrobial activity of 2,4-diaryl-2,3-dihydrobenzo[b][1,4] thiazepines
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A new series of structurally diverse 2,3-dihydrobenzo[b][1,4]thiazepines (2,3-dihydro-1,5-benzothiazepines) with substituted phenyl groups at C(2) and C(4) have been synthesized by reaction of 3-(5-bromo-2-methoxyphenyl)-1- arylpropen-1-ones with 2-aminobenzenethiols. The structures of all the synthesized compounds were confirmed by their analytical and spectral data (IR, 1H NMR, 13C NMR). All the synthesized compounds were evaluated for antibacterial and antifungal activity against a variety of bacterial and fungal strains and interesting results were obtained. Some of the compounds had antibacterial and antifungal activity comparable to that of ciprofloxacin and fluconazole.
- Kumar, Mahendra,Sharma, Kailash,Fogla, Ankur Kumar,Sharma, Kanika,Rathore, Madhu
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p. 2555 - 2564
(2013/07/26)
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- Genetically encoded multispectral labeling of proteins with polyfluorophores on a DNA backbone
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Genetically encoded methods for protein conjugation are of high importance as biological tools. Here we describe the development of a new class of dyes for genetically encoded tagging that add new capabilities for protein reporting and detection via HaloTag methodology. Oligodeoxyfluorosides (ODFs) are short DNA-like oligomers in which the natural nucleic acid bases are replaced by interacting fluorescent chromophores, yielding a broad range of emission colors using a single excitation wavelength. We describe the development of an alkyl halide dehalogenase-compatible chloroalkane linker phosphoramidite derivative that enables the rapid automated synthesis of many possible dyes for protein conjugation. Experiments to test the enzymatic self-conjugation of nine different DNA-like dyes to proteins with HaloTag domains in vitro were performed, and the data confirmed the rapid and efficient covalent labeling of the proteins. Notably, a number of the ODF dyes were found to increase in brightness or change color upon protein conjugation. Tests in mammalian cellular settings revealed that the dyes are functional in multiple cellular contexts, both on the cell surface and within the cytoplasm, allowing protein localization to be imaged in live cells by epifluorescence and laser confocal microscopy.
- Singh, Vijay,Wang, Shenliang,Kool, Eric T.
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supporting information
p. 6184 - 6191
(2013/05/22)
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- Fluorescence properties of 5-(5,6-dimethoxybenzothiazol-2-yl)-2′- deoxyuridine (dbtU) and oligodeoxyribonucleotides containing d btU
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We describe the synthesis and photophysical properties of 11 substituted 5-(benzothiazol-2-yl)-2′-deoxyuridine derivatives and oligodeoxyribonucleotides (ODNs) containing 5-(5,6-dimethoxybenzothiazol-2-yl)- 2′-deoxyuridine (dbtU), which was the strongest fluorescent derivative among those prepared. The fluorescence properties of dbtU itself and ODNs containing dbtU show the same tendency of being weaker in both neutral and acidic solution and stronger in basic solution. The ODNs (15mer) containing 16 combinations of 5′-XbtU-3′ and 5′-btUY-3′, where X, Y = A, T, G, or C, were synthesized, and their fluorescence intensity and quantum yield in basic solution were compared. On average, only the ODN with the 5′-G btU-3′ sequence shows a 7.9-fold lower fluorescence intensity than the other sequences. Ab initio calculations of 5′-G btU-3′ and 5′-btUG-3′ as models under basic conditions suggest that the lower fluorescence of the ODN containing the 5′-GbtU-3′ sequence is caused by a wider overlap between stacked guanine (Gua) and btUra than that of the 5′- btUG-3′ sequence and that the HOMO is delocalized not only on btUra but also on Gua.
- Hirose, Wataru,Sato, Kousuke,Matsuda, Akira
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p. 6206 - 6217
(2011/12/02)
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- ORGANOMETALIC COMPOUNDS FOR ELECTROLUMINESCENCE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
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The present invention relates to organic electroluminescent compounds and electroluminescent devices comprising the same as host material. The electroluminescent compounds according to the invention are characterized by having three ligands, two bivalent metals and a monovalent anion derived from an inorganic or an organic acid.
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Page/Page column 13
(2010/06/22)
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- Synthesis and antioxidant activity of quinolinobenzothiazinones
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A new series of structurally diverse quinolinobenzothiazinones has been synthesized with the annulation of heterocyclic structural pharmacophores. The synthesized quinolinobenzothiazinones have been evaluated for their antioxidant (LPO & GSH) and radical scavenging activities (DPPH and ABTS assays).
- Kumar,Sharma, Kshitija,Samarth,Kumar
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scheme or table
p. 4467 - 4472
(2010/10/19)
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- THIAZOLE SYSTEM ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC LIGHT EMITTING DIODE USING THE SAME
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The present invention relates to novel thiazole system organic electroluminescent compounds and organic light emitting diodes comprising the same. Since the thiazole system organic electroluminescent compounds according to the invention have good luminous efficiency and life property, OLED's having very good operation lifetime can be produced.
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Page/Page column 26
(2010/08/07)
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- Charge carrier transport properties in liquid crystalline 2-phenylbenzothiazole derivatives
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We synthesized liquid crystalline 2-phenylbenzothiazole derivatives and investigated their charge carrier transport properties by time-of-flight experiments. These materials show less ordered phases such as smectic A, smectic C, and nematic phases at temperature range lower than 100°C, and their mobility was relatively small, from 10-5cm2/Vs to 10 -4cm2/Vs. In addition, the mobility depends on temperature, while it did not depend on electric fields. According to these results, we estimated the eneregy distribution of density of states responsible for condition, σ of Gaussian width, to be 78 ~ 118meV.
- Tokunaga, Keiji,Iino, Hiroaki,Hanna, Jun-Ichi
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scheme or table
p. 241 - 249
(2010/06/16)
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- DIAGNOSTIC AND REMEDY FOR DISEASE CAUSED BY AMYLOID AGGREGATION AND/OR DEPOSITION
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To provide a diagnostic drug which binds specifically to an amyloid aggregate and/or an amyloid deposit, to thereby realize imaging and quantification of a disease caused by amyloid aggregation and/or deposition. The invention provides a compound represented by formula (1) : (wherein X1 represents an optionally substituted bicyclic heterocyclic group; X2 represents a hydrogen atom, a halogen atom, or a chelate-forming group; ring A represents a benzene ring or a pyridine ring; and ring B represents an optionally substituted 5-membered aromatic heterocyclic group which is bonded to the benzene ring or the pyridine ring via a carbon atom of ring B), a salt thereof, a solvate of any of these, or a transition metal coordination compound of any of these, and a diagnostic, preventive, or therapeutic drug containing the same.
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Page/Page column 27;29
(2008/12/07)
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- ANTI-VIRAL COMPOUNDS
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Disclosed are compounds, stereoisomers, tautomers, pharmaceutically acceptable salts, or prodrugs thereof of having Formula (I), their preparation, use, and compositions thereof for treating an infection mediated at least in part by a virus in the Flavivi
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Page/Page column 47
(2008/12/06)
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- Benzothiazole cyclobutyl amine derivatives
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Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compounds and compositions, and a process for preparing compounds within the scope of formula (I).
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Page/Page column 28
(2008/06/13)
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- Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17β-hydroxysteroid dehydrogenase type 3
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A novel series of 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD3) inhibitors has been identified. These inhibitors, based on a dibenzazocine core, exhibited picomolar to low nanomolar inhibition of 17β-HSD3 in cell-free enzymatic as well as in cell-based transcriptional reporter assays.
- Fink, Brian E.,Gavai, Ashvinikumar V.,Tokarski, John S.,Goyal, Bindu,Misra, Raj,Xiao, Hai-Yun,Kimball, S. David,Han, Wen-Ching,Norris, Derek,Spires, Thomas E.,You, Dan,Gottardis, Marco M.,Lorenzi, Matthew V.,Vite, Gregory D.
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p. 1532 - 1536
(2007/10/03)
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- Fused bicyclic-substituted amines as histamine-3 receptor ligands
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Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands and methods for using such compounds and compositions.
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- Fused bicyclic-substituted amines as histamine-3 receptor ligands
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Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands and methods for using such compounds and compositions.
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- Fused bicyclic-substituted amines as histamine-3 receptor ligands
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Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands and methods for using such compounds and compositions.
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- 3-carboalkoxy-2, 3-dihydro-1H-phenothiazin-4[10H]-one derivatives
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Phenothiazines of the formula: STR1 where R1 is H or --COOR, where R is selected from the group consisting of branched or unbranched alkyl groups containing from 1 to 4 carbon atoms, and where X is selected from H, branched or unbranched alkyl groups containing from 1 to 4 carbons, and halogen, and pharmaceutically acceptable salts thereof. Particularly preferred phenothiazines are those wherein X is hydrogen, chloro, bromo or methyl, R1 is COOR, and R is methyl, ethyl or t-butyl.
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- Microwave-induced one pot synthesis and biological screening of 8-substituted-2,5-dihydro-1,5-benzothiazepin-2-spiro-3'-3'H-indol-2'-(1'H)-ones
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A convenient method for the synthesis of 8-substituted-2,5-dihydro-1,5-benzothiazepin-2-spiro-3'-3'H-indol-2'-(1'H)-ones, by one pot procedure under microwave irradiation, using ethylene glycol as energy transfer medium, is described. Results are compared
- Dandia, Anshu,Upreti, Mani,Rani, Babita,Pant, Umesh C.
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p. 3348 - 3355
(2007/10/03)
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- Synthesis of some new 1,4-benzothiazines and their anti psychotic activity
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1,4-Benzothiazines (1-28) have been synthesized by treating substituted aminothiophenols with various substituted β-diketones in the presence of piperidine in THF solution.
- Chaudhari,Shinde,Shingare
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p. 1250 - 1256
(2007/10/03)
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- Syntheses of 1,5-Benzothiazepines: Part III - Syntheses of 4-(p-Chlorophenyl)-2-(p-methoxyphenyl)-8-substituted-2,3-dihydro-1,5-benzothiazepines
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4-Methoxy-4'-chlorobenzalacetophenone (IV) on reaction with 5-substituted 2-aminothiophenols (IIIa-f) in toluene gives 4-(p-chlorophenyl)-2-(p-methoxyphenyl)-8-substituted-2,3-dihydro-1,5-benzothiazepines (Va-f).Their structures have been established by IR, PMR and mass spectral data.
- Pant, Umesh C.,Gaur, B. S.,Chugh, Manju
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p. 189 - 190
(2007/10/02)
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- A CONVENIENT AND SINGLE STEP SYNTHESIS OF SUBSTITUTED 4H-BENZOTHIAZINES.
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A simple one step synthesis is reported for substituted 4H-benzothiazines involving the condensation of 5-(chloro, bromo, methyl, methoxy, ethoxy)-, 4-methyl- and 3-(chloro and methoxy)-2-aminobenzenethiols with acetylacetone/ethyl acetoacetate/dibenzoylmethane in DMSO.
- Gupta, R. R.,Ojha, K. G.,Kalwania, G. S.,Kumar, M.
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p. 1145 - 1149
(2007/10/02)
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