102-92-1Relevant articles and documents
Synthesis, and biological evaluation of new 1,3,4-thiadiazolium-2-phenylamine derivatives against Leishmania amazonensis promastigotes and amastigotes
Da Silva, Edson F.,Canto-Cavalheiro, Marilene M.,Braz, Viviane R.,Cysne-Finkelstein, Lea,Leon, Leonor L.,Echevarria, Aurea
, p. 979 - 984 (2002)
1,3,4-Thiadiazolium-2-aminide, which is a class of mesoionic compounds, were tested against promastigote and amastigote forms of Leishmania amazonensis. Parasites were assayed with or without the drugs in axenic media, using pentamidine isethionate as a reference drug. The very promising results showed us the most active compounds were the 4′- and 3′-methoxy derivatives against promastigote forms, while the highest activity against the amastigote forms was obtained with the 4′-fluor and 3′-bromo derivatives.
A convenient, one-pot procedure for the preparation of acyl and sulfonyl fluorides using Cl3CCN, Ph3P, and TBAF(t -BuOH) 4
Kim, Joong-Gon,Jang, Doo Ok
, p. 3049 - 3052 (2010)
Various carboxylic acids were converted into acyl fluorides in excellent yields by treatment with trichloroacetonitrile, triphenylphosphine, and TBAF(t-BuOH)4 at room temperature. The reaction was applicable to the preparation of acid-sensitive amino acid fluorides without deprotection or rearrangement
Role of phenoxy radicals in PCDD/F formation
Sidhu, Sukh,Edwards, Phil
, p. 531 - 541 (2002)
In this work, the role of phenoxy radicals in polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans (PCDD/F) formation was investigated by studying the slow oxidation of 2-chlorophenol (2-CP) and 2-chloroanisole (2-CA) at a gas-phase concentration of 4 ppm (～2.1 × 104 μg/m3) over a temperature range of 400-800°C. Residence times were maintained at 2.0 ± 0.10 s. PCDD/F reaction products were dibenzofuran, dibenzo-p-dioxin, 4-chlorodibenzofuran, 1-chlorodibenzo-p-dioxin, 4,6-dichlorodibenzofuran, and 1,6-dichlorodibenzo-p-dioxin (1,6-DCDD). Major products observed in these experiments were 2,6-dichlorophenol, 3-phenyl-2-propenal, 1-indanone, 1,3-isobenzofurandione, and 3-phenyl-2-propenoyl chloride. The 2-CP and 2-CA experiments, along with the variable concentration 2-CA experiments, showed that the concentration of radicals present in the oxidation system has a significant effect on the PCDD/F product distribution and ultimately the PCDD/PCDF ratio. Also, the observation of dichlorinated phenoxy phenol and dichlorinated dihydroxybiphenyl, the proposed intermediate species in the radical-radical mechanism, suggests that radical-radical mechanism dominates gas-phase PCDD/F formation. This information will be helpful in constructing a detailed kinetic mechanism of PCDD/F formation/destruction in combustor postcombustion zone.
Hypopigmentary action of dihydropyranocoumarin D2, a decursin derivative, as a MITF-degrading agent
Kim, Dong-Seok,Park, So-Hee,Lee, Hyun-Kyung,Choo, Soo-Jin,Lee, Jee Hyun,Song, Gyu Yong,Yoo, Ick-Dong,Kwon, Sun-Bang,Na, Jung-Im,Park, Kyoung-Chan
, p. 797 - 800 (2010)
In this study, the decursin derivative dihydropyranocoumarin D2 (1) was selected for its effects on melanogenesis using a spontaneously immortalized mouse melanocyte cell line (Mel-Ab). The results showed that 1 effectively inhibited melanin synthesis in
A synthesis of cinnamoyloxyisoflavones
Aitmambetov,Tokhtybaeva,Tlegenov,Tsao
, p. 402 - 403 (2006)
Interaction of 7-hydroxyisoflavonones with cinnamoyl chloride results in cinnamoyloxyisoflavonones. Pleiades Publishing, Inc., 2006.
Tandem superelectrophilic hydroarylation of CC bond and carbonyl reduction in cinnamides: Synthetic rout to 3,3-diarylpropylamines, valuable pharmaceuticals
Zakusilo, Dmitry N.,Ryabukhin, Dmitry S.,Boyarskaya, Irina A.,Yuzikhin, Oleg S.,Vasilyev, Aleksander V.
, p. 102 - 108 (2015)
Cinnamides ArCHCHCONRR′ in reactions with arenes Ar′H under the action of Bronsted (TfOH, FSO3H) or Lewis (AlBr3) superacids at rt for 1-2 h give CC bond hydroarylation products ArAr′CHCH2CONRR′ in yields of 63-98%. Reduction (LiAlH4/Et2O) of carbonyl group in the latter results in the formation of 3,3-diarylpropylamines ArAr′CHCH2CH2NRR′, valuable drugs. The reaction intermediates, superelectrophilic dications ArC+H-CH2C(OH+)NRR′, have been characterized by DFT calculations in terms of global electrophilicity index, natural charges, and atomic orbitals contributions.
Design and synthesis of α,β-unsaturated carbonyl compounds as potential ACE inhibitors
Choo, Hea-Young Park,Peak, Kyung-Hee,Park, Jongsei,Kim, Dong Hyun,Chung, Hak Soon
, p. 643 - 648 (2000)
The α,β-unsaturated amide that is incorporated into the basic structural frame of a simple substrate molecule of angiotensin converting enzyme was found to serve as a Michael acceptor for the catalytic carboxylate of Glu-127, inhibiting the enzyme irreversibly. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
New synthesis method for sultone derivatives: Synthesis, crystal structure and biological evaluation of S-CA
Li, Bi,Yan, Wenqiang,Zhang, Chenze,Zhang, Yuzhong,Liang, Miao,Chu, Fuhao,Gong, Yan,Xu, Bing,Wang, Penglong,Lei, Haimin
, p. 4307 - 4318 (2015)
There has been no remarkable progress in the synthesis of sultones in recent years. To facilitate more detailed studies of this functional group, we found a new method to synthesize the sulfonic acid lactone derivatives and finish its ring-closing reactio
Novel 4-(4-substituted amidobenzyl)furan-2(5H)-one derivatives as topoisomerase I inhibitors
Peng, Cheng-Kang,Zeng, Ting,Xu, Xing-Jun,Chang, Yi-Qun,Hou, Wen,Lu, Kuo,Lin, Hui,Sun, Ping-Hua,Lin, Jing,Chen, Wei-Min
, p. 187 - 199 (2017)
In this study, two series of novel 4-(4-substituted amidobenzyl)furan-2(5H)-one derivatives containing an α,β-unsaturated lactone fragment were synthesized and screened for Topo I inhibition and antitumor activity. The topoisomerase I inhibitory activities and cytotoxicities against three human cancer cell lines (MCF-7,Hela,A549) were evaluated. The results revealed that series 2, compounds bearing an exocyclic double bond on the furanone ring, generally showed more potent activity than series 1, compounds lacking an exocyclic double bond. Several compounds of series 2 possess significant Topo I inhibitory activity and potent antiproliferative activity against cancer cell lines. Further mechanism studies of the most active compound of series 2 (B-15) indicated that synthetic compounds can not only stabilize the drug-enzyme-DNA covalent ternary complex as well as camptothecin, but also interfere with the binding between Topo I and DNA. The binding patterns of these compounds with Topo I and structure-activity relationships are discussed.
Electronic effects on13C NMR chemical shifts of substituted 1,3,4-thiadiazolium salts
Santos, Ana Cristina Souza Dos,Echevarria, Aurea
, p. 182 - 186 (2001)
A series of 3- and 4-X-cinnamoyl-1,3,4-thiadiazolium-2-phenylamine chlorides were prepared and fully characterized by spectroscopic techniques. The 13C NMR chemical shifts of the α and β side-chain carbons were compared with those of the corres
