174813-24-2Relevant articles and documents
Supramolecular structures of four (Z)-5-arylmethylene-2-thioxothia-zolidin- 4-ones: Hydrogen-bonded dimers, chains of rings and sheets
Delgado, Paula,Quiroga, Jairo,Cobo, Justo,Low, John N.,Glidewell, Christopher
, p. o477-o482 (2005)
In each of the four title compounds, namely (Z)-S-benzyl-idene-2- thioxothiazolidin-4-one, C10H7NOS2, (I), which crystallizes with Z′ = 2 in space group P21/n, (Z)-5-(4-methylbenzylidene)-2-thioxothiazolidin-4-o
New spiro-oxindole constructed with pyrrolidine/thioxothiazolidin-4-one derivatives: Regioselective synthesis, X-ray crystal structures, Hirshfeld surface analysis, DFT, docking and antimicrobial studies
Barakat, Assem,Soliman, Saied M.,Al-Majid, Abdullah Mohammed,Ali,Islam, Mohammad Shahidul,Elshaier, Yaseen A.M.M.,Ghabbour, Hazem A.
, p. 101 - 114 (2018)
In this work, polycyclic heterocycles containing spirooxindole, pyrrolidine, and thioxothiazolidin-4-one rings have been synthesized via the regioselective 1,3-dipolar cycloaddition of azomethine ylide, which is generated in situ by the condensation of th
Synthesis, molecular modeling, selective aldose reductase inhibition and hypoglycemic activity of novel meglitinides
Salem, Manar G.,Abdel Aziz, Yasmine M.,Elewa, Marwa,Nafie, Mohamed S.,Elshihawy, Hosam A.,Said, Mohamed M.
, (2021)
In the present study, a novel generation of selective aldose reductase ALR2 inhibitors with significant hypoglycemic activities was designed and modulated based on rhodanine scaffold joined to an acetamide linker in between two lipophilic moieties. The synthesis of the novel compounds was accomplished throughout simple chemical pathways. Molecular docking was performed on B-cell membrane protein SUR1, aldehyde reductase ALR1 and aldose reductase ALR2 active sites. Compounds 10B, 11B, 12B, 15C, 16C, 26F and 27F displayed the highest hypoglycemic activities with 80.7, 85.2, 87, 82.3, 83.5, 81.4 and 85.3% reduction in blood glucose levels, respectively. They were more potent than the standard hypoglycemic agent repaglinide with 65.4% reduction in blood glucose level. Compounds 12B and 15C with IC50 0.29 and 0.35 μM were more potent than the standard ALR2 inhibitor epalrestat with IC50 0.40 μM. They were selective towards ALR2 over ALR1 134 and 116 folds, respectively. Molecular docking studies matched with the in-vitro and in-vivo results to elucidate the dual activities of both compounds 12B and 15C as potent antagonists for ALR2 over ALR1 and good agonists for the SUR1 protein.
Green synthesis of 5-benzylidene rhodanine derivatives catalyzed by 1-butyl-3-methyl imidazolium hydroxide in water
Gong, Kai,He, Zhi-Wei,Xu, Ying,Fang, Dong,Liu, Zu-Liang
, p. 913 - 915 (2008)
A basic functionalized ionic liquid, 1-butyl-3-methyl imidazolium hydroxide ([bmim][OH]), catalyzed the Knoevenagel condensation of rhodanine with aromatic aldehydes. It proceeded smoothly in water to afford the 5-benzylidene rhodamine derivatives in high yields at room temperature. This new method offers several advantages, such as excellent yields, short reaction times, and simple procedure. The catalyst can be reused at least 5 times without significant loss of activity.
Facile and convenient synthesis of 5-arylalkylidenerhodanines by electrocatalytic crossed aldol condensation
Veisi, Hojat,Vafajoo, Zahra,Maleki, Behrooz,Maghsoodlou, Malek Taher
, p. 672 - 677 (2013)
An electrochemically induced catalytic crossed Aldol condensation of one equivalent of rhodanine with various aromatic aldehydes and ketones in ethanol in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of th
Discovery and development of novel rhodanine derivatives targeting enoyl-acyl carrier protein reductase
Xu, Jian-Fei,Wang, Tian-Tian,Yuan, Qing,Duan, Yong-Tao,Xu, Yun-Jie,Lv, Peng-Cheng,Wang, Xiao-Ming,Yang, Yu-Shun,Zhu, Hai-Liang
, p. 1509 - 1516 (2019)
A series of rhodanine derivatives RB1–RB23 were synthesized through a two-round screening. Their Mycobacterial tuberculosis (Mtb) InhA inhibitory activity and Mtb growth blocking capability were evaluated. The most potent hit compound RB23 indicated compa
Synthesis, molecular structure investigations and antimicrobial activity of 2-thioxothiazolidin-4-one derivatives
Barakat, Assem,Al-Najjar, Hany J.,Al-Majid, Abdullah Mohammed,Soliman, Saied M.,Mabkhot, Yahia Nasser,Al-Agamy, Mohamed H.M.,Ghabbour, Hazem A.,Fun, Hoong-Kun
, p. 519 - 529 (2015)
A variety of 2-thioxothiazolidin-4-one derivatives were prepared and their in vitro antimicrobial activities were studied. Most of these compounds showed significant antibacterial activity specifically against Gram-positive bacteria, among which compounds
Uses of 2-(thiophene-2-carbonylcarbamothioylthio)acetic acid as a good synthon for construction of some new thiazole and annulated thiazole derivatives
El-Mawgoud, Heba Kamal Abd,Atta-Allah, Saad Ramadan,Hemdan, Magdy Mohamed
, p. 992 - 998 (2018)
The reaction of thiophene-2-carbonyl isothiocyanate 2 with thioglycolic acid gave 2-(thiophene-2-carbonylcarbamothioylthio) acetic acid 3. Compound 3 was subjected to some selected reactions with sulphuric acid as well as benzaldehyde, piperonal and isati
The synthesis and SAR of rhodanines as novel class C β-lactamase inhibitors
Grant, Eugene B.,Guiadeen, Deodialsingh,Baum, Ellen Z.,Foleno, Barbara D.,Jin, Haiyong,Montenegro, Deborah A.,Nelson, Erin A.,Bush, Karen,Hlasta, Dennis J.
, p. 2179 - 2182 (2000)
β-Lactam antibiotics such as the cephalosporins and penicillins have diminished clinical effectiveness due to the hydrolytic activity of diverse β-lactamases, especially those in molecular classes A and C. A structure-activity relationship (SAR) study of
Reaction of crystals of 5-benzylidenerhodanine and its diethylammonium salt with diazomethane
Aronova,Ginak
, p. 1605 - 1607 (2001)
The reaction of crystalline desmotropic forms of 5-benzylidenerhodanine and its diethylammoium salt and crystal solvates with gaseous diazomethane was studied. Hydrogen bonds do not shield the reaction centers of the ambident triad and exert no effect on
