7305-71-7Relevant academic research and scientific papers
An innovative and efficient method to synthesize meloxicam in one-step procedure with respect to the green chemistry
Dufrénoy, Pierrick,Ghinet, Alina,Hechelski, Marie,Da?ch, Adam,Waterlot, Christophe
, p. 501 - 509 (2019)
An improved procedure for the synthesis of meloxicam drug (methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazol-2-amine-3-carboxylate 1,1-dioxide) was described in one-step using mainly impregnated montmorillonite K10 (MK10) with ZnCl2 as a heterogeneous catalyst. This innovative method was compared to the last described procedure employed in the manufacture of this anti-inflammatory drug by means of some metrics used in a first step of the evaluation process of the environmental impact of a chemical transformation. Apart from the yield, which was 90%, atom economy, waste, environmental factor, reaction mass efficiency and stoichiometric factor were calculated as 91.6%, 8.4%, 0, 8.1% and 1%, respectively. Interpretation of these metrics was given and highlighted the fact that the strategy used in the current study may be considered as an environmental-friendly and sustainable method that fits well in the green chemistry concepts.
Detection of Al3 + and Zn2 + ions by 2-(5-methylthiazol-2-yliminomethyl)phenol
Phukan, Nithi,Baruah, Jubaraj B.
, p. 89 - 92 (2013)
Aluminium chloride catalyses hydrolysis of 2-(5-methylthiazol-2- yliminomethyl)phenol (1). This reaction can be specifically used for detection of Al3 + ions in the presence of various other ions from the characteristic emission at 446 nm (λsu
Identification of KPNB1 as a Cellular Target of Aminothiazole Derivatives with Anticancer Activity
Kim, Yong-Hak,Ha, Siyoung,Kim, Jungwon,Ham, Seung Wook
supporting information, p. 1406 - 1409 (2016/07/16)
We found that aminothiazole derivative (E)-N-(5-benzylthiazol-2-yl)-3-(furan-2-yl)acrylamide (1) has strong anticancer activity, and undertook proteomics approaches to identify the target protein of compound 1, importin β1 (KPNB1). A competitive binding assay using fluorescein-labeled 1 showed that 1 has strong binding affinity for KPNB1 (Kd: ～20 nm). Furthermore, through western blotting assays for KPNB1, KPNA2, EGFR, ErbB2, and STAT3, we confirmed that 1 has inhibitory effects on the importin pathway. KPBN1 appears to be overexpressed in several cancer cells, and siRNA-induced inhibition of KPNB1 shows significant inhibition of cancer cell proliferation, while leaving non-cancerous cells unaffected. Therefore, compound 1 is a promising new lead for the development of KPNB1-targeted anticancer agents. Fluorescein-labeled 1 could be a useful quantitative probe for the development of novel KPNB1 inhibitors.
Synthesis of functionalized thiazoles via attack of heterocyclic nucleophiles on allenyl isothiocyanates
Jawabrah Al-Hourani, Baker,Banert, Klaus,Gomaa, Nermeen,Vrobel, Kai
, p. 5590 - 5597 (2008/09/21)
New examples of substituted thiazole derivatives carrying different heterocyclic ring systems at C-2 position were prepared via the reaction of several allenyl isothiocyanates with nucleophiles such as imidazoles, pyrazoles, benzimidazoles, indazole, 1,2,
One pot synthesis using supported reagents system KSCN/SiO 2-RNH3OAc/Al2O3: Synthesis of 2-aminothiazoles and N-allylthioureas
Aoyama, Tadashi,Murata, Sumiko,Arai, Izumi,Araki, Natsumi,Takido, Toshio,Suzuki, Yoshitada,Kodomari, Mitsuo
, p. 3201 - 3213 (2007/10/03)
A simple and efficient method has been developed for the synthesis of 2-aminothiazoles and N-allylthioureas from commercially available materials in one pot by using a supported reagents system, KSCN/SiO2-RNH 3OAc/Al2O3, in which α-halo ketone reacts first KSCN/SiO2 and the product, α-thiocyanatoketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazoles, in good yield and allyl bromide reacts with KSCN/SiO 2 and the product, allyl isothiocyanate, reacts with RNH 3OAc/Al2O3 to give N-allylthiourea.
Mechanism of hydrolysis of substituted N-thiazolylcarbamate esters in OH- solutions
Araujo, M. Eduarda M.,Norberto, Fatima,Pamplona, Teresa,Iley, Jim
, p. 664 - 667 (2007/10/03)
Substituted secondary N-thiazolylcarbamate esters and some tertiary N-methyl, N-thiazolyl carbamate esters have been synthesised and the mechanism of the OH- catalysed hydrolyses investigated. These proved to be E1cB and BAc2 respectively, and this behaviour was compared with that of other carbamates.
Rearrangement reactions; 14: Synthesis of functionalized thiazoles via attack of heteroatom nucleophiles on allenyl isothiocyanates
Banert, Klaus,Al-Hourani, Baker Jawabrah,Groth, Stefan,Vrobel, Kai
, p. 2920 - 2926 (2007/10/03)
Treatment of allenyl isothiocyanates with sulfur-, oxygen-, nitrogen- or hydride-containing nucleophiles such as propane-2-thiol, thiophenol, hydrogen sulfide, alcohols, phenol or aqueous NaOH, NH3, primary or secondary aliphatic or aromatic amines, N,N,N′,N′-tetramethylguanidine or sodium cyanoborohydride resulted in ring closure to generate thiazoles bearing a functionality at position C-2 in most cases. Moreover, we report the first examples of aromatic miazole-2-phosphonates prepared by the same strategy using dialkyl or diphenyl phosphites as nucleophiles. Georg Thieme Verlag Stuttgart.
Thiazole, imidazole and oxazole compounds and treatments of disorders associated with protein aging
-
, (2008/06/13)
Provided are, among other things, compounds of formula I or IA, . Also provided are methods of treatment with such compounds.
Method for treating glaucoma IIB
-
, (2008/06/13)
Provided is a method of decreasing intraocular pressure or improving ocular accommodation in an animal, including a human, comprising administering an intraocular pressure decreasing amount or ocular accommodation improving amount of a compound of the formula I or IA, wherein J is oxygen, sulfur, or N—Rd.
