210490-49-6

Upstream product

• 5221-69-2 5-methyl-2-phenylthiazole 
• 1826-11-5 2-phenylthiazole 
• 2227-79-4 benzenecarbothioamide 
• 141305-40-0 4-bromo-2-phenylthiazole 
• 74-88-4 methyl iodide 
• 98-80-6 phenylboronic acid 
• 53715-67-6 5-bromo-2-phenyl-1,3-thiazole 

Downstream Products

• 500004-36-4 4-(2,3,3,4,4,5,5-heptafluorocyclopentenyl)-5-methyl-2-phenylthiazole 
• 743457-61-6 1-(5-methyl-2-phenyl-4-thiazolyl)-2-(3-methyl-2-thienyl)perfluorocyclopentene 
• 943543-04-2 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee 
• 210490-50-9 1,2-bis(5-methyl-2-phenyl-3-thiazolyl)-3,3,4,4,5,5-hexafluorocyclopentene 
• 1185746-31-9 4-iodo-5-methyl-2-phenylthiazole 
• 1313913-16-4 (5-methyl-2-phenylthiazol-4-yl)boronic acid 
• 1313913-10-8 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 
• 1313913-12-0 C₃₁H₂₄N₂O₂S₂ 
• 1313913-14-2 C₃₀H₂₂N₂O₂S₂ 
• 1353554-03-6 C₂₈H₂₀N₂O₂S₃ 
• 1353654-41-7 3,4-bis(5-methyl-2-phenyl-4-thiazolyl)-7-methoxycoumarin 
• 1353654-42-8 7-hydroxy-3,4-bis(5-methyl-2-phenyl-4-thiazolyl)coumarin 
• 1364788-18-0 5,6-bis(5-methyl-2-phenylthiazol-4-yl)azulene 
• 1364381-27-0 C₂₇H₁₉F₆NS₂ 

Relevant academic research and scientific papers

Development of Red-Shifted and Fluorogenic Nucleoside and Oligonucleotide Diarylethene Photoswitches

The reversible modulation of fluorescence signals by light is of high interest for applications in super-resolution microscopy, especially on the DNA level. In this article we describe the systematic variation of the core structure in nucleoside-based diarylethenes (DAEs), in order to generate intrinsically fluorescent photochromes. The introduction of aromatic bridging units resulted in a bathochromic shift of the visible absorption maximum of the closed-ring form, but caused reduced thermal stability and switching efficiency. The replacement of the thiophene aryl unit by thiazol improved the thermal stability, whereas the introduction of a benzothiophene unit led to inherent and modulatable turn-off fluorescence. This feature was further optimized by introducing a fluorescent indole nucleobase into the DAE core, resulting in an effective photoswitch with a fluorescence quantum yield of 0.0166 and a fluorescence turn-off factor of 3.2. The site-specific incorporation into an oligonucleotide resulted in fluorescence-switchable DNA with high cyclization quantum yields and switching efficiency, which may facilitate future applications.

Photoswitching of an intramolecular chiral stack in a helical tetrathiazole

On-off photoswitching of circularly polarized luminescence was achieved using a pyrene-bearing helical tetrathiazole, in which two pyrene fluorophores stack in a chiral fashion (folded state). The pyrene-excimer based CPL was reversibly controlled by a ge

Substituent effects on the photochromic properties of benzothiophene-based derivatives

Five diarylethene photochromic derivatives, the structures of which incorporate a central benzothiophene unit, a left-hand thiazole group, and a right-hand benzothiophene group, have been prepared. The compound with a thiazole unit with no substituent on the reaction-center carbon atom reveals an unprecedented transformation upon light irradiation. When the 4-position of thiazole is protected by a methyl group, the compounds show high photosensitivity and photochromic properties. In this case, light irradiation affords new compounds with [5]helicene structures featuring the highest redshifted absorption maxima reported to date.

Photon-Quantitative 6π-Electrocyclization of a Diarylbenzo[b]thiophene in Polar Medium

The high reactivity of 6π-electrocyclization in polar solvents has remained one of the important challenges for diarylethenes because of the emergence of a twisted intramolecular charge transfer (TICT) state at the excited state in such polar media, which usually quenches the photocyclization reaction. Herein we report on the preparation and highly efficient photocyclization of 2,3-diarylbenzo[b]thiophenes with nonsymmetric side-aryl units in a polar solvent. While the dithiazolylbenzo[b]thiophene showed a suppressed quantum yield of 6π-electrocyclization of 54% in methanol, the replacement of a thiazole unit with a thiophene ring led to a photon-quantitative 6π-cyclization reaction. The nonsymmetrical modification into the side-aryl units was considered to enhance the CH/π interactions between side-aryl units to support a photoreactive conformation in methanol. The stabilization of the photochromic reactive conformation is expected to suppress the formation of the TICT state at the excited state, leading to highly efficient photoreactivity.

ANNELATED PYRROLES AND THEIR USE AS CRAC INHIBITORS

The invention relates to substituted bicyclic pyrroloheterocyclyl compounds of general formula (I), wherein A1 and A2 represent direct bond or C(=O), with the proviso that 0 or 1 of A1 and A2 represents C(=O); m and n independently denote 0, 1, 2 or 3, with the proviso that the sum [n + m] is 1, 2, 3 or 4; R1 denotes H, F, CI, Br, I, CN, CF3, CF2H, CFH2, CO2H, CO2R13, R13, OH. O-R13, NH2, N(H)R13, N(R13)2, R2 represents 0 to 4 substituents, each independently selected from F, CI, Br, CN. CF3, CF2H, CFH2, R13, OH, O-R13, NH2, N(H)R13 and N(R13)2; Ar1 represents phenyl or 5- or 6-membered heteroaryl, in each case unsubstituted or substituted with one, two, three or four substituents, independently selected from F, CI, Br, CN, CF3. CF2H, CFH2, R13 and O- R13; or C3-6-cycloalkyl or 3 to 7 membered heterocycloalkyl, in each case unsubstituted or mono- or polysubstituted; Ar2 represents phenyl or 5- or 6-membered heteroaryl, wherein said phenyl or said heteroaryl may be unsubstituted or mono- or polysubstituted and may be condensed with a 4-, 5-, 6-or 7- membered ring, being carbocyclic or heterocyclic, wherein said condensed ring may be saturated, partially unsaturated or aromatic and may be unsubstituted or mono- or polysubstituted; useful as ICRAC inhibitors, to pharmaceutical compositions containing these compounds and to these compounds for the use in the treatment and/or prophylaxis of diseases and/or disorders, in particular inflammatory diseases and/or inflammatory disorders.

4,4′-Bithiazole-based tetraarylenes: New photochromes with unique photoreactive patterns

Five 4,4′-bithiazole-based tetraarylenes were prepared and their photochromic behavior investigated. With their 1,3,5,7-octatetraene photoreactive backbone, they offer not only more available sites for further functionalizations, but also a novel design principle for the development of a new class of biphotochromes. The Royal Society of Chemistry 2012.

Synthesis of photochromic 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4- naphthoquinone derivatives

2,3-Bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 1-O, its monoethylene acetal 2-O and methylated derivatives 3-O and 4-O were synthesized and their photochromic properties were investigated. While bisarylnaphthoquinone 1-O was nonphotochromic, it

LIGHT-ACTIVATED ACTUATOR ELEMENT

Disclosed is light-driven actuator element characterized in that, inter alia, it can be reduced to micrometer size, is rapidly responsive, and reversibly changes to enable repeated use. The light-driven actuator element includes a crystal of diarylethene

Thermally irreversible photochromic systems. Reversible photocyclization of 1,2-bis(thiazolyl)perfluorocyclopentenes

Diarylethenes having thiazole rings, 1,2-bis(thiazol-4'- yl)perfluorocyclopentenes and 1,2-bis(thiazol-5'-yl)perfluorocyclopentences, were synthesized. The binding positions of the thiazole rings to the perfluorocyclopentene moiety strongly affected the a