- No Electron-Donating Substituent Effect on the Singlet Excited State Formation from the 5-(5-Aryl-2-pyrazinylamino)-1,2,4-trioxanes in Dimethyl Sulfoxide Triggered by Potassium t-Butoxide
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5-(5-Phenyl-2-pyrazinylamino)-1,2,4-trioxane derivatives having a substituent on the 4 position of the phenyl group gave chemiluminescence in dimethyl sulfoxide by addition of potassium t-butoxide.No electron-donating substituent effect was observed on th
- Teranishi, Katsunori,Goto, Toshio
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- NOVEL COELENTERAZINE DERIVATIVE
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PROBLEM TO BE SOLVED: To provide a novel coelenterazine derivative that can emit a light of longer wavelength than natural type coelenterazine and is usable as a luminescent substrate in a luminescence system derived from marine animal. SOLUTION: Provided is a coelenterazine derivative represented by the following general formula (I) [in the formula, R1 is a group containing nitrogen and containing an aromatic ring, R2 is a group containing a benzene ring, a furan ring, a pyrrole ring or a thiophene ring; n is an integer of 0 to 3.]. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0038
(2018/11/24)
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- Novel synthetic route of coelenterazines -2-:Synthesis of various dehydrocoelenterazine analogs
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The novel synthetic route to introduce varioussubstituents into 5-position of coelenteramine is described. Difficulties, however, are observed in the attempted synthesis of some analogs having labile functional groups. This is due to the strong acid conc. H2SO4 after Suzuki-Miyaura coupling, so that the route was limited only to the synthesis for aminopyrazines having acid-stable functional groups. In this report, we describe alternative success in the deprotection of N-tosyl-animopyrazine triflate before the cross coupling; thus, we obtained the aminopyrazine triflate in high yield. This compound enables us to synthesize various coelenterazine analogs. This triflate was proven to be so important intermediate that the versatile synthesis for coelenterazine and dehydrocoelenterazine analogs was established through Suzuki-Miyaura or Sonogashira coupling.
- Kondo, Nobuhiro,Kuse, Masaki,Mutarapat, Thumnoon,Thasana, Nopporn,Isobe, Minoru
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p. 843 - 856
(2007/10/03)
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