• EDISON SW 활용 경진대회 논문집
• /
• 제6회(2017년)
• /
• pp.128-131
• /
• 2017

We explore the inverse electron demand Diels-Alder reactions of tetrazines with various functional groups employing quantum calculations. In general, the rate of inverse electron demand Diels-Alder reaction depends on molecular orbital levels of electron donor and electron acceptor. Likewise, ${\pi}$ orbital of the dienophile and ${\pi}^*$ orbital of the diene is a key factor. In this work, we discuss the case where the energy of diene's ${\pi}^*$ molecular orbital is not the sole governing factor to determine the reaction rate, rather the rate shows strong correlation with the charge density of dienes.

• Archives of Pharmacal Research
• /
• 제15권4호
• /
• pp.292-297
• /
• 1992

Coupling of naphthacylpyridinium bromide 2 [1-(2-naphthyl) ethanone-2-pyridinium bromide] with N-nitrosoacetarylamides afforded C-(2-naphthoyl)-N-arylmethanohydrazonoylpyridinium bromides 3A-C. Treatment of 3A-C with base afforded the corresponding tetrazines 6A-C. Cycloaddition of nitrilimines 5A-C to N-arylmaleimides, acrylonitrile, ethyl acrylate, acrylamide, fumaronitrile, $\alpha$-cyanocinnamonitriles, ethyl $\alpha$-cyano-p-nitrocinnamates and $\alpha$-cyano-p-nitrocinnamamide afforded the corresponding cycloadducts 7-14, respectively. The cycloadducts 11-14 undergo a facile thermal elimination of hydrogen cyanide to give the corresponding pyrazoles 18-21 respectively.

• Bulletin of the Korean Chemical Society
• /
• 제16권4호
• /
• pp.374-377
• /
• 1995

• 대한방사성의약품학회지
• /
• 제6권1호
• /
• pp.53-58
• /
• 2020

Pretargeting is a two-component strategy often used for tumor targeting to enhance the tumor-to-background ratio in cancer diagnosis as well as therapy. In the multistep strategy, the highly specific unlabeled monoclonal antibodies (mAbs) with the reactive site is allowed to get localized at tumor site first, and then small and fastclearing radiolabeled chelator with counter reactive site is administered which covalently attaches to mAbs via inverse electron demand Diels-Alder reaction (IEDDA). The catalyst-free IEDDA cycloaddition reaction between 1,2,4,5-tetrazines and strained alkene dienophiles aid with properties like selective bioconjugation, swift and high yielding bioorthogonal reactions are emergent in the development of radiopharmaceutical. Due to its fast pharmacokinetics, the in vivo formed radioimmunoconjugates can be imaged at earlier time points by short-lived radionuclides like ¹⁸F and ⁶⁸Ga; it can also reduce radiation damage to the normal cells. Ultimately, this review elucidates the updated status of pretargeting based on antibodies and IEDDA for tumor diagnosis (PET and SPECT) and therapy.

• 대한화학회지
• /
• 제51권6호
• /
• pp.520-525
• /
• 2007

Thiourea/urea, 다양한 aromatic aldehydes, ammonium acetate의 세가지 요소를 가지고 마이크로파의 조 사하에서 무수조건의 활성화된 비산화재를 촉매로 사용하여 높은 수율의 6-aryl-1,2,4,5-tetrazinan-3-thiones/ones를 얻었 다. 6-aryl-1,2,4,5-tetrazinan-3-thiones/ones의 구조는 녹는점, MS, IR, 1H NMR, D2O 교환, 13C NMR, 이차원의 NMR 스펙트럼(HOMOCOR, HSQC)을 바탕으로 증명되었다.

• 한국추진공학회지
• /
• 제17권6호
• /
• pp.38-47
• /
• 2013

기존에 사용되어 온 추진제들은 연소 시 많은 양의 유해가스 발생으로 환경적인 문제점이 있다. 본 논문에서는 이러한 문제점을 개선하기 위하여 고체 연료로 적용 가능한 tetrazine 계열의 저탄소 고질소 화합물인 TATTz와 BTATz에 대한 합성공정을 확립하였다. 또한, 문헌에 빠져있는 구체적인 공정법 및 특성 분석 결과를 서술하였다. 합성된 모든 물질들은 분광분석 (NMR, IR)을 이용한 구조분석, DSC를 이용한 열분석, 측정된 밀도와 계산된 생성열을 근거로 폭발속도, 폭발압력 등을 계산하였다(EXPLO5).