One-pot Ugi-azide and Heck reactions for the synthesis of heterocyclic systems containing tetrazole and 1,2,3,4-tetrahydroisoquinoline

• Jiawei Niu,
• Yuhui Wang,
• Shenghu Yan,
• Yue Zhang,
• Xiaoming Ma,
• Qiang Zhang and
• Wei Zhang

Beilstein J. Org. Chem. 2024, 20, 912–920, doi:10.3762/bjoc.20.81

• can be found in natural products and synthetic compounds with antitumor, anti-HIV, antibiotic, antifungal, antivirus, and anti-inflammatory activities [18][19][20][21]. The antischistosomal drug praziquantel (PZQ), a tetrahydroisoquinoline derivative, is a commercialized drug for the treatment of

Synthesis of imidazo[1,2-a]pyridine-containing peptidomimetics by tandem of Groebke–Blackburn–Bienaymé and Ugi reactions

• Oleksandr V. Kolomiiets,
• Alexander V. Tsygankov,
• Maryna N. Kornet,
• Aleksander A. Brazhko,
• Vladimir I. Musatov and
• Valentyn A. Chebanov

Beilstein J. Org. Chem. 2023, 19, 727–735, doi:10.3762/bjoc.19.53

• advantages in this context, e.g., lidocaine [22], praziquantel [23][24], telaprevir [25], lacosamide [26], carfentanil [27], ivosidenib [28], and levetiracetam [29] (Figure 2). Epelsiban [30] and almorexant [31] are examples of agents currently or recently in clinical trials that have been synthesized using

Anthelmintic drug discovery: target identification, screening methods and the role of open science

• Frederick A. Partridge,
• Ruth Forman,
• Carole J. R. Bataille,
• Graham M. Wynne,
• Marina Nick,
• Angela J. Russell,
• Kathryn J. Else and
• David B. Sattelle

Beilstein J. Org. Chem. 2020, 16, 1203–1224, doi:10.3762/bjoc.16.105

• , diethylcarbamazine, ivermectin and praziquantel are insufficiently efficacious, contraindicated in some populations, or at risk of the development of resistance, thereby impeding progress towards World Health Organization goals to control or eliminate these neglected tropical diseases. However, there has been

• 873 million) [40]. It looks unlikely that this target will be met, thus the development of new potent anthelmintic drugs that act via novel mechanisms of action are urgently needed. Current anthelmintics – schistosomiasis Praziquantel (PZQ, 5), an N-acylated tetrahydroisoquinoline-piperazinone

• species in enantiomerically pure form. A clinical trial examining the bioavailability of orally dispersible tablets of levo-praziquantel has been completed [42], and a Phase III trial evaluating safety and efficacy is underway (NCT03845140). Oral PZQ is safe and efficacious against adult worms of all

Brønsted acid-mediated cyclization–dehydrosulfonylation/reduction sequences: An easy access to pyrazinoisoquinolines and pyridopyrazines

• Ramana Sreenivasa Rao and
• Chinnasamy Ramaraj Ramanathan

Beilstein J. Org. Chem. 2017, 13, 428–440, doi:10.3762/bjoc.13.46

• strategy using a Brønsted acid. Subsequent dehydrosulfonylation reactions of the ene-diamides, in a one pot manner, smoothly transformed them to substituted pyrazinones. A concise synthesis of praziquantel (1) has also been achieved through this method. Keywords: Brønsted acid; piperazine-2,6-diones

• ; praziquantel; pyrazinoisoquinoline; pyridopyrazine; Introduction Piperazine is an important structural core found in many biologically active natural products [1]. Piperazines are also useful intermediates in the synthesis of a variety of drug molecules having important biological activities such as

• the cyclization reaction in the presence of TfOH at room temperature to generate a potential precursor for the synthesis of praziquantel. To realize the cyclization, the imide 7h was treated with TfOH under neat conditions at 70 °C, quite unfortunately to witness the decomposition of imide 7h. This