✦ LIBER ✦

Studies on the chemical transformations of rotenoids. 5. Synthesis and cytotoxicity of 1,3-diazepino[5,6-b]benzofuran and pyridazino[4,5-b]benzofurans fused with thiazole, imidazole and pyrimidine

✍ Scribed by Shin-ichi Nagai; Taisei Ueda; Hiroyuki Sakakibara; Akito Nagatsu; Nobutoshi Murakami; Jinsaku Sakakibara

Publisher: Journal of Heterocyclic Chemistry
Year: 1998
Tongue: English
Weight: 359 KB
Volume: 35
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570350316

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Novel benzofuro[2,3‐d]pyridazinium chlorides fused with thiazole 5a, imidazole 5b‐c and pyrimidine 5d‐f were prepared starting from 4‐chloropyridazino[4,5‐b]benzofuran 3a. Treatment of 5b, 5d and 5e with 10% potassium carbonate solution provided the corresponding free bases 6a‐c. Ring closure of methyl rotenononate 1b with amidines proceeded in the presence of sodium methoxide to give 1,3‐diazepino[5,6‐b]benzofuran‐5‐ones 7a‐c. Compound 5d showed cytotoxicity against P388 and L1210 leukemia cells.

📜 SIMILAR VOLUMES

ChemInform Abstract: Chemical Transforma

ChemInform Abstract: Chemical Transformation of Rotenoids. Part 5. Synthesis and Cytotoxicity of 1,3-Diazepino[5,6-b]benzofuran and Pyridazino[4,5-b]benzofurans Fused with Thiazole, Imidazole and Pyrimidine.

✍ S. NAGAI; T. UEDA; H. SAKAKIBARA; A. NAGATSU; N. MURAKAMI; J. SAKAKIBARA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 42 KB 👁 2 views

One-Pot Synthesis of 4,6-Diaryl-3-cyanop

One-Pot Synthesis of 4,6-Diaryl-3-cyanopyridine-2(1H)-thiones and Their Transformation to Substituted Thieno[2,3-b;4,5-b]dipyridines and Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidines.

✍ A. M. Shestopalov; K. G. Nikishin; A. V. Gromova; L. A. Rodinovskaya 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 105 KB 👁 2 views

Studies on the chemical transformations

Studies on the chemical transformations of rotenoids. 6 Synthesis and antitumor-promoting activity of benzofuro[2,3-d]pyridazines fused with 1,2,4-triazole, 1,2,4-triazine and 1,2,4-triazepine

✍ Shin-Ichi Nagai; Satoshi Takemoto; Taisei Ueda; Kanako Mizutani; Yasuhiro Uozumi 📂 Article 📅 2001 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 57 KB

## Abstract [1]Benzofuro[2,3‐__d__]pyridazines fused with 1,2,4‐triazole (**6** and **7**), 1,2,4‐triazine (**8–10**) and 1,2,4‐tri‐azepine (12) were prepared by the ring closure of 4‐hydrazino‐[1]benzofuro[2,3‐__d__]pyridazine (**5**), derived from naturally occurring rotenone. Compounds (**la** a

ChemInform Abstract: An Efficient Synthe

ChemInform Abstract: An Efficient Synthesis of 6-Nitro- and 6-Amino-3H-imidazo[4,5-b]pyridines by Cyclocondensation of 1-Substituted 1H-Imidazol-5-amines with 3-Nitro-4H-chromen-4-one.

✍ Dmytro Ostrovskyi; Viktor O. Iaroshenko; Andranik Petrosyan; Sergii Dudkin; Ifti 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

ChemInform Abstract: Studies on the Chem

ChemInform Abstract: Studies on the Chemical Transformations of Rotenoids. Part 6. Synthesis and Antitumor-Promoting Activity of [1]Benzofuro[2,3-d]pyridazines Fused with 1,2,4-Triazole, 1,2,4-Triazine and 1,2,4-Triazepine.

✍ Shin-ichi Nagai; Satoshi Takemoto; Taisei Ueda; Kanako Mizutani; Yasuhiro Uozumi 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 39 KB 👁 2 views

Stereochemical Effects in the Electron I

Stereochemical Effects in the Electron Ionization Mass Spectra of Cycloalkane-(alkene)-fused 2,3-Dihydro-5H-thiazolo[3,2-a]pyrimidine-5-ones and 3,4-Dihydro-2H,6H-pyrimido[2,1-b]thiazin-6-ones

✍ Kalevi Pihlaja; Marja Himottu; Ferenc Fülöp; I. Huber; Gábor Bernáth; Vladimir O 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 511 KB

Stereochemical effects on the electron-impact (El)-induced fragmentation of cis/trans-and diendo/diexo-fused stereoisomers of several 2,3dihydrothiazolo[3,2+]pyrimidin-5-ones and 3,4-dihydropyrimido[2,1-b]thiazinh n e s annelated to various saturated and unsaturated carbocycles were studied. The ret