22276-64-8Relevant academic research and scientific papers
Synthesis of Aminoalkyl-Functionalized 4-Arylquinolines from 2-(3,4-Dihydroisoquinolin-1-yl)anilines via the Friedl?nder Reaction
Rozhkova, Yuliya S.,Storozheva, Tatyana S.,Plekhanova, Irina V.,Gorbunov, Alexey A.,Smolyak, Andrej A.,Shklyaev, Yurii V.
, p. 146 - 160 (2021)
A new approach for the efficient and convenient synthesis of novel aminoalkyl-functionalized 4-arylquinolines via the Friedl?nder reaction of differently substituted 2-(3,4-dihydroisoquinolin-1-yl)anilines with various α-methylene ketones in acetic acid w
In vitro and in vivo anti-tumor activity of two gold(III) complexes with isoquinoline derivatives as ligands
Khan, Taj-Malook,Gul, Noor Shad,Lu, Xing,Wei, Jian-Hua,Liu, Yan-Cheng,Sun, Hongbin,Liang, Hong,Orvig, Chris,Chen, Zhen-Feng
, p. 333 - 343 (2018/12/13)
Two gold(III) complexes of isoquinoline derivatives: [Au(L1)Cl2] (Au1) and [Au(L2)Cl2] (Au2) have been prepared and characterized. Au1 and Au2 exhibited greater cytotoxicity than their corresponding ligands and
Rhodium(III) complexes with isoquinoline derivatives as potential anticancer agents:: In vitro and in vivo activity studies
Khan, Taj-Malook,Gul, Noor Shad,Lu, Xing,Kumar, Rajesh,Choudhary, Muhammad Iqbal,Liang, Hong,Chen, Zhen-Feng
, p. 11469 - 11479 (2019/08/07)
Two rhodium complexes Rh1 and Rh2 with isoquinoline derivatives were synthesized and characterized. Both complexes displayed strong anticancer activity against various cancer cells and low cytotoxicity against non-cancer cells. These complexes triggered a
The synthesis of N-phenoxyethyl-1-substituted-1,2,3,4-tetrahydroisoquinolines and their α1-adrenoceptor blocking activity
Kuo, Chen-Yuan,Wu, Ming-Jung
experimental part, p. 1271 - 1277 (2009/09/30)
A series of phenoxyisoquinolines, N-phenoxyethyl-1-(2-nitrophenyl)-1,2,3,4-THIQs 3a-3d, N-phenoxyethyl-1-benzyl-1,2,3,4-THIQ 3e, N-phenoxyethyl-1-(2-aminophenyl)-1,2,3,4-THIQs 5f-5i, N-phenoxyethyl-1-(2-phenoxyethylaminophenyl)-1,2,3,4-THIQs 5f′-5i′, have
Synthesis and?antitumor activity of?cis-dichloroplatinum(II) complexes of?1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinolines
Kuo, Chen-Yuan,Wu, Ming-Jung,Kuo, Yao-Haur
, p. 940 - 949 (2007/10/03)
Fifteen cis-dichloroplatinum complexes (5a-5o) were synthesized by treatment of 1-(2-aminophenyl)-1,2,3,4-THIQs (4a-4o) with K2PtCl4. The antitumor activity of these compounds was examined against four different human tumor cell lines. Their structure-activity relationships for antitumor activity are reported. All of these compounds exhibited activity against MCF-7 cell line and showed good activity against WiDr cell line except 5c and 5f. On the other hand, compounds 5j and 5o are more active than the other compounds against Hepa59T/VGH cell line. The electron-donating group at the 6-position of isoquinoline ring seems to decrease the antitumor activity and the chloro substituent at the C-4 position of the aniline ring shown the highest potency. The "trans influence" dominates the control of the stability of [1-(2-aminophenyl)-1,2,3,4-THIQ]dichloroplatinums(II).
Unprecedented SnCl2-mediated cyclization of nitro arenes via N-N bond formation
Sawant, Devesh,Kumar, Rishi,Maulik, Prakas R.,Kundu, Bijoy
, p. 1525 - 1528 (2007/10/03)
A mild, efficient, one-pot protocol for the cyclization of nitro-aryl substrates using SnCl2 has been described. The mechanistic course of the reaction suggests the involvement of a hydroxylamine intermediate leading to an intramolecular cyclization via N-N bond formation. The versatility of the methodology has been demonstrated by using two nitro-aryl substrates derived from dihydroisoquinolines and dihydro-β-carbolines. The intramolecular cyclization led to the formation of indazoles in high yields and purities.
One-pot synthesis of 1-(2-,3- or 4-aminophenyl)- and 1-(4-aminobenzyl)-3,4-dihydroisoquinolines
Ivanov, Iliyan,Nikolova, Stoyanka,Statkova-Abeghe, Stela
, p. 369 - 374 (2007/10/03)
1-Substituted 3,4-dihydro- and 1,2,3,4-tetrahydroisoquinoline derivatives were obtained in high yields from reactions of 2-(3,4-dimethoxyphenyl)ethylamine with aminobenzoic and aminophenylacetic acids in polyphosphoric acid.
A novel synthesis of 5,6-dihydroindazolo[3,2-a]isoquinolines and their relative compounds via tin(II) chloride dihydrate as reducing agent
Kuo, Chen-Yuan,Wu, Ming-Jung
, p. 965 - 974 (2007/10/03)
A series of 1-(2-nitrophenyl)-3,4-dihydroisoquinolines were reduced under very mild reaction conditions in the presence of Tin(II) chloride dihydrate (SnCl2·2H2O) to give 5,6-dihydroindazolo[3,2-a] isoquinolines 4a-h. A mechanism for
Substituted isoquinolines by Noyori transfer hydrogenation: Enantioselective synthesis of chiral diamines containing an aniline subunit
Vedejs,Trapencieris,Suna
, p. 6724 - 6729 (2007/10/03)
Transfer hydrogenation using the Noyori catalyst 5-Ts is effective for the enantioselective hydrogenation of imines containing fully substituted nitrogen groups (12 or 13). Analogues such as 11c could not be reduced in practical yield, apparently due to product inhibition of the catalyst. Asymmetric transfer hydrogenation of the aniline imine 8a was possible, but required impractical purity levels for the substrate, and the nitro analogue 7 could not be reduced efficiently. The best results were obtained with the bromophenyl imine 20. In the case of 20b, the product 21b was formed with 98.7% ee, and the material could be upgraded to >99% ee by crystallization of the hydrochloride salt. Reaction of 21b with NH3 or MeNH2 in the presence of Cu/CuCl gave the chiral anilines 10b or 23b. The latter substance is comparable to the commercially available 1 as a chiral proton donor for amide enolates and provides access to the hitherto unavailable enantiomeric series.
Synthesis of 1-(2-aminophenyl)isoquinolines and the biological activity of their cis-dichloro platinum(II) complexes
Von Nussbaum, Franz,Miller, Bernhard,Wild, Stefan,Hilger, Christoph S.,Schumann, Susanne,Zorbas, Haralabos,Beck, Wolfgang,Steglich, Wolfgang
, p. 3478 - 3485 (2007/10/03)
The broad biological effects of isoquinolines prompted us to use them as chelating, nonleaving ligands in cis-platinum(II) antitumor complexes. The synthesis of several 1-(2-aminophenyl)isoquinoline derivatives with different levels of hydrogenation and v
