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Глушков, В. А.; Шуров, С. Н.; Майорова, О. А.; Postanogova, G. A.; Фешина, Е. В.; Shklyaev, Yu. V.

doi:10.1023/a:1017643703041

Cited by 9 publications

(7 citation statements)

References 4 publications

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“…A mixture of 1.29 g (0.99 ml, 10 mmole) of 3,4-difluoroaniline and 2.08 g (10 mmole) of 1-methylthio-3,3-dimethyl-3,4-dihydroisoquinoline [8] in 25 ml of glacial acetic acid was boiled for 5 h. The liberated methylmercaptan was absorbed in a concentrated KOH solution. Then, the reaction mixture was cooled, poured into 100 ml of water, stirred for 0.5 h, and filtered.…”

Section: Experimental Chemical Partmentioning

confidence: 99%

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Synthesis and antiinflammatory and analgesic activity of amidines of 3,4-dihydroisoquinoline series

et al. 2005

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A series of substituted 1-arylamino-3,4-dihydroisoquinolines have been synthesized using reactions of 1-methylthio-3,3-dimethyl-3,4-dihydroisoquinolines with substituted anilines and 2-aminothiazoles. The products were tested for analgesic and antiinflammatory activity.Substituted 1-aminoisoquinolines, which can be also considered heterocyclic amidines, exhibit various types of biological activity. Compounds of this class were reported to act as antihypertensive agents [1], antitumor drugs [2], thrombin inhibitors (active upon peroral administration) [3], and specific DOPA receptor agonists [4]. Previously, we reported on the synthesis of 1-arylamino-3,3-dimethyl-3,4dihydroisoquinolines [5] with a general structure isosteric to 4-arylaminoquinazolines known to be protein kinase inhibitors [6].In continuation of these investigations, we have synthesized a series of amidines containing halogen-substituted arylimino (IIb -IId) or thiazolylamino (IIg -IIi) groups at the first position of the heterocycle, studied their antiinflammatory and analgesic properties, and compared their biologi-533 0091-150X/05/3910-0533

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Section: Experimental Chemical Partmentioning

confidence: 99%

“…Compounds IIIa, IV, and V were synthesized as described elsewhere [5]; the synthesis of compound IIj was described in [8].…”

Section: -Semicarbazono-33-dimethyl-67-dimethoxy-1234tetrahydromentioning

confidence: 99%

Synthesis and antiinflammatory and analgesic activity of amidines of 3,4-dihydroisoquinoline series

et al. 2005

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“…We have previously reported the three-component reaction of veratrole, epoxides, and nitriles RCN to give 1-R-6,7-dimethoxy-3,3-dimethyl-(or tetramethylene)-3,4-dihydroisoquinolines [2,3]. Herein the condensation of aliphatic w-chlorosubstituted nitriles into 1-w-chloroalkylsubstituted 3,4-dihydroisoquinolines Ia -c is shown to be possible.…”

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confidence: 93%

Synthesis and antiaggregant and hypotensive activity of benzo-annelated azabicyclo[m.n.0]alkanes

et al. 2009

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“…The study has shown that a three component condensation of benzo-1,4-dioxane, isobutylene oxide, and the nitriles RCN in the presence of H 2 SO 4 gives modest yields of the linearly annelated 1-R-6,7-ethylenedioxy-3,3-dimethyl-3,4-dihydroisoquinoline products 1a-e, 2a,b (Scheme 1, Tables 1 and 2 The reaction mechanism and possible intermediates have been previously discussed for veratrole [9]. Compounds 2a,b are separated in the enamine form as shown by their 1 H NMR spectra.…”

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confidence: 96%

“…We have previously studied a three component "tandem" alkylation-cyclization reaction of veratrole, isobutylene oxide, and nitriles which gave 1-R-6,7-(or 1-R-5,8-)dimethoxy-3,3-dimethyl-3,4-dihydroisoquinolines [8,9]. In the present work we have investigated the behaviour of 1,4-benzodioxane as an analog of veratrole [10] in this reaction with the aim of preparing substituted 6,7-ethylenedioxy-3,4-dihydroisoquinolines since 1,4-benzodioxanes show a variety of biological activity according to [11,12].…”

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confidence: 99%