- Subsupercritical Water Generated by Inductive Heating Inside Flow Reactors Facilitates the Claisen Rearrangement
-
Claisen rearrangement of electron-deficient O-allylated phenols, including fluorine-modified phenols, is facilitated in aqueous media at high temperatures and pressures under flow conditions, as opposed to organic solvents. The O-allylation of phenols can be coupled with the Claisen rearrangement in an integrated flow system.
- Oltmanns, Mona,Kirschning, Andreas
-
p. 1942 - 1946
(2020/11/13)
-
- SUBSTITUTED 4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINAMIDES AND USE THEREOF
-
1,6-Naphthyridine or 8-azaquinazoline derivatives (I) are new. 1,6-Naphthyridine or 8-azaquinazoline derivatives of formula (I) are new. D : N or CR 4>; R 4> : H, F, CF 3 or 1-4C alkyl; Ar : 5-R 5>-6-R 6>-2-methyl-4-oxo-4H-1-benzopyran-8-yl; 3-R 6>-4-R 8>-1-naphthyl optionally substituted with 1-3 of R 7>; 7-R 6>-8-R 8>-5-quinolinyl optionally substituted with 1-2 of R 7>; or 2-R 9>-3-R 10>-4-R 8>-5-R 6>-phenyl; R 5> : H, F, Cl, CN, NO 2, CF 3 or 1-4C alkyl; R 6> : H or F; R 7> : halo, 1-4C alkyl, CF 3, 1-4C alkoxy or OCF 3; R 8> : CN or NO 2; R 9> : H or halo; optionally fluorinated 1-4C alkyl, 1-4C alkoxy, 1-4C alkylthio of di(1-4C alkyl)amino; or phenyl optionally substituted with halo, 1-4C alkyl or CF 3; R 10> : H, halo or 1-4C alkyl; R 1> : optionally fluorinated 1-4C alkyl; R 2> : 1-6C alkyl optionally substituted with 3-7C cycloalkyl or F; or SO 2R 11>; R 11> : 1-6C alkyl, CF 3 or 3-7C cycloalkyl; or phenyl or heteroaryl optionally substituted with 1-2 of halo, CN, 1-4C alkyl, CF 3, 1-4C alkoxy and/or OCF 3; R 3> : H, F, CF 3 or 1-4C alkyl. An independent claim is also included for a process for preparing (I). [Image] ACTIVITY : Hypotensive; Cardiant; Hepatotropic; Nephrotropic; Cerebroprotective. MECHANISM OF ACTION : Mineralocorticoid receptor (MR) antagonist. 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2-methyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide had an IC 50 of 35 nM when tested on cells expressing a GAL4-MR chimera.
- -
-
-
- Synthesis of novel 8-[2-hydroxy-3-(alkylamino)propyl]-4-methoxy coumarins
-
A series of new 8-[-2-hydroxy-3(alkylamino) propyl]-4-methoxy coumarins 7a-e, 8a-e have been synthesized from 3-allyl-2-hydroxy acetophenones 3a-e via key intermediate 8-(2-oxerane methyl)-4-methoxy coumarins 6a-e by regioselective opening of epoxide with
- Dalal, Shailendara,Rao, Y. Jayaprakash,Krupadanam, G. L. David
-
p. 805 - 810
(2015/06/30)
-
- A general route for the stereoselective synthesis of (E)-(1-propenyl)phenyl esters by catalytic CC bond isomerization
-
A general and efficient procedure for the stereoselective synthesis of (E)-(1-propenyl)phenyl esters from readily accessible allylphenols has been developed. The process involves a two-step sequence consisting of the initial acylation of the allylphenols with an acid chloride, followed by catalytic CC bond isomerization in the resulting allylphenyl esters. The latter step was performed in methanol at 80 °C using catalytic amounts (0.5 mol %) of the commercially available bis(allyl)-ruthenium(IV) dimer [{RuCl(μ-Cl) (η3:η3-C10H16)} 2] (C10H16=2,7-dimethylocta-2,6-diene-1,8-diyl) . Reactions proceeded in high yields (68-93%) and short times (4-9 h) with complete E-selectivity.
- Díaz-álvarez, Alba E.,Crochet, Pascale,Cadierno, Victorio
-
body text
p. 2611 - 2620
(2012/05/20)
-
- Synthesis, in vitro antimicrobial and antioxidant activities of chalcone and flavone derivatives holding allylic substitutions
-
In a wide search program towards new and efficient biological active agents, a series of chalcone and flavone derivatives holding allylic substitutions have been synthesized and tested for their in vitro antibacterial and antifungal activities. The synthe
- Adibi, Hadi,Mojarrad, Javid Shahbazi,Asgharloo, Hadi,Zarrini, Gholamreza
-
p. 1318 - 1324
(2012/06/04)
-
- 4-Chromenonyl-1,4-dihydropyridines and their use
-
The present application relates to novel 4-chromenonyl-1,4-dihydropyridines, process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis o
- -
-
Page/Page column 9-10
(2010/02/17)
-
- 5-ARYL-SUBSTITUTED DIHYDROPYRIDOPYRIMIDINES AND DIHYDROPYRIDAZINES AND USE THEREOF AS MINERAL CORTICOID ANTAGONISTS
-
The present application relates to novel aryl-substituted heterobicyclic compounds, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prop
- -
-
Page/Page column 9; 16
(2010/03/02)
-
- 3-Cyano-5-thiazaheteroaryl-dihydropyridine and the use thereof for the treatment of cardiovascular diseases
-
The present application relates to novel aryl-substituted 3-cyano-5-thiazolyl- and 3-cyano-5-thiadiazolyl-1,4-dihydropyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.
- -
-
Page/Page column 6; 14
(2010/10/03)
-
- SUBSTITUTED 4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINES AND USE THEREOF
-
The present application relates to novel substituted 4-aryl-1,4-dihydro-1,6-naphthyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.
- -
-
Page/Page column 6-7; 14
(2010/12/29)
-
- SUBSTITUTED-4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINAMIDES AND USE THEREOF
-
The present application relates to novel substituted 4-aryl-1,4-dihydro-1,6-naphthyridine-3-carboxamides, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.
- -
-
-
- 4-Chromenonyl-1,4-dihydropyridinecarbonitriles and the use thereof
-
The present application relates to novel 4-chromenonyl-1,4-dihydropyridinecarbonitriles, processes for their preparation, pharmaceutical compositions containing them, and their use for the treatment and/or prophylaxis of diseases, especially cardiovascula
- -
-
-
- Synthesis of certain benzoheterocyclic com pounds from 2- hydroxyacetophenone via cyclization and ring-closing metathesis
-
Syn the sis of some benzoheterocyclic compounds like substituted benzofurans, 4-methyl-2H-chromenes and 3,4-dihydro-2H-benzo[e]oxepin-5-ones from 2-hydroxyacetophenone via base in duced cyclization and ring-closingme tath e sis (RCM) is described.
- Huang, Keng-Shiang,Li, Sie-Rong,Wang, You-Feng,Lin, Yu-Li,Chen, Yung-Hua,Tsai, Tzu-Wei,Yang, Chih-Hui,Wang, Eng-Chi
-
p. 159 - 167
(2007/10/03)
-
- Potential therapeutic antioxidants that combine the radical scavenging ability of myricetin and the lipophilic chain of vitamin E to effectively inhibit microsomal lipid peroxidation
-
The flavonol myricetin, reacts with oxygen-centred galvinoxyl radicals 28 times faster than d-α-tocopherol (vitamin E), the main lipid-soluble antioxidant in biological membranes. Moreover, each myricetin molecule reduces twice as many such radicals as vitamin E. However, myricetin fails to protect vitamin E-deficient microsomes from lipid peroxidation as assessed by the formation of thiobarbituric acid reactive substances (TBARS). Novel and potentially therapeutic antioxidants have been prepared that combine the radical-scavenging ability of a myricetin-like head group with a lipophilic chain similar to that of vitamin E. C6-C12 alkyl chains are attached to the A-ring of either a 3,3′,4 ′,5′-tetrahydroxyflavone or a 3,2 ′,4′,5′-tetrahydroxyflavone head group to give lipophilic flavonoids (ClogP=4 to 10) that markedly inhibit iron-ADP catalysed oxidation of microsomal preparations. Orientation of the head group as well as total lipophilicity are important determinants of antioxidant efficacy. MM2 models indicate that our best straight chain 7-alkylflavonoids embed to the same depth in the membrane as vitamin E. The flavonoid head groups are prepared by aldol condensation followed by Algar-Flynn-Oyamada (AFO) oxidation or by Baker-Venkataraman rearrangement. The alkyl tails are introduced by Suzuki or Negishi palladium-catalysed cross-coupling or by cross-metathesis catalysed by first generation Grubbs catalyst, which tolerate phenolic hydroxyl and ketone groups.
- Bennett, Christopher J.,Caldwell, Stuart T.,McPhail, Donald B.,Morrice, Philip C.,Duthie, Garry G.,Hartley, Richard C.
-
p. 2079 - 2098
(2007/10/03)
-
- FLAVONOID COMPOUNDS AS THERAPEUTIC ANTIOXIDANTS
-
Novel flavonoid compounds having anti-oxidant activity are described. The compounds have been shown to exhibit anti-oxidative properties in biological systems and their utility in a sunscreen or skincare composition or to treat conditions involving oxidative damage, especially curative or prophylactic treatment of Alzheimer's disease or ischaemia-reperfusion injury, is described.
- -
-
Page 103-104
(2008/06/13)
-
- Alternative Lewis acids to effect Claisen rearrangement
-
Yb(OTf)3 and DIBAL-H are developed as alternative Lewis acids for effecting Claisen rearrangement of allyl, crotyl and prenyl aryl ethers.
- Sharma,Ilangovan,Sreenivas, Punna,Mahalingam
-
p. 615 - 618
(2007/10/03)
-
- Synthesis and antitumour activity of new derivatives of flavone-8-acetic acid (FAA). Part 2: Ring-substituted derivatives
-
A range of 18 derivatives of flavone-8-acetic acid (FAA) with substituents on the 2-phenyl group have been prepared and their anti-tumour activity evaluated in vitro against a panel of human and murine tumour cell lines and in vitro against MAC 15A. There was no clear-cut relationship between in vitro and in vitro activity but the activity in each situation was found to be very sensitive to the precise substitution pattern with closely related isomers giving widely different activities. Some of the compounds, notably l0b,c,j, and r, were active in vitro and these require further studies in order to evaluate their potential for development.
- Aitken, R. Alan,Bibby, Michael C.,Double, John A.,Laws, Andrea L.,Ritchie, Robert B.,Wilson, David W. J.
-
p. 215 - 224
(2007/10/03)
-
- The synthesis of 8-allyl-2-styrylchromones by the modified Baker-Venkataraman transformation
-
Substituted-2-hydroxy-3-allylacetophenones 2 react with cinnamoyl chlorides 3 in potassium carbonate-acetone to give good yields of polyfunctional 1-(2-hydroxy-3-allylaryl)-5-aryl-4-pentene-1,3-diones 4 which exist in their enol forms 5. These on acid cat
- Parthasarathi Reddy,David Krupadanam
-
p. 1561 - 1565
(2007/10/03)
-
- Synthesis of flavone-3-sulfonylureas
-
The synthesis of new flavone-3-sulfonylurea derivatives is hereby described. The influence of a phenyl group in the 2-position and an acetate group in the 8-position at the chromone nucleus on the activity was studied. Only weak cytostatic activity of the
- Loewe, Werner,Matzanke, Norbert
-
p. 943 - 948
(2007/10/03)
-
- Fluorinated flavone acetic acid
-
A fluorinated flavone acetic acid suitable for use as an antitumor agent. Pharmaceutical compositions comprising the fluorinated flavone acetic acid and a pharmaceutically acceptable carrier. An antitumor composition comprising an antitumor effective amount of a fluorinated flavone acetic acid in a pharmaceutically acceptable carrier.
- -
-
-