89516-24-5Relevant academic research and scientific papers
2-Aminothienopyridazines as novel adenosine A1 receptor allosteric modulators and antagonists
Ferguson, Gemma N.,Valant, Celine,Horne, James,Figler, Heidi,Flynn, Bernard L.,Linden, Joel,Chalmers, David K.,Sexton, Patrick M.,Christopoulos, Arthur,Scammells, Peter J.
experimental part, p. 6165 - 6172 (2009/10/09)
A pharmacophore-based screen identified 32 compounds including ethyl 5-amino-3-(4-tert-butylphenyl)-4-oxo-3,4-dihydrothieno[3,4-d] pyridazine-1-carboxylate (8) as a new allosteric modulator of the adenosine A1 receptor (A1AR). On the basis of this lead, various derivatives were prepared and evaluated for activity at the human A 1AR. A number of the test compounds allosterically stabilized agonist-receptor-G protein ternary complexes in dissociation kinetic assays, but were found to be more potent as antagonists in subsequent functional assays of ERK1/2 phosphorylation. Additional experiments on the most potent antagonist, 13b, investigating A1AR-mediated [35S]GTPγS binding and [3H]CCPA equilibrium binding confirmed its antagonistic mode of action and also identified inverse agonism. This study has thus identified a new class of A1AR antagonists that can also recognize the receptor's allosteric site with lower potency.
A microwave assisted diazo coupling reaction: The synthesis of alkylazines and thienopyridazines
Al-Mousawi, Saleh,Elassar, Abdel-Zaher,El-Apasery, Morsy
, p. 1755 - 1771 (2007/10/03)
Heating diazoaminobenzene with active methylene compounds 1-3 in microwave oven in acetic acid, in the presence of hydrochloric acid, afforded the corresponding arylhydrazones 5-7. These reaction products were condensed with ethyl cyanoacetate in a domestic microwave oven after 1-2 minutes heating to yield the pyridazinones 8-12. Compounds 8c and 12 reacted with sulfur in basic DMF solution, in microwave oven using MORE technology to yield the thienopyridazinone 14 and 16 respectively. While 17 was produced when 8b was treated like wise with sulfur and DMF in the presence of piperidine. Compounds 16 coupled with aromatic diazonium salts to yield arylazo derivatives 21a-c. Copyright Taylor & Francis Group, LLC.
Studies on polyfunctionalised heteroaromatics: Synthesis of several new cinnoline and pyrido[3,4-c]pyridazine derivatives
Barsy, Magda A.
, p. 951 - 955 (2007/10/03)
One-pot reaction of ethyl 2-aryhydrazono-3-oxobutyrates with cyanoacetamide afforded pyridazine and pyridine derivatives, which were found to be excellent precursors for the synthesis of different cinnolines and pyrido[3,4-c]pyridazines, respectively.
Hydrazones in heterocyclic synthesis; synthesis of 1,3,4-thiadiazole derivatives
Erian, Ayman Wahba,Manhi, Fatma Mohamed,Zayed, Salem El-Gohary,Ali, Fatma Ahmed,Elnagdi, Mohamed Hilmy
, p. 127 - 139 (2007/10/03)
A new synthesis of 1,3,4-thiadiazoles has been achieved. The reactivity of certain alkylheterocycles towards electrophilic reagents are reported.
Synthesis of polyfunctional pyridazine derivatives using a solvent-free microwave assisted method
Sotelo, Eddy,Mocelo, Raul,Suarez, Margarita,Loupy, Andre
, p. 2419 - 2423 (2007/10/03)
The synthesis of several polyfunctional pyridazine derivatives has been carried out very efficiently under microwave irradiation and solvent-free conditions allowing short reaction times and high yields. Non thermal effects induced by microwave were obser
STUDIES ON ALKYLHETEROAROMATIC COMPOUNDS: NEW SYNTHESES OF 1,3,4-OXADIAZOLE, OXADIAZOLOPYRIDINE, 1,3,4-THIADIAZOLE, THIADIAZOLOPYRIDINE, PHTHALAZINE AND THIENOPYRIDAZINE DERIVATIVES.
Elnagdi, Mohamed Hilmy,Erian, Ayman Wahba,Sadek, Kamal Usef,Selim, Maghraby Ali
, p. 1124 - 1142 (2007/10/02)
Ethyl 5-phenyl-1,3,4-oxadiazol-2-ylacetate (3a) could be prepared via condensation of ethyl 3-amino-3-ethoxyprop-2-enoate (1) with benzoylhydrazine.This product coupled with aromatic diazonium salts to yield arylhydrazones 4a,b.Compound 3a was converted i
Studies on Alkylheterocycles. I. - A Convenient Synthesis of Phthalazines
El-Bannany, A. A.,El-Assar, A. A.,El-Nagdy, M. H.
, p. 726 - 730 (2007/10/02)
Ethyl-2-arylhydrazono-2,3-dioxobutyrate 1a, b reacted with ethylcyanoacetate to yield the pyridazino derivatives 2a, b.Similarly, the pyridazine 2c was obtained via reaction of 3-arylhydrazonopentan-2,3,4-trione with the same reagent.The phthalazines 6 we
Studies on Alkyl Heterocyclic Aromatic Compounds: New Routes for the Synthesis of Polyazanaphthalenes
Elnagdi, Mohamed Hilmy,Aal, Fatma Abdel Maksoud Abdel,Hafez, Ebtisam Abdel Aziz,Yassin, Youssef Mahfouz
, p. 683 - 689 (2007/10/02)
Several new polyfunctionally substituted polyazanaphthalene derivatives could be synthesized via condensing readily obtainable polyfunctional nitriles with substituted akyl heteroaromatic derivatives and reacting the latter derivatives with electrophilic
Studies with Alkylheteroaromatic ?-Deficient Compounds: Novel Synthesis of Thienopyridazines and Phthalazines
Elnagdi, Mohamed Hilmy,Negm, Abdalla Mohamed,Erian, Ayman Wahba
, p. 1255 - 1256 (2007/10/02)
Ethyl 1-aryl-5-cyano-1,6-dihydro-4-methyl-6-oxo-3-pyridazinecarboxylates 1 react with elemental sulphur in ethanolic basic solutions to yield thienopyridazines 2.Compounds 2 readily react with electron-deficient olefins to yield phthalazines.
Studies with Heteroaromatic Aza Compounds: A Novel Synthesis of Phthalazines
Elnagdi, Mohamed Hilmy,Ibrahim, Nadia Sobhy,Sadek, Kamal Usef,Mohamed, Mona Hassan
, p. 1005 - 1006 (2007/10/02)
A new route for the synthesis of phthalazines 6 by reaction of benzylidenemalononitrile (3) with 6-substituted 2,3-dihydro-5-methyl-4-pyridazinecarbonitriles 2 is reported.
