- Design, synthesis, anticancer activity and docking studies of theophylline containing 1,2,3-triazoles with variant amide derivatives
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A new series of theophylline analogues containing 1,2,3-triazoles with different amide groups (22-41) has been designed and synthesized, and their biological activities have been evaluated as potential anticancer agents. The anticancer activities of the synthesized compounds were studied in four cancer cell lines viz. lung (A549), colon (HT-29), breast (MCF-7) and melanoma (A375). Furthermore, these compounds were screened for computational ADME and Lipinski's analysis followed by molecular docking and binding energy calculations against the various therapeutic targets involved in cell proliferation. The in vitro results demonstrate that compounds 22, 27, 36 and 40 have pivotal anticancer activity. Among these, compounds 22 and 27 have significant cytotoxic activity in all three cell lines; the in silico docking studies also reveal that compounds 22, 27 and 36 have good dock scores, binding affinities and binding energies towards human epidermal growth factor receptor 2. This is the first report to demonstrate theophylline hybrids containing 1,2,3-triazoles as potential anticancer agents.
- Ruddarraju, Radhakrishnam Raju,Murugulla, Adharvana Chari,Kotla, Ravindar,Tirumalasetty, Muni Chandra Babu,Wudayagiri, Rajendra,Donthabakthuni, Shobha,Maroju, Ravichandar
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Read Online
- Asymmetric pyrene derivatives comprising amine group including heteroaryl group and naphthyl group and organic light-emitting diode including the same
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The present invention relates to a pyrene derivative represented by [chemical formula A] or [chemical formula B], and an organic light emitting diode comprising the same, wherein substituents Py_1, Py_2, Naph_1, and Naph_2, and m are as defined in the detailed description of the invention.
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Paragraph 0198; 0207-0210; 0320-0324
(2021/02/02)
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- Discovery of 2-(Imidazo[1,2- b]pyridazin-2-yl)acetic Acid as a New Class of Ligands Selective for the γ-Hydroxybutyric Acid (GHB) High-Affinity Binding Sites
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Gabazine, a γ-aminobutyric acid type A (GABAA) receptor antagonist, has previously been reported to inhibit the binding of [3H]NCS-382, a representative ligand of the high-affinity binding site for the neuroactive substance γ-hydroxy
- Krall, Jacob,Bavo, Francesco,Falk-Petersen, Christina B.,Jensen, Claus H.,Nielsen, Julie O.,Tian, Yongsong,Anglani, Valeria,Kongstad, Kenneth T.,Piilgaard, Louise,Nielsen, Birgitte,Gloriam, David E.,Kehler, Jan,Jensen, Anders A.,Harps?e, Kasper,Wellendorph, Petrine,Fr?lund, Bente
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p. 2798 - 2813
(2019/05/09)
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- CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF
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Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof.
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Paragraph 1075
(2018/04/17)
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- Design and synthesis of some new carboxamide and propanamide derivatives bearing phenylpyridazine as a core ring and the investigation of their inhibitory potential on in-vitro acetylcholinesterase and butyrylcholinesterase
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A series of new carboxamide and propanamide derivatives bearing phenylpyridazine as a core ring were designed, synthesized and evaluated for their ability to inhibit both cholinesterase enzymes. In addition, a series of carboxamide and propanamide derivat
- Kilic, Burcu,Gulcan, Hayrettin O.,Aksakal, Fatma,Ercetin, Tugba,Oruklu, Nihan,Umit Bagriacik,Dogruer, Deniz S.
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p. 235 - 249
(2018/05/24)
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- Mild and direct access to 7-substituted-4-trifluoromethylpyrimido[1,2- b ]pyridazin-2-one systems
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New and efficient methods for the synthesis of 7-substituted-4- trifluoromethylpyrimido[1,2-b]pyridazin-2-one derivatives using either two-step Suzuki/heterocyclization, or two-step heterocyclization/substitution sequences are developed. A variety of substituted products are obtained in good to excellent yields from 3-amino-6-chloropyridazine and ethyl 4,4,4-trifluorobut-2- ynoate. Georg Thieme Verlag Stuttgart · New York.
- Petrignet, Julien,Thiery, Emilie,Silpa, Laurence,Abarbri, Mohamed
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p. 947 - 954
(2014/04/03)
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- IMIDAZOPYRIDAZINE COMPOUNDS
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The present invention relates to the use of novel compounds of formula I: wherein all variable substituents are defined as described herein, which are SYK inhibitors and are useful for the treatment of auto-immune and inflammatory diseases.
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Paragraph 0290-0291
(2013/05/09)
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- IMIDAZOPYRIDAZINE COMPOUNDS
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The present invention relates to the use of novel compounds of formula (I): wherein all variable substituents are defined as described herein, which are SYK inhibitors and are useful for the treatment of auto-immune and inflammatory diseases.
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Page/Page column 68
(2013/05/22)
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- Microwave-enhanced efficient synthesis of some polyfunctional pyridazines
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Microwave-enhanced highly efficient protocol for the synthesis of polyfunctional pyridazines beginning from 3,6-dichloropyridazine in environmentally benign ionic liquids have been developed. The products obtained were 3-amino-6-chloropyridazine, 3,6-diaminopyridazine, and 3-chloro-6- methoxypyridazine. These derivatives were then be converted to a variety of polyfunctional pyridazine derivatives. The ionic liquids used were 1-n-butyl-3-methylimidazolium hydroxide/tetrafluoroborate/hexafluorophosphate and 1,3-di-n-butylimidazolium hydroxide. This powerful strategy is less time-consuming green methodology. The ionic liquid employed may be recovered and recycled.
- Kumar Jangid,Yadav,Yadav
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p. 1165 - 1173
(2013/10/21)
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- Competitive antagonism of insect GABA receptors by iminopyridazine derivatives of GABA
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A series of 4-(6-imino-3-aryl/heteroarylpyridazin-1-yl)butanoic acids were synthesized and examined for antagonism of GABA receptors from three insect species. When tested against small brown planthopper GABA receptors, the 3,4-methylenedioxyphenyl and the 2-naphthyl analogues showed complete inhibition of GABA-induced fluorescence changes at 100 μM in assays using a membrane potential probe. Against common cutworm GABA receptors, these analogues displayed approximately 86% and complete inhibition of GABA-induced fluorescence changes at 100 μM, respectively. The 4-biphenyl and 4-phenoxyphenyl analogues showed moderate inhibition at 10 μM in these receptors, although the inhibition at 100 μM was not complete. Against American cockroach GABA receptors, the 4-biphenyl analogue exhibited the greatest inhibition (approximately 92%) of GABA-induced currents, when tested at 500 μM using a patch-clamp technique. The second most active analogue was the 2-naphthyl analogue with approximately 85% inhibition. The 3-thienyl analogue demonstrated competitive inhibition of cockroach GABA receptors. Homology modeling and ligand docking studies predicted that hydrophobic 3-substituents could interact with an accessory binding site at the orthosteric binding site.
- Rahman, Mohammad Mostafizur,Akiyoshi, Yuki,Furutani, Shogo,Matsuda, Kazuhiko,Furuta, Kenjiro,Ikeda, Izumi,Ozoe, Yoshihisa
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supporting information
p. 5957 - 5964
(2012/10/29)
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- DIAZAINDOLE DERIVATIVES AND THEIR USE IN THE INHIBITION OF C-JUN N-TERMINAL KINASE
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The invention relates to diazaindole derivatives represented by the general formula (I): where A, E, G, R1, R2, R3 and R4 are defined herein, or pharmaceutically acceptable salts thereof, their use in the inhibition of c-Jun N-terminal kinase (JNK) activity, their use in medicine and particularly in the treatment of neurodegenerative disorders, inflammatory diseases, autoimmune diseases and/or organ failure. The invention also provides processes for the manufacture of said diazaindole derivatives and compositions containing them.
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Page/Page column 48-49
(2010/04/03)
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- Synthesis of some pyridazine derivatives carrying urea, thiourea, and sulfonamide moieties and their antimicrobial activity
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Some pyridazine derivatives carrying urea, thiourea, and sulfonamide groups were synthesized and evaluated for their antimicrobial activity against gram-positive and gram-negative bacteria, and fungi by using broth microdilution. The structures of these new compounds were confirmed by 1H-NMR, mass spectrum, and elemental analysis. The synthesized compounds exhibited generally promising inhibitory activity against S. aureus (MIC ranging from 2 to 4 μg/mL) and E. coli (MIC ranging from 4 to 16 μg/mL). Moreover, all compounds showed antifungal activity against both C. albicans and C. parapsilosis, with a MIC value of 8 μg/mL. TUeBITAK.
- Dogruer, Deniz S.,Urlu, Soelen,Oenkol, Tijen,Oezcelik, Berrin,Sahin, M. Fethi
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scheme or table
p. 57 - 65
(2010/10/18)
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- Myosin light chain kinase inhibitor compounds, compostions and related methods of use
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Pyridazinyl compounds, compositions and related methods of use.
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Page/Page column 14-15
(2008/06/13)
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- CONTROL OF PARASITES IN ANIMALS BY THE USE OF IMIDAZO[1,2-B]PYRIDAZINE DERIVATIVES
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Novel imidazo[1,2-b]pyridazine compounds useful for controlling parasites in animals and methods of treatment of parasite infestation in animals using the compounds are disclosed. Formula (I).
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Page/Page column 22
(2008/06/13)
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- Discovery of a 3-amino-6-phenyl-pyridazine derivative as a new synthetic antineuroinflammatory compound
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Excessive glial activation, with overproduction of cytokines and oxidative stress products, is detrimental and a hallmark of neurodegenerative disease pathology. Suppression of glial activation is a potential therapeutic approach, and protein kinases are targets of some antiinflammatory drugs. To address an unmet need for selective inhibitors of glial activation, we developed a novel 3-amino-6-phenylpyridazine derivative that selectively blocks increased IL-1β, iNOS, and NO production by activated glia, without inhibition of potentially beneficial glial functions.
- Mirzoeva, Salida,Sawkar, Anu,Zasadzki, Magdalena,Guo, Ling,Velentza, Anastasia V.,Dunlap, Vincent,Bourguignonl, Jean-Jacques,Ramstrom, Helena,Haiech, Jacques,Van Eldik, Linda J.,Watterson
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p. 563 - 566
(2007/10/03)
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- Efficient one-step synthesis of 3-amino-6-arylpyridazines
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Starting from the commercially available 3-amino-6-chloropyridazine, 3-amino-6-arylpyridazines were prepared in good yields by means of a Suzuki cross-coupling reaction avoiding the somewhat lengthy four-step classic synthesis.
- Guery, Sébastien,Parrot, Isabelle,Rival, Yveline,Wermuth, Camille G.
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p. 2115 - 2117
(2007/10/03)
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- A new approach towards the synthesis of 3-amino-6- (hetero)arylpyridazines based on palladium catalyzed cross-coupling reactions
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The synthesis of 3-amino-6-(hetero)arylpyridazines via palladium catalyzed cross-coupling reactions (Suzuki, Stille) on 3-amino-6- chloropyridazine (1a) and 3-amino-6-iodopyridazine (1b) has been investigated. Comparison of the results shows that there is
- Maes, Bert U. W.,Lemière, Guy L. F.,Dommisse, Roger,Augustyns, Koen,Haemers, Achiel
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p. 1777 - 1781
(2007/10/03)
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- Synthesis of Aminopyridazines from Azidopyridazines and Tetrazolopyridazines
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Azidopyridazines 3, 4, 24 and tetrazolopyridazines 10, 13, 28 can be converted to the corresponding aminopyridazines, by reaction with triphenylphosphine via phosphazenes and subsequent hydrolysis (Staudinger reaction).
- Kappe, Th.,Pfaffenschlager, A.,Stadlbauer, W.
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p. 666 - 671
(2007/10/02)
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- Synthesis and Structure-Activity Relationships of Series of Aminopyridazine Derivatives of γ-Aminobutyric Acid Acting as Selective GABA-A Antagonists
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We have recently shown that an aryloaminopyridazine derivarive of GABA, SR 95103 , is a selective and competitive GABA-A receptor antagonist.In order to further explore the structural requirements for GABA receptor affinity, we synthesized a series of 38 compounds by attaching various pyridazinic structures to GABA or GABA-like side chains.Most of the compounds displaced GABA from rat brain membranes.All the active compounds antagonized the GABA-elicited enhancement of diazepam binding, strongly suggesting that all these compounds are GABA-A receptor antagonists.None of the compounds that displaced GABA from rat brain membranes interacted with other GABA recognition sites (GABA-B receptor, GABA uptake binding site, glutamate decarboxylase, GABA-transaminase).They did not interact with the Cl- ionophore associated with the GABA-A receptor and did not interact with the benzodiazepine, strychnine, and glutamate binding sites.Thus these compounds appear to be specific GABA-A receptor antagonists.In terms of structure-activity, it can be concluded that a GABA moiety bearing a positive charge is necessary for optimal GABA-A receptor recognition.Additional binding sites are tolerated only if they are part of a charge-delocalized amidinic or guanidinic system.If this delocalization is achieved by linking a butyric acid moiety to the N(2) nitrogen of a 3-aminopyridazine, GABA-antagonistic character is produced.The highest potency (ca.250 times bicuculline) was observed when an aromatic ? system, bearing electron-donating substituents, was present on the 6-position of the pyridazine ring.
- Wermuth, Camille-Georges,Bourguignon, Jean-Jacques,Schlewer, Gilbert,Gies, Jean-Pierre,Schoenfelder, Angele,et al.
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p. 239 - 249
(2007/10/02)
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- On the Amination of Azaheterocycles. A New Procedure for the Introduction of an Amino Group
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A new method of amination of diazines and triazines, using potassium amide, liquid ammonia and potassium permanganate, has been described.
- Hara, Hiroshi,Plas, Henk C. van der
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p. 1285 - 1287
(2007/10/02)
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- Reactions of 3-Chloropyridazines with Some Nucleophilic Reagents
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3-Chloro-6-phenylpyridazine (1a) and its 4-methyl derivative (1b) react with sodamide, hydrazines, 3-aminopyridazines and phenothiazine in polar and non-polar solvents as well as by fusion to give different products.The structures assigned to the products have been confirmed by their IR spectra.
- Moustafa, A. H.,Kaddah, A. M.,Shams, N. A.
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p. 1084 - 1086
(2007/10/02)
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