14966-91-7

Usage

Synthesis Reference(s)

Tetrahedron Letters, 42, p. 2115, 2001 DOI: 10.1016/S0040-4039(01)00134-4

InChI:InChI=1/C10H9N3/c11-10-7-6-9(12-13-10)8-4-2-1-3-5-8/h1-7H,(H2,11,13)

Upstream product

• 20375-65-9 3-chloro-6-phenylpyradazine 
• 15150-84-2 3-phenylpyridazine 
• 88497-27-2 6-bromopyridazin-3-amine 
• 98-80-6 phenylboronic acid 
• 66362-61-6 6-Phenyl-tetrazolo<1,5-b>pyridazine 
• 2166-31-6 6-phenylpyridazin-3(2H)-one 
• 187973-60-0 6-iodopyridazine-3-amine 
• 5469-69-2 6-chloro-pyridazin-3-ylamine 
• 126337-23-3 C₂₈H₂₂N₃P 
• 38956-80-8 3-hydrazino-6-phenylpyridazine 

Downstream Products

• 630416-37-4 4-bromo-6-phenylpyridazin-3-amine 
• 1431772-94-9 N-(5,6-dimethoxypyridin-2-yl)-6-phenylimidazo[1,2-b]pyridazin-8-amine 
• 1431772-93-8 (S)-N-(6-(2-methylpyrrolidin-1-yl)pyridin-2-yl)-6-phenylimidazo[1,2-b]pyridazin-8-amine 
• 1431772-84-7 N-(6-(3,3-dimethylpyrrolidin-1-yl)pyridin-2-yl)-6-phenylimidazo[1,2-b]pyridazin-8-amine 
• 1431772-71-2 (R)-N-(6-(2-methylpyrrolidin-1-yl)pyridin-2-yl)-6-phenylimidazo[1,2-b]pyridazin-8-amine 
• 1431772-63-2 N-(6-(2-methylpiperidin-1-yl)pyridin-2-yl)-6-phenylimidazo[1,2-b]pyridazin-8-amine 
• 1431773-73-7 8-bromo-6-phenylimidazo[1,2-b]pyridazine 
• 1272664-09-1 N-(4-methylphenyl)-N'-(6-phenylpyridazin-3-yl)thiourea 

Relevant academic research and scientific papers

Design, synthesis, anticancer activity and docking studies of theophylline containing 1,2,3-triazoles with variant amide derivatives

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.

Asymmetric pyrene derivatives comprising amine group including heteroaryl group and naphthyl group and organic light-emitting diode including the same

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.

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

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

CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF

Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof.

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

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

Mild and direct access to 7-substituted-4-trifluoromethylpyrimido[1,2- b ]pyridazin-2-one systems

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.

Microwave-enhanced efficient synthesis of some polyfunctional pyridazines

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.

IMIDAZOPYRIDAZINE COMPOUNDS

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.

IMIDAZOPYRIDAZINE COMPOUNDS

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.

Competitive antagonism of insect GABA receptors by iminopyridazine derivatives of GABA

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.