1026-46-6Relevant academic research and scientific papers
Ab initio quantum-mechanical and experimental mechanistic studies of Diels-Alder reactions between unsubstituted and phenyl-substituted acetylenes and 1,2,4,5-tetrazines
Cioslowski, Jerzy,Sauer,Hetzenegger,Karcher,Hierstetter
, p. 1353 - 1359 (1993)
1,2,4,5-tetrazine (2a) undergoes thermal addition to phenylacetylene (1b) in dioxane with ΔH? = 15.8 kcal/mol and ΔS? = -31 cal/(mol·K). The activation parameters for the corresponding addition of 1b to 3-phenyl-1,2,4,5-tetrazine (2b
Copper-catalyzed aerobic 6-endo-trig cyclization of β,γ-Unsaturated Hydrazones for the Divergent Synthesis of Dihydropyridazines and Pyridazines
Fan, Zhenwei,Pan, Zhangjin,Huang, Liangsen,Cheng, Jiajia
, p. 4236 - 4245 (2019/04/30)
A divergent synthetic strategy to 1,6-dihydropyridazines and pyridazines through Cu(II)-catalyzed controllable aerobic 6-endo-trig cyclization was developed. The selectivity can be rationally tuned via the judicious choice of reaction solvent. It was found that the 1,6-dihydropyridazines were obtained in moderate to high yields with CH3CN as the reaction solvent, whereas employment of AcOH directly afforded pyridazines in up to 92% yields, probably arising from the oxidation of the in situ generated 1,6-dihydropyridazines.
Copper-Promoted 6- endo-trig Cyclization of β,γ-Unsaturated Hydrazones for the Synthesis of 1,6-Dihydropyridazines
Guo, Yong-Qiang,Zhao, Mi-Na,Ren, Zhi-Hui,Guan, Zheng-Hui
, p. 3337 - 3340 (2018/06/11)
A novel and efficient strategy for the synthesis of 1,6-dihydropyridazines via copper-promoted 6-endo-trig cyclization of readily available β,γ-unsaturated hydrazones have been developed. A series of 1,6-dihydropyridazines have been synthesized by this method with good yields, high functional group tolerance, and remarkable regioselectivity under mild conditions. Importantly, the 1,6-dihydropyridazines can be efficiently converted to biologically important pyridazines in the presence of NaOH.
1. 6 - Dazin and clip clop qinqin apperception composition of synthetic method and five common pathogenic fungi growth inhibiting activity in the application of the
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Paragraph 0228-0234, (2017/12/28)
The present invention provides a synthetic method and application of 1, 6-dihydro pyridazine and pyridazine compounds in inhibition of growth activity of five common pathogenic fungis, the compounds are a compound shown as the formula I, a pyridazine compound shown as the formula III, or enantiomers, diastereoisomers, racemes, pharmaceutically acceptable salts, crystalline hydrates or solvate, wherein R1 is an optionally substituted aryl, optionally substituted benzyl or optionally substituted alkyl; R2 is an optionally substituted aromatic group; and R3 is p-toluenesulfonyl. The compound can be used in the treatment of related diseases caused by fungis.
Ligand-dependent site-selective suzuki cross-coupling of 3,5-dichloropyridazines
Dai, Xing,Chen, Yonggang,Garrell, Stephanie,Liu, Hong,Zhang, Li-Kang,Palani, Anandan,Hughes, Gregory,Nargund, Ravi
, p. 7758 - 7763 (2013/09/02)
General methods for the highly site-selective Suzuki monocoupling of 3,5-dichloropyridazines have been discovered. By changing the ligand employed, the preferred coupling site can be switched from the 3-position to the 5-position, typically considered the less reactive C-X bond. These conditions are applicable to the coupling of a wide variety of aryl-, heteroaryl-, and vinylboronic acids with high selectivities, thus enabling the rapid construction of diverse arrays of diarylpyradazines in a modular fashion.
A new pyridazine series of GABAA α5 ligands
Van Niel, Monique B.,Wilson, Kevin,Adkins, Charles H.,Atack, John R.,Castro, José L.,Clarke, Dawn E.,Fletcher, Stephen,Gerhard, Ute,Mackey, Mark M.,Malpas, Sallie,Maubach, Karen,Newman, Robert,O'Connor, Desmond,Pillai, Gopalan V.,Simpson, Peter B.,Thomas, Steven R.,MacLeod, Angus M.
, p. 6004 - 6011 (2007/10/03)
Screening of the Merck compound collection identified 6 as an unusually simple, low molecular weight hit with moderate affinity for GABAA receptors. The structural novelty of 6, compared to our advanced series of GABAA α5 inverse ago
PHENYLPYRIDAZINE DERIVATIVES AS LIGANDS FOR GABA RECEPTORS
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Page 45, (2008/06/13)
A class of 4-phenylpyridazine derivatives of Formula (I), being selective ligands for GABAA receptors, in particular having high affinity for the α2 and/or α3 and or α5 subunit thereof, are accordingly of benefit in the treatment and/or prevent
New cleavage of the azirine ring by single electron transfer: The synthesis of 2H-imidazoles, pyridazines and pyrrolines
Auricchio, Sergio,Grassi, Simona,Malpezzi, Luciana,Sartori, Attilio Sarzi,Truscello, Ada M.
, p. 1183 - 1187 (2007/10/03)
Here we report the first example of the dimerisation of azirines to 2H-imidazoles or 3,5-disubstituted pyridazines from a reaction promoted by FeCl2. An azirine complex with a radical structure is proposed as an intermediate. Cyclopropyl ketones and pyrrolines are isolated when the reaction is carried out in the presence of styrenes.
Synthesis of 3,5-disubstituted pyridazines by regioselective [4+2] cycloadditions with ethynyltributyltin and subsequent replacement of the organotin substituent
Sauer, Juergen,Heldmann, Dieter K.
, p. 4297 - 4312 (2007/10/03)
Cycloadditions of 3-aryl-1,2,4,5-tetrazines 1a-o with ethynyltributyltin S occur with high regioselectivity to yield 3-aryl-5-tributylstannyl- pyridazines 9-23 in 71-95% yield. Moreover, the stannanes obtained could be utilized as starting materials for t
