13097-03-5Relevant academic research and scientific papers
Herstellung der 1H-Indazole durch Photolyse von 2-Aminophenylketon-O-(aethoxycarbonyl)oximen und von 3,1,4-Benzoxadiazepin-2(1H)-onen
Pfoertner, Karl-Heinz,Foricher, Joseph
, p. 798 - 806 (1982)
Irradiation of (E)- and (Z)-O-(ethoxycarbonyl)oximes 1 of 2-aminophenyl ketones in solution with UV. and/or visible light gives 1H-indazole derivatives 2 in high yields (Scheme 1).For this reaction the amino group must be un- or monosubstituted.With the N
Synthesis of 1H-indazoles from N-tosylhydrazones and nitroaromatic compounds
Liu, Zhenxing,Wang, Long,Tan, Haocheng,Zhou, Shiyi,Fu, Tianren,Xia, Ying,Zhang, Yan,Wang, Jianbo
supporting information, p. 5061 - 5063 (2014/05/06)
A new method for the synthesis of 1H-indazoles from readily available N-tosylhydrazones and nitroaromatic compounds has been developed. This transformation occurs under transition-metal-free conditions and shows a wide substrate scope. The method has been
ML212: A small-molecule probe for investigating fluconazole resistance mechanisms in Candida albicans
Youngsaye, Willmen,Hartland, Cathy L.,Morgan, Barbara J.,Ting, Amal,Nag, Partha P.,Vincent, Benjamin,Mosher, Carrie A.,Bittker, Joshua A.,Dandapani, Sivaraman,Palmer, Michelle,Whitesell, Luke,Lindquist, Susan,Schreiber, Stuart L.,Munoz, Benito
, p. 1501 - 1507 (2013/10/22)
The National Institutes of Health Molecular Libraries and Probe Production Centers Network (NIH-MLPCN) screened >300,000 compounds to evaluate their ability to restore fluconazole susceptibility in resistant Candida albicans isolates. Additional counter screens were incorporated to remove substances inherently toxic to either mammalian or fungal cells. A substituted indazole possessing the desired bioactivity profile was selected for further development, and initial investigation of structure-activity relationships led to the discovery of ML212.
A practical, metal-free synthesis of 1H-Lndazoles
Counceller, Carla M.,Eichman, Chad C.,Wray, Brertda C.,Stambuli, James P.
supporting information; experimental part, p. 1021 - 1023 (2009/04/07)
The synthesis of 1H-indazoles is achieved from o-aminobenzoximes by the selective activation of the oxime in the presence of the amino group. The reaction occurs with a variety of substituted o-aminobenzoximes using a slight excess of methanesulfonyl chloride and triethylamine at 0-23 °C and is amenable to scale-up. The synthesis of 1 H-indazoles under these conditions is extremely mild compared with previous synthetic approaches and affords the desired compounds in good to excellent yields.
Synthesis of 3-aryl-1-[(4-phenyl-1-piperazinyl)butyl]indazole derivatives and their affinity to 5-HT(1A) serotonin and dopamine D1 receptors
Andronati,Sava,Makan,Kolodeev
, p. 99 - 101 (2007/10/03)
Eight 3-arylindazole derivatives have been synthesized and their affinity to 5-HT(1A) serotonin and D1 dopamine receptors was investigated by radioligand analysis. Quantitative structure-activity relationships were studied using the Free-Wilson model. An increase in affinity to dopamine D1 receptors within substituents Br > Cl > CH3 at the 5-position of the 3- arylindazole molecule has been observed. Addition of a chlorine atom to the ortho-position the of phenyl ring let to even highes activity. Replacement of the hydrogen atom at the first position of the 3-arylindazole on the (phenylpiperazine)butyl substituent caused an increase of affinity and did not change the trends of affinity dependence on structure. An inverse dependence on the structure of the studied compounds was observed for the serotonin 5-HT(1A) receptors. Compounds containing a methyl group at the 5- position of molecule were more active than compounds containing halogens. A chlorine atom at the ortho-position of the phenyl ring decreased affinity. Replacement of the hydrogen atom at the first position of the molecule on the phenylpiperazine)butyl substituent led to an increase in affinity. Selectivity of the studied compounds varied within a wide range. Generally, the presence of the 3-aryl-indazole fragment in the new buspirone analogues increased their affinity to dopamine receptors and reduced their affinity to serotonin receptors. Compounds containing a bromine atom in the 3- arylindazole moiety may be promising ligands for D1 receptors.
