5814-39-1Relevant academic research and scientific papers
An Attempt to Achieve Hydrated Imidazoline Ring Expansion (HIRE) of Diarene-Fused [1,4]Diazepinones Delivers Selective Dopamine D 2Receptor Ligands
Grintsevich, Sergey,Sapegin, Alexander,Duszyńska, Beata,Bojarski, Andrzej J.,Krasavin, Mikhail
, p. 658 - 666 (2021/11/12)
Attempts to extend the hydrated imidazoline ring expansion (HIRE) strategy to a series of diarene-fused [1,4]diazepinones (earlier applied successfully to bis-pyrido substrate nevirapine) did not result in ring expansion but, rather, led to 2-aminoethyl side chain expulsion. This seeming setback (setting the limitations to the HIRE methodology substrate scope) led to the discovery of selective dopamine D2 ligands with elements of structure activity relationships.
BENZIMIDAZOLONE CHYMASE INHIBITORS
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, (2009/01/20)
Disclosed are small molecule inhibitors which are useful in treating various diseases and conditions involving chymase.
Dibenzo-fused seven-membered nitrogen heterocycles by a tandem reduction-lactamization reaction
Bunce, Richard A.,Schammerhorn, James E.
, p. 1031 - 1035 (2007/10/03)
Efficient syntheses of dibenz[b,f][1,4]oxazepin-11(10H)-one, 5,10-dihydro-11H-dibenzo[b,e][1,4]-diazepin-11-one and 5,11-dihydro-6H-dibenz[b, e]azepin-6-one are described using a tandem reduction-lactamization sequence. Precursors for these ring systems are available in 1-3 steps using nucleophilic aromatic substitution and Ullmann coupling methodology. Direct reduction-lactamization of these compounds using iron powder in acetic acid at 115° affords the target heterocycles in ≥90% yield.
Efficient methods for the synthesis of 2-hydroxyphenazine based on the Pd-catalyzed N-arylation of aryl bromides
Tietze, Mario,Iglesias, Alberto,Merisor, Elena,Conrad, Juergen,Klaiber, Iris,Beifuss, Uwe
, p. 1549 - 1552 (2007/10/03)
(Chemical Equation Presented) Substituted diphenylamines can be synthesized by Pd(0)-catalyzed N-arylation using o-nitroanilines and nitro-substituted aryl bromides for a substrate. Cyclization of the diphenylamines by various methods, including the intramolecular Pd(0)-catalyzed N-arylation, produces 2-methoxyphenazine which can easily be deprotected to give 2-hydroxyphenazine. This phenazine is required to synthesize methanophenazine, a novel redoxactive cofactor isolated from methanogenic archaea.
An improved synthesis of N-substituted-2-nitroanilines
Chauhan,Singh, Ram,Geetanjali
, p. 2899 - 2906 (2007/10/03)
The reaction of 2-chloronitrobenzene with substituted amines/ anilines in the presence of DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) gives N-substituted-2-nitroanilines in good to excellent yields (>75-90%).
COENZYME MODELS. PART 45. SYNTHESIS OF ATROPISOMERIC FLAVINS AND THEIR NOVEL REDOX-INDUCED RACEMISATION
Shinkai, Seiji,Nakao, Hideki,Kuwahara, Itsuko,Miyamoto, Megumi,Yamaguchi, Toshiro,Manabe, Osamu
, p. 313 - 320 (2007/10/02)
Seven (5-carba)isoalloxazines with restricted rotation about the C(1')-N(10) single bond were synthesized for the first time.They were optically resolved by a liquid chromatographic method.Six of these atropisomers (92.1-100 percent enantiomeric excess) (
Metal Template Reactions. XVII. The Attempted Dimerization of Amino Carbonyl Compounds Containing a Supporting Donor Atom
Black, David St. C.,Rothnie, Neil E.
, p. 1149 - 1157 (2007/10/02)
Attempts to effect metal template condensative dimerizations of the amino aldehydes (4), (11) and (12) and the amino ketone (24) have been unsuccessful.Oxidation of the alcohol (9) did not allow isolation of the aldehyde (4).The alcohol (17) underwent oxi
