17059-74-4Relevant academic research and scientific papers
Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones
Bu, Jiping,Huang, Zijun,Li, Shaoke,Ma, Xiantao,Wu, Kairui,Yang, Jiusi,Yu, Renjie,Zhang, Zhenlei
supporting information, (2021/12/20)
We have developed a method to synthesize α,α-dihaloketones under electrochemical conditions. In this reaction, the Cl- or Br- is oxidized to Cl2 or Br2 at the anode, which undergoes two-step addition reactions with the N,N-dimethyl enaminone, and finally breaks C[dbnd]C of the N,N-dimethyl enaminone to generate α,α-dihaloketones. The electrosynthesis reaction can be conveniently carried out in an undivided electrolytic cell at room temperature. In addition, various functional groups are compatible with this green protocol which can be applied simultaneously to the gram scale without significantly lower yield.
Synthesis and evaluation of N-substituted 2-amino-4,5-diarylpyrimidines as selective adenosine A1receptor antagonists
Alachouzos, Georgios,Lenselink, Eelke B.,Mulder-Krieger, Thea,de Vries, Henk,IJzerman, Adriaan P.,Louvel, Julien
, p. 586 - 602 (2016/10/12)
We report the synthesis and biological evaluation of new 2-amino-4,5-diarylpyrimidines as selective antagonists at the adenosine A1receptor. The scaffold they are based upon is a deaza variation of a previously reported collection of 3-amino-5,6-diaryl-1,2,4-triazines, members of which had a subnanomolar affinity but limited selectivity over the A2Asubtype. Initially, similar structure-affinity relationships at the 5-aryl ring were established, and then emphasis was put on increasing selectivity at the hA1AR by introducing substituents on the N2-position, all the while maintaining a nanomolar affinity. Compound 3z, bearing a trans 4-hydroxycyclohexyl substituent, was identified as a potent (Ki(hA1AR) = 7.7 nM) and selective (Ki(hA2AAR) = 1389 nM) antagonist at the human adenosine A1receptor. Computational docking was effected at the A1and A2Asubtypes, rationalizing the effect of the 4-hydroxycyclohexyl substituent on selectivity, in relation with the nature of the substituent on the 5-position of the pyrimidine.
PPAR AGONIST COMPOUNDS, PREPARATION AND USES
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Page/Page column 14, (2011/08/22)
The present invention relates to novel PPAR agonist compounds as well as pharmaceutical compositions containing them. The compounds according to the invention are of quite particular therapeutic interest, notably for treating diabetes and/or dyslipidemias, as well as for preventing cardiovascular pathologies.
HETEROCYCLIC COMPOUND DERIVATIVES AND MEDICINES
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Page 28, (2010/02/05)
The present invention provides a compound which is useful as a PGI2 receptor agonist, and a pharmaceutical composition. The present invention is directed to a pharmaceutical composition comprising a compound represented by the following formula [1]: (R1 and R2 are the same or different and each represents optionally substituted aryl, Y represents N or CH, Z represents N or CH, A represents NH, NR5, O, S, or ethylene, R5 represents alkyl, D represents alkylene or alkenylene, E represents phenylene or single bond, G represents O, S, or CH2, R3 and R4 are the same or different and each represents hydrogen or alkyl, Q represents carboxy, alkoxycarbonyl, tetrazolyl, carbamoyl, or N-(alkylsulfonyl)carbamoyl), or a pharmaceutically acceptable salt thereof as an active ingredient.
6-Aryl-pyrazolo[3,4-b]pyridines: Potent inhibitors of glycogen synthase kinase-3 (GSK-3)
Witherington, Jason,Bordas, Vincent,Gaiba, Alessandra,Garton, Neil S.,Naylor, Antoinette,Rawlings, Anthony D.,Slingsby, Brian P.,Smith, David G.,Takle, Andrew K.,Ward, Robert W.
, p. 3055 - 3057 (2007/10/03)
A novel series of 6-aryl-pyrazolo[3,4-b]pyridines has been identified that are potent inhibitors of glycogen synthase kinase-3 (GSK-3).
STUDY OF THE ESCHENMOSER SULFIDE CONTRACTION METHOD WITH AND WITHOUT A THIOPHILE
Corsaro, A.,Perrini, G.,Testa, M. G.,Chiacchio, U.
, p. 197 - 206 (2007/10/02)
Results obtained and observations made by applying the title method for the synthesis of enaminones 5a-o, using triphenylphosphine as a thiophile and triethylamine as a base, are reported.The product distributions of the deprotonations of α-phenacylthio iminium bromides with and without thiophile and those known from thiouronium and heterocyclic thionium analogs are compared.Key words: Enaminones; α-phenacylthio iminium bromides; disulfides; thiiranes.
Reaction of Singlet Oxygen with Enamino Carbonyl Systems. A General Method for the Synthesis of α-Keto Derivatives of Lactones, Esters, Amides, Lactams, and Ketones
Wasserman, Harry H.,Ives, Jeffrey L.
, p. 3573 - 3580 (2007/10/02)
A general method for the introduction of a ketone α to the carbonyl group of a ketone, lactone. ester, substituted amide, or lactam has been developed involving the formation and dye-sensitized photooxygenation of enamino carbonyl intermediates.
