14236-04-5Relevant academic research and scientific papers
Coupling component containing phthalimide structure as well as preparation method and application thereof (by machine translation)
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Paragraph 0063-0064; 0066, (2020/07/13)
The invention discloses a phthalimide structure-containing coupling component and a preparation method and application thereof, and the structural formula is shown in a formula (7). To the coupling component containing phthalimide, the phthalimide structu
LSD1 Inhibitors
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Paragraph 0312; 0313; 0333; 0334, (2017/07/14)
The present invention relates to compounds that inhibit LSD1 activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of treating cancer using the compounds and pharmaceutical compositions of the present invention.
Highly regioselective and efficient synthesis of aminoepoxides by ring closure of aminohalohydrins mediated by KF-Celite
Pace, Vittorio,Hoyos, Pilar,Sinisterra, José Vicente,Alcántara, Andrés R.,Holzer, Wolfgang
supporting information; experimental part, p. 1831 - 1834 (2011/09/16)
The regioselective synthesis of several aminoepoxides has been achieved without observing any trace of azetidinols, which are usually reported as the exclusive reaction products when aminohalohydrins are treated with bases. The use of the mild supported base KF-Celite in refluxing acetonitrile is crucial for modulating the excellent regioselectivity observed. Georg Thieme Verlag Stuttgart . New York.
Simple synthesis of β-acetoxy thiocyanates from oxiranes
Lukowska-Chojnacka, Edyta,Plenkiewicz, Jan
body text, p. 1999 - 2006 (2011/06/24)
A convenient and simple method for the preparation of previously unknown β-acetoxy thiocyanates by regioselective ring opening of the corresponding oxiranes with thiocyanate anion followed by acetylation is described. The shorter reaction times, better yields of the products, and easy workup are the advantages of this methodology.
Synthesis, Src kinase inhibitory and anticancer activities of 1-substituted 3-(N-alkyl-N-phenylamino)propane-2-ols
Sharma, Deepti,Sharma, Raman K.,Bhatia, Sumati,Tiwari, Rakesh,Mandal, Deendayal,Lehmann, Jessica,Parang, Keykavous,Olsen, Carl E.,Parmar, Virinder S.,Prasad, Ashok K.
experimental part, p. 1164 - 1172 (2011/11/05)
A series of 3-(N-alkyl-N-phenylamino)propan-2-ol derivatives were synthesized from epichlorohydrine in a multi-step strategy and were evaluated as Src kinase inhibitors. First, epoxy ring opening of epichlorohydrine was carried out in the presence of N-alkylanilines to yield 3-(N-alkyl-N-phenylamino)-1-chloro-propan-2-ol derivatives using Ca(OTf)2 as catalyst based on our previous studies [1]. Second, ring closure was performed under basic conditions to afford N-epoxymethyl N-alkylaniline derivatives. Finally, the epoxide ring opening with four different secondary amines and three nucleobases afforded the final products, i.e., a series of β-amino alcohols. All compounds were screened for their inhibitory activity against Src kinase and anticancer activity on human breast carcinoma cells, BT-20 cell line. Among all compounds, 3-N-methyl-N-phenylamino-1-(pyrrolidin-1-yl)propan-2-ol (13b) exhibited the highest inhibitory potency (IC50 = 66.1 μM) against Src kinase. Structure-activity relationship studies suggested that the incorporation of bulky groups at position 1 and N-substitution with groups larger than methyl moiety, reduced the inhibitory potency of the compound significantly. Compounds 3-(N-ethyl-N-phenylamino-)-1-(4-methylpiperazin-1-yl)propan-2-ol (14c) and 3-(N-ethyl-N-phenylamino)-1-(thymine-1-yl)propan-2-ol (17) were found to inhibit the growth of breast carcinoma cells by approximately 45-49% at concentration of 50 μM.
Al(OTf)3-mediated epoxide ring-opening reactions: Toward piperazine-derived physiologically active products
Williams, D. Bradley G.,Cullen, Adam
supporting information; experimental part, p. 9509 - 9512 (2010/03/04)
(Chemical Equation Presented) Al(OTf)3 is a good catalyst for the ring opening of epoxides, forming β-amino alcohols bearing the piperazine motif. Two different strategies were examined, where the glycidyl ether resided on one-half of the molec
Novel diphenylalkyl piperazine derivatives with dual calcium antagonistic and antioxidative activities
Kimura, Makoto,Masuda, Tomoko,Yamada, Koji,Kubota, Nobuo,Kawakatsu, Nobuyuki,Mitani, Masaki,Kishii, Kenichi,Inazu, Masato,Namiki, Takayuki
, p. 1947 - 1950 (2007/10/03)
Two types of novel diphenylalkyl piperazine derivatives containing the thio or aminopropanol moiety substituted by phenyl or benzyl group were synthesized, and evaluated for their calcium antagonistic and antioxidative activities. These compounds showed apparent inhibitions against KCl-induced contractions in isolated rat aorta. Among them, phenylamino compound 9 and benzylamino compound 13 also possessed potent inhibitory activities against auto-oxidative lipid peroxidations in canine brain homogenates. Two representative compounds 3a and 9 were evaluated for their inhibitory activities against KCl-induced contractions in isolated canine arteries (basilar, coronary, mesenteric, and renal). Both compounds showed the most potent inhibitions to basilar artery.
New Anticancer Agents: Synthesis of 1,2-Dihydropyridopyrizines (1-Deaza-7,8-dihydropteridines)
Temple, Carroll,Wheeler, Glynn P.,Elliott, Robert D.,Rose, Jerry D.,Kussner, Conrad L.,et al.
, p. 1045 - 1050 (2007/10/02)
Reaction of α-aminoacetophenone oximes (2) with ethyl 6-amino-4-chloro-5-nitropyridine-2-carbamate (1) gave ethyl 6-amino-5-nitro-4-pyridine-2-carbamate oximes (3), which were hydrolyzed under acidic conditions to give the corresponding ketones (4).Related pyridines substituted with keto side chain were prepared from 1 and 1,3-diaminopropanone oximes and by oxidation of the side-chain hydroxy group of ethyl 6-amino-4-amino>-5-nitropyridine-7-carbamates (6).Catalytic hydrogenation of the nitro group of 4 over Raney nickel in a large volume of ethanol gave the 1-deaza-7,8-dihydropteridines (7).Several of the oximes 3 were successfully hydrogenated to give 7 directly.The resulting 1-deaza-7,8-dihydropteridines showed potent cytotoxicity against cultured L1210 cells and significant anticancer activity against lymphocytic leukemia P-388 in mice.THese biological activities are attributed to the accumulation of cells at mitosis.
