17982-55-7Relevant articles and documents
Synthesis of a new series of phosphonylated 1,2,3-triazoles as acyclic analogs of ribavirin
Glowacka, Iwona E.,Balzarini, Jan,Wroblewski, Andrzej E.
, p. 677 - 687 (2013)
A novel series of phosphonylated 1,2,3-triazoles as structural acyclic analogs of ribavirin, in which the 1,2,3-triazole ring was substituted at C4′ with COOMe, CONH2, CONHOH, and CH2NHBoc groups, were synthesized from diethyl azidom
MONOMER AND MULTIMERIC ANTI-HBV AGENTS
-
, (2020/05/15)
The present invention is directed to compounds, compositions and methods for preventing, treating or curing hepatitis B (HBV) infection in human subjects or other animal hosts. The compounds are as also pharmaceutically acceptable, salts, prodrugs, and other derivatives thereof as pharmaceutical compositions and methods for treatment, prevention or eradication of HBV infection.
New 1,2,3-triazole-based analogues of benznidazole for use against Trypanosoma cruzi infection: In vitro and in vivo evaluations
Leite, Débora Inácio,Fontes, Fábio de Vasconcellos,Bastos, Monica Macedo,Hoelz, Lucas Villas Boas,Bianco, Maria da Concei??o Avelino Dias,de Oliveira, Andressa Paula,da Silva, Patricia Bernardino,da Silva, Cristiane Fran?a,Batista, Denise da Gama Jean,da Gama, Aline Nefertiti Silva,Peres, Raiza Brand?o,Villar, Jose Daniel Figueroa,Soeiro, Maria de Nazaré Correia,Boechat, Nubia
, p. 1670 - 1682 (2018/09/10)
Chagas disease has spread throughout the world mainly because of the migration of infected individuals. In Brazil, only benznidazole (Bnz) is used; however, it is toxic and not active in the chronic phase, and cases of resistance are described. This work aimed at the synthesis and the trypanocidal evaluation in vitro and in vivo of six new Bnz analogues (3–8). They were designed by exploring the bioisosteric substitution between the amide group contained in Bnz and the 1,2,3-triazole ring. All the compounds were synthesized in good yields. With the exception of compound 7, the in vitro biological evaluation shows that all Bnz analogues were active against the amastigote form, whereas only compounds 3, 4, 5, and 8 were active against trypomastigote. Compounds 4 and 5 showed the most promising activities in vitro against the form of trypomastigote, being more active than Bnz. In vivo evaluation of compounds, 3–8 showed lower potency and higher toxicity than Bnz. Although the 1,2,3-triazole ring has been described in the literature as an amide bioisostere, its substitution here has reduced the activity of the compounds and made them more toxic. Thus, further molecular optimization could provide novel therapeutic agents for Chagas’ disease.
Synthesis and antiproliferative activity of novel α- And β-dialkoxyphosphoryl isothiocyanates
Psurski, Mateusz,Blaewska, Katarzyna,Gajda, Anna,Gajda, Tadeusz,Wietrzyk, Joanna,Oleksyszyn, Jozef
supporting information; experimental part, p. 4572 - 4576 (2011/09/15)
A series of 15 mostly new dialkoxyphosphoryl alkyl and aralkyl isothiocyanates were synthesized using two alternative strategies, and their in vitro antiproliferative activity against several cancer cell lines (including drug resistant) is here demonstrat
Convenient synthesis of dialkyl 1-azidoalkylphosphonates using tetramethylguanidinium azide as azidation agent
Blaszczyk, Roman,Gajda, Tadeusz
, p. 1110 - 1119 (2008/09/18)
A simple and safe method for the preparation of dialkyl 1-azidoalkylphosphonates from dialkyl 1-(4-nitrobenzenesulfonyloxy) alkylphosphonates (dialkyl 1-(nosyloxy)alkylphosphonates) and tetramethylguanidinium azide (TMGA) has been developed. Copyright Tay
Reactions of phosphonates with organohaloboranes: New route to molecular borophosphonates
Mortier, Jacques
, p. 4266 - 4275 (2008/10/08)
Phosphonates RPO(OR′)2 (R = Me, R′ = Et (1); R = CH2Ph, R′ = Et (2); R = CH double bond CH2, R′ = Et (3); R = CH2-CH double bond CH2, R′ = Me (4); R = CH2N3, R′ = Et (5)) react with CyBCl2 (6; Cy = C6H11) in a 1:1 molar ratio in toluene at -30 °C to form the primary adducts CyBCl2·O double bond PR(OR′)2 (7-11). These products undergo a thermally induced bis-chlorodealkylation with the formation of mixtures of oligomers [-O-PR(O-)-O-BCy(O-)]n (22-26) having isovalent P-O-B groupings. Under electron impact mass spectral conditions, the ions [RPO3BCy]4-Cy, which may be attributed to tetramers [RPO3BCy]4 (22′-26′), are detected. Compounds 22′-26′ presumably possess a central cubic M4O12P4 framework that is analogous to those found in alumino- and gallophosphate materials. NMR monitoring shows that [CyBCl(μ2-O)2PR(OR′)]2 (12-16) are formed as intermediates in these reactions. These unstable dimers 12-16 possess a cyclic core analogous to the single-four-ring (4R) secondary building units (SBUs) found in zeolites and phosphate molecular sieves. Hydrolysis of 12-16 and 22-26 with methanol at 30 °C gave respectively RPO(OH)(OR′) (17-21) and RPO(OH)2 (27-31). NMR monitoring reveals that the cyclic dimer [Me2B(μ2-O)2P(CH2Ph)(OEt)]2 (35a) is the primary adduct in the reaction of PhCH2PO(OEt)2 (2) with Me2BBr (34). Heating or prolonged storage at room temperature leads to a mixture of 35a, cyclic borophosphonate Me2BC(μ2-O)2P(CH2Ph)(OEt) (35b), and the mixed anhydride of benzylphosphonic acid and dimethylborinic acid (35c).
Application of 1-azidoalkylphosphonates in the synthesis of phosphonodipeptides and other N-substituted aminophosphonates
Gajda, Tadeusz,Sikora, Dorota,Nonas, Tomasz
, p. 581 - 584 (2007/10/03)
Efficient synthesis of diethyl 1-(isothiocyano)alkylphosphonates, and N-derivatives of diethyl 1-aminoalkylphosphonates as well as phosphonodipeptides were developed using diethyl 1-azidoalkylphosphonates as starting materials.
New route to aminomethylphosphonic acid via bis(trifluoroethyl) phosphonate transesterification
Berte-Verrando, Sylvie,Diziere, Rachel,Samadi, Mohammad,Savignac, Philippe
, p. 3125 - 3128 (2007/10/03)
Transesterification of bis(trifluoroethyl) chloromethyl- and azidomethyl-phosphonates with alcohols in the presence of catalytic quantities of alcoholates gives dialkyl chloromethyl- and azidomethyl-phosphonates in good yield.This process has been used fo
DIETHYL 1-AZIDOALKYLPHOSPHONATES AS USEFUL INTERMEDIATES: PREPARATION OF DIETHYL 1-AMINOALKYLPHOSPHONATE HYDROCHLORIDES
Gajda, Tadeusz,Matusiak, Maciej
, p. 192 (2007/10/02)
A new, simple and efficient route to the primary and secondary diethyl 1-aminoalkylphosphonate hydrochlorides has been devised.
An expedient synthesis of diethyl 1-azidoalkylphosphonates via the Mitsunobu reaction
Gajda,Matusiak
, p. 367 - 368 (2007/10/02)
Diethyl 1-azidoalkylphosphonates were obtained in high yield, and under mild conditions by the reaction of diethyl 1-hydroxyalkylphosphonates with hydrazoic acid in the presence of triphenylphosphine/diethyl azodicarboxylate (the Mitsunobu reaction).
