40310-36-9Relevant academic research and scientific papers
Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition
Mahalingam,Wan, Yiqian,Murugaiah,Wallinder, Charlotta,Wu, Xiongyu,Plouffe, Bianca,Botros, Milad,Nyberg, Fred,Hallberg, Anders,Gallo-Payet, Nicole,Alterman, Mathias
experimental part, p. 4570 - 4590 (2010/09/12)
Structural alterations to the benzylic position of the first drug-like selective angiotensin II AT2 receptor agonist (1) have been performed, with the emphasis to reduce the CYP 450 inhibitory property of the initial structure. The imidazole moiety, responsible for the CYP 450 inhibitory effect in 1, was replaced with various heterocycles. In addition, the modes of attachment of the heterocycles, that is, carbon versus nitrogen attachment, and introduction of carbonyl functionalities to the benzylic position have been evaluated. In all the three series, AT2 receptor ligands with affinity in the lower nanomolar range were identified. None of the analogues, regardless of the substituents, exhibited any affinity for the AT1 receptor. Compounds with substantially reduced inhibition of the CYP 450 enzymes were obtained. Among them the compound 60 was found to induce neurite elongation in NG 108-15 cells and served as potent AT2 selective agonist.
Synthesis of functionalized unsymmetrical thiophene diols and their use in the synthesis of cis-21-monothia- and cis-21,23-dithiaporphyrin building blocks with two different functional groups
Punidha, Sokkalingam,Ravikanth, Mangalampalli
, p. 2199 - 2203 (2007/10/03)
A series of functionalized unsymmetrical thiophene diols were synthesized and used for the synthesis of cis-21-monothia and cis-21,23-dithiaporphyrin building blocks having two different functional groups at meso-positions. To show the use of the cis-thia
NEW TRICYCLIC ANGIOTENSIN II AGONISTS
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Page 56, (2010/02/07)
There is provided compounds of formula (I), wherein the dotted lines, XI, X2, X3, X4, A, YI, Y2, Y3, Y4, ZI, Z2, R2 and R3
One-flask synthesis of mono- and trifunctionalized 21-thia and 21-oxaporphyrin building blocks and their application in the synthesis of covalent and noncovalent unsymmetrical porphyrin arrays
Gupta, Iti,Ravikanth, Mangalampalli
, p. 6796 - 6811 (2007/10/03)
A rapid synthetic route has been developed to synthesize mono- and trifunctionalized 21-thia and 21-oxaporphyrin systems using simple precursors such as 2[α-(aryl)-α-hydroxvmethyl] thiophene (thiophene mono-ol) and 2[α-(aryl)-α-hydroxvmethyl] furan (furan mono-ol), respectively. Condensation of one equivalent of thiophene or furan mono-ol with two equivalents of aryl aldehyde and three equivalents of pyrrole under porphyrin forming conditions followed by column chromatography resulted in functionalized 21-thia or 21-oxaporphyrins. To synthesize monofunctionalized porphyrins, the mono-ol containing the functionalized aryl group was used. The functionalized aldehydes were used to synthesize trifunctionalized porphyrins. The mono-ol method is versatile and applicable to synthesize mono- and trifunctionalized 21-thia and 21-oxaporphyrins containing functional groups such as iodophenyl, ethynylphenyl, hydroxyphenyl, bromophenyl, and pyridyl groups. The monofunctionalized porphyrin building blocks containing iodophenyl and ethynylphenyl groups were used further to synthesize four unsymmetrical covalent porphyrin dimers containing two different porphyrin cores such as N 3S-N4, N3O-N4, and N 3S-N3O bridged via diaryl ethyne group and one symmetrical phenylethyne bridged dimer containing two N3S cores. A preliminary photophysical study on these dimers indicated a possibility of energy transfer from one subunit to another. We also demonstrated the use of trifunctionalized porphyrins in the synthesis of two noncovalent unsymmetrical porphyrin tetramers containing one N3S and three N4 porphyrin subunits.
