110338-86-8Relevant articles and documents
PROCESS FOR PREPARING 5-[[4-[2-[5-(1-HYDROXYETHYL)-2-PYRIDINYL]ETHOXY]PHENYL]METHYL]-2,4-THIAZOLIDINEDIONE AND SALTS THEREOF
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Paragraph 0261; 0262, (2018/07/29)
The disclosure provides a process of making the compound of Formula I, and pharmaceutically acceptable salts thereof: and the process of making the intermediate of Formula III: wherein PG is as defined as set forth in the specification.
NOVEL PYRIMIDINE CARBOXAMIDES AS INHIBITORS OF VANIN-1 ENZYME
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Page/Page column 101, (2018/03/26)
Compounds, pharmaceutically acceptable salts thereof, are disclosed wherein the compounds have the structure of (I) as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates a
2,4-THIAZOLIDINEDIONE DERIVATIVES IN THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISORDERS
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Page/Page column 23; 24, (2015/11/17)
The present invention provides 5-(4-(2-(5-(1-hydroxyethyl)pyridine-2-yl)ethoxy) benzyl)thiazolidine-2,4-dione and novel stereoisomers of said compound for use in the treatment of central nervous system (NS) disorders.
COMPOUNDS WHICH POTENTIATE THE AMPA RECEPTOR AND USES THEREOF IN MEDICINE
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Page/Page column 32, (2009/07/25)
Compounds of formula (I) and salts thereof are provided: wherein n is 0, 1, 2 or 3; R1 is selected from phenyl and pyridyl, each of which is optionally substituted by one or two groups independently selected from C1-4alkyl and haloge
Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone
Tanis, Steven P.,Parker, Timothy T.,Colca, Jerry R.,Fisher, Roberta M.,Kletzein, Rolf F.
, p. 5053 - 5063 (2007/10/03)
Pioglitazone (5-(4-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4- thiazolidinedione, 2) is a prototypical antidiabetic thiazolidinedione that had been evaluated for possible clinical development. Metabolites 6-9 have been identified after dosing of rats and dogs. Ketone 10 has not yet been identified as a metabolite but has been added to the list as a putative metabolite by analogy to alcohol 6 and ketone 7. We have developed improved syntheses of pioglitazone (2) metabolites 6-9 and the putative metabolite ketone 10. These entities have been compared in the KKA(y) mouse model of human type-II diabetes to pioglitazone (2). Ketone 10 has proven to be the most potent of these thiazolidinediones in this in vivo assay. When 6-10 were compared in vitro in the 3T3-L1 cell line to 2, for their ability to augment insulin-stimulated lipogenesis, 10 was again the most potent compound with 6, 7, and 9 roughly equivalent to 2. These data suggest that metabolites 6, 7, and 9 are likely to contribute to the pharmacological activity of pioglitazone (2), as had been previously reported for ciglitazone (1).
Studies on antidiabetic agents. XII. Synthesis and activity of the metabolites of (±)-5-[p-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl]-2,4- thiazolidinedione (pioglitazone)
Sohda,Ikeda,Meguro
, p. 2168 - 2172 (2007/10/03)
The metabolites of (±)-5-[p-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl]-2,4- thiazolidinedione (1, pioglitazone), which is a representative insulin- sensitizing agent, were synthesized to confirm their structures and for studies of their pharmacological properti
Hydroboration. 75. Directive Effects in the Hydroboration of Vinyl and Propenyl Heterocycles with Representative Hydroborating Agents
Brown, Herbert C.,Prasad, J. V. N. Vara,Zee, Sheng-Hsu
, p. 439 - 445 (2007/10/02)
The hydroboration of representative heterocyclic compounds bearing a vinyl or propenyl substituent with borane-methyl sulfide (BMS), 9-borabicyclononane (9-BBN), dicyclohexylborane (Chx2BH), and disiamylborane (Sia2BH) was investigated systematically to establish directive effects in the hydroboration.The directive effects observed for 2-vinylfuran and 2-vinylthiophene are similar to those realized in styrene.The hydroboration of vinylpyridine required an excess of borane hydroborating agent.Alternatively, the nitrogen atom could be protected by complexing with boron trifluoride.When the vinyl group is ortho or para to the pyridine nitrogen, α-organoboranes are the major products in the hydroboration.However, when the vinyl group is meta to the pyridine nitrogen, β-organoboranes are formed predominantly.Hydroboration of the vinyl-pyridine-BF3 complexes results in an increase in the formation of α-organoboranes, as compared to β.The distribution of boron in the hydroboration of 2-propenyl heterocyclic compounds compared to that of trans-1-propenylbenzene showed that the effect of the heterocycle is pronounced in directing the boron atom strongly to the α-carbon atom.
