142968-10-3Relevant academic research and scientific papers
Diels-Alder reaction of furan with methyl 3-bromopropiolate: A route to methyl 3-oxo-7-oxabicyclo[2.2.1]hept-5-en-2-carboxylate
Leroy, Jacques
, p. 2969 - 2972 (1992)
The two epimers of methyl 3-oxo-7-oxabicyclo[2.2.1]hept-5-en-2-carboxylate have been prepared from furan and methyl 3-bromopropiolate as a methoxycarbonylketene equivalent. The final step required hydrolysis of acetals by Nafion-H.
6-HYDROXY-8-OXATRICYCLO[3.2.1.02,4]OCTANE-2-CARBOXAMIDE DERIVATIVES FOR INDUCING CHONDROGENESIS FOR TREATING JOINT DAMAGE
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Page/Page column 13; 24, (2020/07/06)
The present invention provides 6-hydroxy-8- oxatricyclo[3.2.1.02,4]octane-2-carboxamide derivatives of Formula (1) wherein the variables are as defined herein. The present invention further provides pharmaceutical compositions comprising such compounds. The compounds are used for inducing chondrogenesis, in methods of treating or preventing joint damage, resulting from joint injury or arthritis, and for inducing hyaline cartilage production. The present description discloses the preparation of exemplary compounds as well as pharmacological data thereof (examples 1 to 82; tables 1 and 2). An exemplary compound is e.g. rac-(1R,2R,4S,5R,6S)-4-(2- fluoropyridin-4-yl)-6-hydroxy-N-(4-(trifluoromethyl)pyridin-2-yl)-8- oxatricyclo[3.2.1.02,4]octane-2-carboxamide (example 1).
COMPOUNDS AND COMPOSITIONS FOR INDUCING CHONDROGENESIS
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Page/Page column 36, (2019/01/06)
The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof; (I) or a pharmaceutically acceptable salt, tautomer, or stereoisomer thereof, wherein the variables are as defined herein. The present invention further provides pharmaceutical compositions comprising such compounds; and methods of using such compounds for treating joint damage or injury in a mammal, for inducing hyaline cartilage production or for inducing differentiation of chondrogenic progenitor cells into mature chondrocytes.
QSAR studies and pharmacophore identification for arylsubstituted cycloalkenecarboxylic acid methyl esters with affinity for the human dopamine transporter
Christensen, Helena S.,Boye, Soren V.,Thinggaard, Jacob,Sinning, Steffen,Wiborg, Ove,Schiott, Birgit,Bols, Mikael
, p. 5262 - 5274 (2008/03/15)
Data from a series of 29 monoamine transport inhibitors were used to generate 2D and 3D QSAR models for their binding affinity to the human dopamine transporter (hDAT). Among the inhibitors were many non-nitrogen containing compounds. The 2D QSAR analysis resulted in the equation -log Ki = 4.00 - 3.93ELUMO - 0.67EHOMO - 3.24σp, which predicted the importance of electron withdrawing groups in the aromatic moiety. However, the model failed to predict the observed poor binding of nitro-substituted compounds. In contrast, a derived 3D QSAR model was capable of predicting these more correctly.
