1-(3-5-5-8-8-pentamethyl-5-6-7-8-tetrahydro-2-naphthyl)-1h-benzotriazole-5-carboxylic-acid and Teratogenesis

1-(3-5-5-8-8-pentamethyl-5-6-7-8-tetrahydro-2-naphthyl)-1h-benzotriazole-5-carboxylic-acid has been researched along with Teratogenesis* in 1 studies

Other Studies

1 other study(ies) available for 1-(3-5-5-8-8-pentamethyl-5-6-7-8-tetrahydro-2-naphthyl)-1h-benzotriazole-5-carboxylic-acid and Teratogenesis

Article	Year
3H-Imidazo[4,5-b]pyridine-6-carboxylic acid derivatives as rexinoids with reduced teratogenicity. Bioorganic & medicinal chemistry letters, 2019, 08-01, Volume: 29, Issue:15 Several retinoid X receptor (RXR) ligands (rexinoids), such as bexarotene (1), exhibit teratogenicity, which is a serious impediment to their clinical application. We considered that rexinoids with a lower level of maximal RXR transcription activation (i.e., partial agonists) and lower lipid solubility might show weaker adverse side effects. Based on this idea, we modified our previously reported pentamethyltetralin-type RXR partial agonists 5 and 6 to reduce their lipophilicity. Here, we report a new RXR partial agonist, 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2-(trifluoromethyl)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid (8, CATF-PMN), which showed greatly reduced teratogenicity in zebrafish embryos. Topics: Animals; Carboxylic Acids; Humans; Retinoid X Receptors; Teratogenesis; Zebrafish	2019

Article

Year

3H-Imidazo[4,5-b]pyridine-6-carboxylic acid derivatives as rexinoids with reduced teratogenicity.

Bioorganic & medicinal chemistry letters, 2019, 08-01, Volume: 29, Issue:15

Several retinoid X receptor (RXR) ligands (rexinoids), such as bexarotene (1), exhibit teratogenicity, which is a serious impediment to their clinical application. We considered that rexinoids with a lower level of maximal RXR transcription activation (i.e., partial agonists) and lower lipid solubility might show weaker adverse side effects. Based on this idea, we modified our previously reported pentamethyltetralin-type RXR partial agonists 5 and 6 to reduce their lipophilicity. Here, we report a new RXR partial agonist, 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2-(trifluoromethyl)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid (8, CATF-PMN), which showed greatly reduced teratogenicity in zebrafish embryos.

Topics: Animals; Carboxylic Acids; Humans; Retinoid X Receptors; Teratogenesis; Zebrafish

2019