New generation dopaminergic agents. 6. Structure-activity relationship studies of a series of 4-(aminoethoxy)indole and 4-(aminoethoxy)indolone derivatives based on the newly discovered 3-hydroxyphenoxyethylamine D2 template was written by Mewshaw, Richard E.;Webb, Michael B.;Marquis, Karen L.;McGaughey, Georgia B.;Shi, Xiaojie;Wasik, Theodore;Scerni, Rosemary;Brennan, Julie A.;Andree, Terrance H.. And the article was included in Journal of Medicinal Chemistry in 1999.Related Products of 3308-94-9 This article mentions the following:
A series of 4-(aminoethoxy)indoles I [R1 = CH2Ph, (CH2)4Ph, n- Bu, etc.; R2 = H, Me; NR1R2 = isoquinolino; X = H, Cl, Y = H, COCF3, Cl] and a related series of 4-(aminoethoxy)indolones II [R1 = Me, CH2Ph, 2-naphthyl, etc.; R2 = H, Me, (CH2)2, CH2; X = H, Cl, F] were synthesized and evaluated for their affinity for both the high- and low-affinity agonist states (D2High and D2Low, resp.) of the dopamine (DA) D2 receptor. The 4-aminoethoxy derivatives I and II were designed as bioisosteric analogs based on the phenol prototype 3-HOC6H4OCH2CH2NHCH2Ph. The indolones II were observed to have high affinity for the D2High receptor. Comparison of their previously reported chroman analogs with the more flexible 4-(aminoethoxy)indoles revealed the chroman analogs to be more potent, whereas little loss in D2High affinity was observed when comparing the 4-(aminoethoxy)indolones with their resp. chroman analogs. Several regions of the phenoxyethylamine framework were modified and recognized as potential sites to modulate the level of intrinsic activity. A conformational anal. was performed and a putative bioactive conformation was proposed which fulfilled the D2 agonist pharmacophore criteria based on the McDermed model. Structure-activity relationships gained from these studies have aided in the synthesis of D2 partial agonists of varying intrinsic activity levels. These agents should be of therapeutic value in treating disorders resulting from hypo- and hyperdopaminergic activity, without the side effects associated with complete D2 agonism or antagonism. In the experiment, the researchers used many compounds, for example, 2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9Related Products of 3308-94-9).
2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Related Products of 3308-94-9
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem