5754-34-7Relevant articles and documents
Studies on the cholinergic receptor. 6. Synthesis and muscarinic activity of 2-methyl-4-(2-dimethylaminoethyl)-1,3-dioxolane methiodide.
Chang,Ridley,Triggle
, p. 1237 - 1237 (1971)
-
iPF2α-III-17,18,19,20-d4: Total synthesis and metabolism
Kim, Seongjin,Powell, William S.,Lawson, John A.,Jacobo, Sheila H.,Pratico, Domenico,FitzGerald, Garret A.,Maxey, Kirk,Rokach, Joshua
, p. 1613 - 1617 (2005)
The first total synthesis of 17,18,19,20-d4-iPF 2α-III 32, a deuterated analog of iPF2α-III, is described. We have used this analog in some β-oxidation studies with rat liver homogenates and have shown that 32 was metabolized to 17,18,19,20-tetradeutero-2,3-dinor-iPF2α-III 36 and 17,18,19,20-tetradeutero-2,3-dinor-5,6-dihydro-iPF2α-III 37.
Condensation of 1,2,4-Butanetriol with Carbonyl Compounds and Reactions of Hydroxyalkyl-1,3-dioxacyclanes
Raskil’dina,Borisova, Yu. G.,Zlotskii
, p. 1601 - 1605 (2018/11/10)
A mixture of isomers of 2-(1,3-dioxolan-4-yl)ethanol and 1,3-dioxan-4-ylmethanol was prepared by reaction of 1,2,4-butanetriol with paraformaldehyde. This mixture was subjected to O-alkylation, O-acylation, condensation with phenyl isocyanate, and substitution of OH groups for Cl. The relative activity of acetone derivatives of glycerol and 1,2,4-butanetriol in reactions with allyl chloride and benzyl chloride was estimated.
Identification of a Water-Soluble Indirubin Derivative as Potent Inhibitor of Insulin-like Growth Factor 1 Receptor through Structural Modification of the Parent Natural Molecule
Cheng, Xinlai,Merz, Karl-Heinz,Vatter, Sandra,Zeller, Jochen,Muehlbeyer, Stephan,Thommet, Andrea,Christ, Jochen,W?lfl, Stefan,Eisenbrand, Gerhard
supporting information, p. 4949 - 4962 (2017/06/28)
Indirubins have been identified as potent ATP-competitive protein kinase inhibitors. Structural modifications in the 5-and 3′-position have been extensively investigated, but the impact of substituents in 5′-position is not equally well-studied. Here, we report the synthesis of new indirubin 3′-and 5′-derivatives in the search of water-soluble indirubins by introducing basic centers. Antiproliferative activity of all compounds in tumor cells was evaluated along with kinase inhibition of selected compounds. The results show the 3′-position to tolerate large substituents without compromising activity, whereas bulk and rigid substituents in 5′-position appear unfavorable. Screening molecular targets of water-soluble 3′-oxime ethers revealed 6ha as preferential inhibitor of insulin-like growth factor 1 receptor (IGF-1R) in a panel of 22 protein kinases and in cells. Consistently, 6ha inhibited tumor cell growth in the NCI 60 cell line panel and induced apoptosis. The results indicate that the 5′-position provides limited space for chemical modifications and identify 6ha as a potent water-soluble indirubin-based IGF-1R inhibitor.