Xue, Si-tu; Zhang, Lei; Xie, Zhuo-song; Jin, Jie; Guo, Hui-Fang; Yi, Hong; Liu, Zong-ying; Li, Zhuo-rong published their research in European Journal of Medicinal Chemistry on August 15 ,2020. The article was titled 《Substituted benzothiophene and benzofuran derivatives as a novel class of bone morphogenetic protein-2 upregulators: Synthesis, anti-osteoporosis efficacies in ovariectomized rats and a zebrafish model and ADME properties》.Computed Properties of C12H12O4 The article contains the following contents:
This study optimized the structure of the anti-osteoporosis compound I [R1 = H; R2 = OMe; R5 = OEt; X = O] by balancing its lipophilicity and improving its stability. Substituted benzothiophenes/benzofurans derivatives I [R1 = H; R2 = OMe; R1R2 = OCH2O; R5 = Cl, OH, OEt; X = O, S] and II [R1 = H; R2 = OMe; R1R2 = OCH2O; R3 = n-Pr, P(O)(OH)2, CH2N(CH3)2, etc.; X = O, S; Y = O, NH, NMe] which were not reported in the literature were designed and synthesized. The ovariectomized rat model of osteoporosis was selected to evaluate the therapeutic effects, compound II [R1 = H; R2 = OMe; R3 = CH2N(CH3)2, etc.; X = O; Y = NH] showed better therapeutic efficacy than that of compound I [R1 = H; R2 = OMe; R5 = OEt; X = O]. The anti-osteoporosis activity and BMP-2 (bone morphogenetic protein-2) protein upregulation after treatment with compound II [R1 = H; R2 = OMe; R3 = CH2N(CH3)2, etc.; X = O; Y = NH] in a zebrafish osteoporosis model was verified. Compound II [R1 = H; R2 = OMe; R3 = CH2N(CH3)2, etc.; X = O; Y = NH] improved the ADME properties, therapeutic efficacy and pharmacokinetics of the drug than that of compound I [R1 = H; R2 = OMe; R5 = OEt; X = O]. Overall, the anti-osteoporosis effects of the compounds I and II of this type, preliminarily determined the target patient population, verified the mechanism of action, clarified the level of toxicity and provided preliminary ADME data was evaluated. These compounds I and II could both correct bone loss that was already occurring in patients and had broad clin. applicability. In the part of experimental materials, we found many familiar compounds, such as Ethyl 6-methoxybenzofuran-2-carboxylate(cas: 50551-57-0Computed Properties of C12H12O4)
Ethyl 6-methoxybenzofuran-2-carboxylate(cas: 50551-57-0) belongs to benzofurans.Computed Properties of C12H12O4Benzofurans containing one furan ring that have been implicated as psychoactive recreational drugs include 6-(2-aminopropyl)benzofuran (6-APB), 5-(2-aminopropyl)benzofuran (5-APB), 5-(2-ethylaminopropyl)benzofuran (5-EAPB), and 5-methylaminopropylbenzofuran (5-MAPB).
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem