774-05-0Relevant articles and documents
Synthesis and evaluation of 4-cycloheptylphenols as selective Estrogen receptor-β agonists (SERBAs)
Sampathi Perera, K.L.Iresha,Hanson, Alicia M.,Lindeman, Sergey,Imhoff, Andrea,Lu, Xingyun,Sem, Daniel S.,Donaldson, William A.
, p. 791 - 804 (2018)
A short and efficient route to 4-(4-hydroxyphenyl)cycloheptanemethanol was developed, which resulted in the preparation of a mixture of 4 stereoisomers. The stereoisomers were separated by preparative HPLC, and two of the stereoisomers identified by X-ray crystallography. The stereoisomers, as well as a small family of 4-cycloheptylphenol derivatives, were evaluated as estrogen receptor-beta agonists. The lead compound, 4-(4-hydroxyphenyl)cycloheptanemethanol was selective for activating ER relative to seven other nuclear hormone receptors, with 300-fold selectivity for the β over α isoform and with EC50 of 30–50 nM in cell-based and direct binding assays.
Substituted pyrazoloheptylcyclo-5-formamide compound as well as preparation method and application thereof
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Paragraph 0042-0044, (2020/09/09)
The invention discloses a substituted pyrazoloheptylcyclo-5-formamide compound as well as a preparation method and application of the substituted pyrazoloheptylcyclo-5-formamide compound. The structural formula of the substituted pyrazoloheptylcyclo-5-formamide compound is shown as the following formula I (See the specification), wherein in the formula I, n is an integer from 1 to 3, R1 is selected from hydrogen, a phenyl group, a substituted phenyl group, a C1-C4 alkoxy group, a halogenated C1-C4 alkoxy group, a C1-C4 alkyl sulfonyl group, a halogenated C1-C4 alkyl sulfonyl group, a C1-C4 alkyl carbonyl group, a halogenated C1-C4 alkyl carbonyl group, a C1-C4 alkoxy carbonyl group and a halogenated C1-C4 alkoxy carbonyl group, the substituted phenyl group contains one or more substituentgroups, and the substituent group is selected from at least one of halogen, amino, hydroxyl, nitro, cyano, C1-C4 alkyl and C1-C4 alkoxy. The compound is prepared through an amide condensation reaction, and the preparation method is simple. The pyrazoloheptylcyclo-5-formamide compound has an obvious regulation effect on the growth and development of agricultural pests, the pests have the symptoms of individual reduction, epidermis relaxation and development deformity until the pests die finally, and the pyrazoloheptylcyclo-5-formamide compound can be applied to agriculture as an insecticide.
From cycloheptathiophene-3-carboxamide to oxazinone-based derivatives as allosteric HIV-1 ribonuclease H inhibitors
Massari, Serena,Corona, Angela,Distinto, Simona,Desantis, Jenny,Caredda, Alessia,Sabatini, Stefano,Manfroni, Giuseppe,Felicetti, Tommaso,Cecchetti, Violetta,Pannecouque, Christophe,Maccioni, Elias,Tramontano, Enzo,Tabarrini, Oriana
, p. 55 - 74 (2018/10/31)
The paper focussed on a step-by-step structural modification of a cycloheptathiophene-3-carboxamide derivative recently identified by us as reverse transcriptase (RT)-associated ribonuclease H (RNase H) inhibitor. In particular, its conversion to a 2-aryl-cycloheptathienoozaxinone derivative and the successive thorough exploration of both 2-aromatic and cycloheptathieno moieties led to identify oxazinone-based compounds as new anti-RNase H chemotypes. The presence of the catechol moiety at the C-2 position of the scaffold emerged as critical to achieve potent anti-RNase H activity, which also encompassed anti-RNA dependent DNA polymerase (RDDP) activity for the tricyclic derivatives. Benzothienooxazinone derivative 22 resulted the most potent dual inhibitor exhibiting IC50s of 0.53 and 2.90 μM against the RNase H and RDDP functions. Mutagenesis and docking studies suggested that compound 22 binds two allosteric pockets within the RT, one located between the RNase H active site and the primer grip region and the other close to the DNA polymerase catalytic centre.