149051-24-1Relevant articles and documents
Biological Investigations of (+)-Danicalipin A Enabled Through Synthesis
Bailey, Adrian M.,Wolfrum, Susanne,Carreira, Erick M.
, p. 639 - 643 (2016)
A total synthesis of the chlorosulfolipid (+)-danicalipin A has been accomplished in 12 steps and 4.4 % overall yield. The efficient and scalable synthesis enabled in-depth investigations of the lipid's biological properties, in particular cytotoxicity towards various mammalian cell lines. Furthermore, the ability of (+)-danicalipin A to increase the uptake of fluorophores into bacteria and mammalian cells was demonstrated, indicating it may enhance membrane permeability. By comparing (+)-danicalipin A with racemic 1,14-docosane disulfate, and the diol precursor of (+)-danicalipin A, we have shown that both chlorine and sulfate functionalities are necessary for biological activity.
PYRROLE DERIVATIVES AS ACC INHIBITORS
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Page/Page column 25, (2020/12/29)
Novel pyrrole derivatives of Formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Acetyl-CoA carboxylase (ACC).
Impurity control method of fulvestrant
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Paragraph 0037-0039, (2020/09/23)
The invention belongs to the field of pharmaceutical chemicals, and relates to a fulvestrant impurity control method, which is characterized in that from the introduction of chiral carbon to the synthesis of a fulvestrant intermediate compound represented by a formula VII-1, multi-step and step-by-step control is performed on 7beta isomer impurities, so that the 7beta isomer content of the VII-1 compound is between 0.1% and 0.3%, and finally the qualified fulvestrant bulk drug with stable quality is prepared. The impurity control method is simple to operate, low in production cost and high intotal yield, and can be applied to large-scale industrial production.
CATIONIC LIPID COMPOUNDS AND COMPOSITIONS THEREOF FOR USE IN THE DELIVERY OF MESSENGER RNA
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Paragraph 0314; 0306; 0321, (2020/06/10)
The compounds disclosed herein compound of Formula (I), substructures thereof, and pharmaceutically acceptable salts thereof. The compounds provided herein can be useful for delivery and expression of mRNA and encoded protein, e.g., as a component of liposomal delivery vehicle, and accordingly can be useful for treating various diseases, disorders and conditions, such as those associated with deficiency of one or more proteins.
Synthesis and photophysical properties of ferrocene-oligo(benzoateethynylene)- fulleropyrrolidines dyads and triads. Implications in photovoltaic cells
Flores,Pérez,Jiménez-Barrera,Arias,Moggio,Torres,Rodríguez,Ottonelli,Ziolo
supporting information, p. 131 - 141 (2018/03/09)
A series of fulleropyrrolidines-conjugated bridge-ferrocene or triazene oligomers were selectively synthesized by the Sonogashira reaction by applying the step-by-step approach. The bridge is constituted by 1, 2 and 3 benzoateethynylene units (BzE) and bears triazene (Et2N3) or ferrocene as terminal groups affording the C60-2PEN3 and C60-3PEN3 dyads and C60-1PEFe, C60-2PEFe and C60-3PEFe triads. DQF-COSY, HETCOR, 1H and 13C NMR and the MALDI-TOF characterization clearly confirmed the expected molecular structure. The absorption spectra of the fulleropyrrolidine oligomers do not match the sum of the individual spectra: N-methylfulleropyrrolidine (NMF) and BzEs, suggesting electronic interaction between the two moieties in the ground state. The fluorescence of the BzE is strongly quenched after functionalization with NMF, which could be indicative of energy or electron transfer from the triazene or ferrocene as electron donor to the fulleropyrrolidine electron acceptor through the π-bridge. The latter process was confirmed by cyclic voltammetry. The strength of the electron-accepting group gets to increase anodically the oxidation potential, or decrease cathodically the reduction potential in the order C60-pyrrolidine > benzoate. The character of the HOMO in the series is defined by the electron-donating ferrocene or triazene moiety, whereas the character of the LUMO is mainly determined by the electron-accepting group and is further supported by theoretical calculations. Photovoltaic devices presented low efficiencies, due to the absorption range of the oligomers being out of the maximum solar irradiance and the inhomogeneous organization in the films.
A compound and its preparation method and application
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Paragraph 0043, (2017/08/24)
The invention discloses a new compound with a structure shown in the formula A. The new compound is an impurity generated in the preparation process of steride antiestrogens, such as fulvestrant and the like. The invention discloses a source capable of generating the new compound and a preparation method of the new compound. According to the preparation method, the impurity can be conveniently distinguished when the steride antiestrogens are synthesized, so that a method for decreasing or preventing the generation of the impurity is found.
Fulvestrant process for the preparation of intermediates
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Paragraph 0073-0075, (2017/03/08)
The invention provides a preparation method of a fulvestrant intermediate. The preparation method of the fulvestrant intermediate is characterized in that a water extraction starting material 1,9-nonanediol is adopted for controlling the content of 1,8-octylene glycol, an antioxidant is added for reducing byproducts which are generated by Michael addition and difficult to purify and pH value is regulated for reducing production of aromatized impurities difficult to remove, so that a route for preparing fulvestrant by virtue of the fulvestrant intermediate has the advantages that a final product is difficult to purify, the cost is low and industrialization can be easily realized. The prepared fulvestrant intermediate lays a key foundation for obtaining a route for synthesizing fulvestrant which is easy to purify and easy for industrialization.
Large-scale preparation of long-chain ADMET synthons
Sauty, Nicolas F.,Li, Hong,Da Silva, Lucas Caire,Wagener, Kenneth B.
supporting information, p. 2409 - 2415 (2014/07/22)
We report a convenient process with minimal purification to produce large quantities of α,ω-alkenyl alcohols. These reagents are indispensable precursors in ADMET chemistry. Icos-19-en-1-ol, nonacos-28-en-1-ol, and octatriacont-37-en-1-ol were produced effortlessly in large quantities (up to 45 g in a single batch) from undec-10-en-1-ol. By extension of the method, any desired methylene run length in the ADMET precursor can be achieved. Copyright
A mild, palladium-catalyzed method for the dehydrohalogenation of alkyl bromides: Synthetic and mechanistic studies
Bissember, Alex C.,Levina, Anna,Fu, Gregory C.
supporting information, p. 14232 - 14237 (2012/11/06)
We have exploited a typically undesired elementary step in cross-coupling reactions, β-hydride elimination, to accomplish palladium-catalyzed dehydrohalogenations of alkyl bromides to form terminal olefins. We have applied this method, which proceeds in excellent yield at room temperature in the presence of a variety of functional groups, to a formal total synthesis of (R)-mevalonolactone. Our mechanistic studies have established that the rate-determining step can vary with the structure of the alkyl bromide and, most significantly, that L2PdHBr (L = phosphine), an intermediate that is often invoked in palladium-catalyzed processes such as the Heck reaction, is not an intermediate in the active catalytic cycle.
Synthesis, modification, and evaluation of (R)-de-O-methyllasiodiplodin and analogs as nonsteroidal antagonists of mineralocorticoid receptor
Jiang, Cheng-Shi,Zhou, Rong,Gong, Jing-Xu,Chen, Li-Li,Kurtán, Tibor,Shen, Xu,Guo, Yue-Wei
supporting information; experimental part, p. 1171 - 1175 (2011/04/16)
Macrolide (R)-de-O-methyllasiodiplodin (1), discovered to be a potent nonsteroidal antagonist of the mineralocorticoid receptor (MR), was synthesized via an efficient method and evaluated for MR antagonistic activity together with its analogs. Among all the tested compounds, compounds 18a, 18b and 18c, exhibited more potent antagonistic activity against MR with IC50 values ranging from 0.58 to 1.11 μM. Generally, it was obviously demonstrated that acetylation at phenolic hydroxyl groups and the ring size in analogs of 1 were very important for MR antagonist activity.
