- Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes
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We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.
- Lee, Jeonghyo,Kang, Bora,Kim, Dongwook,Lee, Jia,Chang, Sukbok
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supporting information
p. 18406 - 18412
(2021/11/16)
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- Design, Synthesis, and Activity Study of Water-Soluble, Rapid-Release Propofol Prodrugs
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In this work, a series of water-soluble propofol prodrugs were synthesized, and their propofol release rate and pharmacodynamic characteristics were measured. We found that inserting glycolic acid as a linker between propofol and the cyclic amino acid accelerated the release of propofol from prodrugs into the plasma while preserving its safety. In animal experiments, prodrugs (3e, 3g, and 3j) were significantly better than fospropofol (the only water-soluble propofol prodrug that has been used clinically) in terms of safety, onset, and duration time of anesthesia. Their molar dose, onset time, and anesthesia duration time were comparable to those of propofol, helping to maintain the clinical benefits of propofol. The experimental results showed the potential of such compounds as water-soluble prodrugs of propofol.
- Liu, Liang-Quan,Hong, Pei-Xi,Song, Xing-Hai,Zhou, Chang-Cui,Ling, Rui,Kang, Yi,Qi, Qing-Rong,Yang, Jun
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supporting information
p. 7857 - 7866
(2020/08/21)
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- Phosphoric acid derivative as well as preparation method and application
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The invention relates to a compound shown in a general formula (I), a stereoisomer or pharmaceutically acceptable salt thereof as well as an application in medicines. The structure of the compound inthe general formula (I) is shown in the description, and
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Paragraph 0118; 0122-0126
(2019/03/24)
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- Synthesis And Use Of Glycoside Derivatives of Propofol
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The present invention relates to methods and compositions for the synthesis, production, and use of pro-drug propofol analogs. This invention relates to a method for the production of a broad group of glycosylated propofol carbohydrate derivatives.
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Page/Page column 19
(2012/10/23)
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- SERINE AMINO ACID DERIVED PRODRUGS OF PROPOFOL, COMPOSITIONS, USES AND CRYSTALLINE FORMS THEREOF
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The present invention provides a prodrug of propofol and crystalline forms thereof, methods of making the propofol prodrug and crystalline forms thereof, pharmaceutical compositions of the propofol prodrug and crystalline forms thereof, methods of using t
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Page/Page column 23; 47
(2008/06/13)
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- AMINO ACID DERIVED PRODRUGS OF PROPOFOL, COMPOSITIONS AND USES THEREOF
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The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post?chemotherapy or post?operative surgery nausea and vomiting.
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Page/Page column 36
(2008/06/13)
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- PRODRUGS OF PROPOFOL, COMPOSITIONS AND USES THEREOF
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The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post chemotherapy or post operative surgery nausea and vomiting.
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Page/Page column 50
(2010/10/20)
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- Amino acid derived prodrugs of propofol, compositions and uses thereof
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The present invention provides propofol prodrugs, methods of making propofol prodrugs, pharmaceutical compositions of propofol prodrugs and methods of using propofol prodrugs and pharmaceutical compositions thereof to treat or prevent diseases or disorder
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- AROMATIC PRODRUGS OF PROPOFOL, COMPOSITIONS AND USES THEREOF
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Prodrugs of propofol, methods of making prodrugs of propofol, pharmaceutical compositions of prodrugs of propofol and methods of using prodrugs of propofol and pharmaceutical compositions thereof to treat or prevent diseases or disorders such as migraine headache pain and post- chemotherapy or post-operative surgery nausea and vomiting are disclosed herein.
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Page/Page column 95-96
(2008/06/13)
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- Synthesis of polyalkylphenyl prop-2-ynoates and their flash vacuum pyrolysis to polyalkylcyclohepta[b]furan-2(2H)-ones
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A new method for the smooth and highly efficient preparation of polyalkylated aryl propiolates has been developed. It is based on the formation of the corresponding aryl carbonochloridates (cf Scheme 1 and Table 1) that react with sodium (or lithium) propiolate in THF at 25-65°, with intermediate generation of the mixed anhydrides of the arylcarbonic acids and prop-2-ynoic acid, which then decompose almost quantitatively into CO2 and the aryl propiolates (cf. Scheme 11). This procedure is superior to the transformation of propynoic acid into its difficult-to-handle acid chloride, which is then reacted with sodium (or lithium) arenolates. A number of the polyalkylated aryl propiolates were subjected to flash vacuum pyrolysis (FVP) at 600-650°and 10-2 Torr which led to the formation of the corresponding cyclohepta[b]furan-2(2H)-ones in average yields of 25-45% (cf. Scheme 14). It has further been found in pilot experiments that the polyalkylated cyclohepta[b]furan-2(2H)-ones react with 1-(pyrrolidin-1-yl)cyclohexene in toluene at 120-130°to yield the corresponding 1,2,3,4- tetrahydrobenz[a]azulenes, which become, with the growing number of Me groups at the seven-membered ring, more and more sensitive to oxidative destruction by air (cf. Scheme 15).
- Nagel, Matthias,Hansen, Hans-Juergen
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p. 1022 - 1048
(2007/10/03)
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- Carbamate ACAT inhibitors
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This invention relates to novel compounds which are ACAT inhibitors rendering them useful in lowering blood cholesterol levels. The compounds are carbamates represented by the general formula STR1 wherein Ar and Ar' represent phenyl or naphthyl each of wh
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