77069-10-4Relevant articles and documents
Photochemistry of ortho -Azidocinnamoyl Derivatives: Facile and Modular Synthesis of 2-Acylated Indoles and 2-Substituted Quinolines under Solvent Control
Chaabouni,Pinkerton,Abid,Galaup,Chassaing
, p. 2614 - 2618 (2017)
The light-promoted potential of ortho -azidocinnamoyl compounds is evaluated for heterocycle synthesis. Depending on the nature of the solvent, 2-acylated indoles were obtained under aprotic conditions, whereas the use of a protic medium led to 2-substituted quinolines. The synthetic significance of this metal-free method is that, by simply changing the solvent, the reaction outcome can be directed towards different key heterocyclic scaffolds.
Investigations of SCIO-469-like compounds for the inhibition of p38 MAP kinase
Laufer, Stefan,Lehmann, Frank
supporting information; experimental part, p. 1461 - 1464 (2009/11/30)
The p38 MAP kinase is implicated in the release of the pro-inflammatory cytokines TNFα and IL-1b. Inhibition of cytokine release may be a useful treatment for inflammatory conditions such as rheumatoid arthritis and Crohn's disease. A new lead structure for p38 MAP kinase inhibition was identified. Herein, we report the SAR of this new class of p38 inhibitors.
Design and synthesis of dual inhibitors of HIV reverse transcriptase and integrase: Introducing a diketoacid functionality into delavirdine
Wang, Zhengqiang,Vince, Robert
, p. 3587 - 3595 (2008/12/21)
Cost and toxicity problems associated with highly active antiretroviral therapy (HAART) in HIV/AIDS treatment could be alleviated by using designed multiple ligands (DMLs). Dual inhibitors of HIV reverse transcriptase (RT) and integrase (IN) were rationally designed by introducing a diketoacid (DKA) functionality into the tolerant C-5 site of RT inhibitor delavirdine. The resulting compounds all demonstrate good activity against both RT and IN in enzymatic assays and HIV in cell-based assay, whereas their C-7 regioisomers are all inactive in these assays. Balanced activities were observed with C-3 halogenated inhibitors.
Inhibitors of serine proteases, particularly HCV NS3-NS4A protease
-
, (2008/06/13)
The present invention relates to compounds that inhibit serine protease activity, particularly the activity of hepatitis C virus NS3-NS4A protease. As such, they act by interfering with the life cycle of the hepatitis C virus and are also useful as antivi
Synthetic Studies on Indoles and Related Compounds. XV. An Unusual Acylation of Ethyl Indole-2-Carboxylate in the Friedel-Crafts Acylation
Murakami, Yasuoki,Tani, Masanobu,Tanaka, Kenjiro,Yokoyama, Yuusaku
, p. 2023 - 2035 (2007/10/02)
The Friedel-Crafts reaction of ethyl indole-2-carboxylate (1a) with acyl chlorides or acid anhydrides in the presence of Lewis acids was investigated in order to establish a preparative procedure for the corresponding ethyl 3-acylindole-2-carboxylates (4).Although monoacylation occured successfully, the products were generally a mixture of ethyl 3-, 5-, and 7-acylindole-2-carboxylates (4,5 and 6).The ratio of the yields of these three products varied greatly depending on reaction conditions and reagents used.A tendency that the 3-acylindole (4) was obtained as a main product was observed when a Lewis acid other than aluminum chloride was used as a catalyst and/or an acyl chloride derived from a weaker acid was employed, whereas a tendency for formation of the 5- and 7-acylindoles (5 and 6) was observed when aluminum chloride and/or an acyl chloride derived from a stronger acid was used.As to the 5- and 7-acylindoles (5 and 6) , the yields of the former were always much higher than those of the latter (6).The result indicates that ethyl 3- and 5-acylindole-2-carboxylates can be regioselectively prepared from a common substrate (1a) by changing the reaction conditions or reagents. friedel-craft acylation; ethyl indole-2-carboxylate; acyl chloride; acid anhydride; lewis acid; aluminum chloride; acylindole
THE FRIEDEL-CRAFTS ACYLATION OF ETHYL INDOLE-2-CARBOXYLATE. AN USUAL SUBSTITUTION ON THE BENZENE MOIETY.
Murakami, Yasuoki,Tani, Masanobu,Tanaka, Kenjiro,Yokoyama, Yuusaku
, p. 241 - 244 (2007/10/02)
Ethyl indole-2-carboxylate can be acylated with a variety of acyl chlorides under Friedel-Crafts conditions to give mono-acyl indole derivatives.However, the acyl chloride derived from a stronger acid tends to substitute at the C-5 position rather than at
