6296-59-9Relevant academic research and scientific papers
ANTIMICROBIAL COMPOUNDS
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Page/Page column 40; 41, (2015/05/19)
The invention provides compounds for use in treating microbial infection in an animal. Example compounds include Pyridin-3-ylmethyl (4-((2-aminophenyl)- carbamoyl)benzyl)carbamate ("Entinostat"). The compounds can act via induction of the innate antimicrobial peptide defense system, and stimulation of autophagy.
The efficient o-benzenedisulfonimide catalysed synthesis of benzothiazoles, benzoxazoles and benzimidazoles
Barbero, Margherita,Cadamuro, Silvano,Dughera, Stefano
, p. 262 - 279 (2013/02/25)
O-Benzenedisulfonimide has been used to efficiently catalyse the reaction between 2-aminothiophenol, 2-aminophenol, o-phenylenediamine and various ortho esters (28 examples; average yield 90%) or aldehydes (17 examples; average yield 72%) giving the corresponding benzofused azoles in excellent yields. Reaction conditions were very simple. In addition, other carboxylic acid derivatives have been tested and gave good results. The catalyst was easily recovered and reused. ARKAT-USA, Inc.
Reissert Compound Formation with Fused Five-Membered Ring Heterocycles
Uff, Barrie C.,Ho, Yee-Ping,Brown, David S.,Fisher, Ian,Popp, Frank D.,Kant, Joydeep
, p. 2652 - 2681 (2007/10/02)
Reissert compounds have been prepared in high yield from benzothiazole by use of trimethylsilyl cyanide as source of cyanide in a single phase system.Analogues have been made from benzoxazole, indazole and 1-methylindazole but the method was unsuccessful with 1,2-benzisoxazole and pyrazole.Conjugate base alkylation followed by removal of the Reissert grouping provides a route to 2-alkylbenzothiazoles and -benzoxazoles, and 3-alkylated indazoles.Efficient access to pyridobenzothiazole and benzothiazoloisoquinoline derivatives results from appropriate intramolecular cyclisations.A crystal structure determination of 3-benzoyl-2,3-dihydro-2-benzothiazolecarbonitrile is reported.
INTERMOLECULAR CHARACTER OF THE REARRANGEMENT OF AMIDES IN POLYPHOSPHORIC ACID
Tseitlin, G.M.,Tokarev, B.V.,Kulagin, V.N.
, p. 931 - 934 (2007/10/02)
When N-benzoyl-o-aminophenol is heated in polyphosphoric acid, both 2-phenylbenzoxazole and 2-phenyl-5-benzoylbenzoxazole are formed, and this shows that the rearrangement of the amides has an intermolecular mechanism.The same mixture is obtained when O,N-dibenzoyl-o-aminophenol is heated under these conditions.The structure of 2-phenyl-5-benzoylbenzoxazole was proved by an alternative synthesis both from p-hydroxybenzophenone through 3-nitro- and 3-benzoylamino-4-hydroxybenzophenone and from 2-phenylbenzoxazole by heating with benzoyl chloride in the presence of zinc oxide.When heated with polyphosphoric acid, benzanilide rearranges to 4-aminobenzophenone; bis(4-benzoylaminophenyl) ether does not undergo rearrangement under these conditions.
