65938-75-2Relevant academic research and scientific papers
INHIBITORS OF VAP-1
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Paragraph 0439, (2020/05/12)
Provided herein are compounds and methods of use thereof for the modulation of VAP-1 activity.
Formal asymmetric synthesis of a 7-methoxyaziridinomitosene
Michael, Joseph P.,De Koning, Charles B.,Mudzunga, Theophilus T.,Petersen, Riaan L.
, p. 3284 - 3288 (2008/09/17)
The conversion of (-)-2,3-O-isopropylidene-D-erythronolactone (14) and 2-benzyloxy-6-bromo-4-methoxy-3-methylaniline (18) into {(1R,2R)-(-)-1-azido-2, 3,5,8-tetrahydro-7-methoxy-6-methyl-2-methanesulfonyloxy-5,8-dioxo-1H-pyrrolo- [1,2-a]indol-9-yl}methyl phenyl carbonate (39) has been accomplished in 17 steps by way of the enaminone 26. Key steps included the preparation of 26 by a Reformatsky reaction on a thiolactam precursor 25, and intramolecular Heck reaction of 26 to form the indole ring. The preparation of 39 constitutes a formal synthesis of the fully functionalised 7-methoxyaziridinomitosene 12, only the second such synthesis to have been accomplished. Georg Thieme Verlag Stuttgart.
Synthesis of Furo[3,2-g][1,4]benzoxazin-3-ones, new psoralen isosters
Chilin, Adriana,Confente, Alessia,Pastorini, Giovanni,Guiotto, Adriano
, p. 1937 - 1940 (2007/10/03)
Furobenzoxazin-3-one, a new tricyclic nucleus, was synthesised in two different and straightforward routes: the first route consisted of condensing a furan ring onto a preconstituted 1,4-benzoxazinone nucleus, and the other in condensing a 1,4-oxazine ring onto the appropriate benzofuran system obtained from coumarin by ring contraction. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
Novel series of O-substituted 8-quinolines and 4-benzothiazoles as potent antagonists of the bradykinin B2 receptors
Heitsch, Holger,Wagner, Adalbert,Schoelkens, Bernward A.,Wirth, Klaus
, p. 327 - 332 (2007/10/03)
The synthesis and the SAR study of novel O-substituted 8-quinolines and 4-benzothiazoles as highly potent non-peptide bradykinin B2 receptor antagonists are described. Several members of this series of antagonists efficiently inhibited the BK-induced vasoconstriction on different isolated organ preparations.
Synthesis of Indolin-2-ones (Oxindoles) Related to Mitomycin A
Raphael, Ralph A.,Ravenscroft, Paul
, p. 1823 - 1828 (2007/10/02)
Oxindoles (indolin-2-ones) containing the functionality of the first two rings of the mytomicin A structure have been synthesized.Attempts to employ the oxindole grouping to construct the third ring were unsuccessful because of the resistance of the oxindole group or its derivatives towards nucleophilic attack.An unusual methylation of 3-methyl-5-nitrobenzene-1,2,4-triol to give the (E)-3,6-dihydroxy-2-methyl-1,4-benzoquinone 4-methoxyimine N-oxide is noted.A novel indole formation is described.
PYRIMIDINES-19. RING TRANSFORMATION OF 5-NITROURACIL INTO NITRORESORCINOLS
Su, T.-L.,Watanabe, K. A.,Fox, J. J.
, p. 1405 - 1408 (2007/10/02)
The first intermolecular ring transformation of a uracil derivative into benzene system is reported.Treatment of 1,3-dimethyl-5-nitrouracil (1) with acetone in NaOMe/MeOH afforded 6-acetonyl-5,6-dihydro-1,3-dimethyl-5-nitrouracil (6) wich was converted into 4-nitroresorcinol (5) upon treatment with NaOEt/EtOH at reflux.Reaction of 1 with butanone gave two major products, 3-(5,6-dihydro-1,3-dimethyl-5-nitrouracil-6-yl)-butanone (7) and 1-(uracil-6-yl)butanone isomer (8).Prolonged treatment of 7 with NaOEt/EtOH afforded 4-methyl-6-nitro-resorcinol (9) whereas 8 was converted into 2-methyl-4-nitro-resorcinol (10).Treatment of 1 with diethyl acetonedicarboxylate in NaOEt/EtOH afforded diethyl-2-(5,6-dihydro-1,3-dimethyl-5-nitrouracil-6-yl)-acetonedicarboxylate (2).Prolonged treatment of 2 with NaOEt/EtOH at reflux afforded (5,6-dihydro-1,3-dimethyl-6-nitrouracil-6-yl)acetic acid (3).Apparently, 2 underwent a retroClaisen reaction to give 3.Reaction of 1 with ethyl acetoacetate in NaOEt/EtOH gave adduct isomers 4 which underwent transformation reaction to give eventually 6-nitroresorcinol (5).
