- NITROGEN CONTAINING HETEROAROMATICS AS FACTOR Xa INHIBITORS
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The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula (I) or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D may be C(=NH)NH2, which are useful as inhibitors of factor Xa.
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Page/Page column 101-102
(2009/10/01)
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- Nitrogen containing heteroaromatics as factor Xa inhibitors
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The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D may be C(=NH)NH2, which are useful as inhibitors of factor Xa.
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- Diels-alder reactions of l,1-Bis(methylthio)ethene with pyran-2-ones
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Bis(methylthio)ethene has been shown to undergo Diels-Alder cycloaddition reactions with a range of simple and aryl-fused pyran-2-ones. These reactions can be brought about under either high-temperature or high-pressure conditions. These reactions are all
- Bates, Robert W.,Pratt, Andrew J.,Rendle, Phillip M.,Robinson, Ward T.
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p. 383 - 387
(2007/10/03)
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- Dithio and Thiono Esters, 59. - Reactions of Aliphatic Dithio Acid Dianions with Carbon Disulfide
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Dianions 2 of dithioacids 1 and carbon disulfide yield in a kinetically controlled reaction at -78 deg C S-adducts (e.g. 3, 13) or in a thermodynamically controlled reaction at room temperatur C-adducts .Acidification of 10 and subsequent reactions give rise to the tetrathiomalonic acids 18 and its derivatives 19 with 2,6,9,10-tetrathiaadamantane structure.Deprotonation of 10a leads to the tetrathiomalonic acid tetraanion (20) which may be alkylated to yield the tetrakis(alkylthio)allenes 21.By condensation of the dithioacid dianions 2, the tetrathiomalonic acid trianion 10 and the tetrathiomalonic a cid tetraanion (20) with 2,3-dichloro-1,4-naphthoquinone (32) a number of naphtho-1,3-dithiole-4,9-diones (e.g. 33, 35, 37) are obtained. - Key Words: Dithio acid dianions / Tetrathiomalonic acid / Anions / Tetrathiomalonic acid tetraanion / Dithioacrylic esters / Thio acids / Allenes, alkylthio- / Naphtho-1,3-dithiole-4,9-diones / Malonic acid, tetrathio- / Acrylic acid, dithio
- Hartke, Klaus,Rettberg, Norbert,Dutta, Dinah,Gerber, Hans-Dieter
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p. 1081 - 1090
(2007/10/02)
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- Tetrathiomalonic acid and its anions
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Condensation of ethanedithioic acid with CS2 and 3 Li[HMDS] leads to the trianion 13 which is protonated to give the dimer 17 of tetrathiomalonic acid. Further deprotonation of 13 leads to the tetraanion 19 which is alkylated to form the tetrak
- Hartke,Rettberg
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p. 4679 - 4682
(2007/10/02)
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- NEW ASPECTS OF DITHIO AND THIONO ESTERS
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The field of dithio and thiono esters is expanding rapidly.Therefore emphasis is layed mainly on results obtained by the reasearch group of the author.In agreement with theoretical considerations thiono esters are always more stable than dithio esters.In the preparation of dithio and thiono esters by thiolysis slightly acidic conditions were found to be essential.The CH-acidity at the α-carbon of dithio and thiono esters with pKa values about 12 is comparable to that of classical CH-acidic compounds such as acetoacetic ester.Dithiono and tetrathio malonates do not show the expected chemistry of malonic esters; the electrophile reacts preferentially at the sulfur atom. α,β-Unsaturated dithio and thiono esters have been prepared by Wittig-Horner reactions, by Peterson synthesis, and by aldol condensations. α,β-Acetylenic dithio and thiono esters were obtained for the first time.In the formation of thiopeptide bonds from α-amino dithio esters the racemization observed seems to be of fundamental importance.Dianions of dithio acids were found to condense with different electrophiles.
- Hartke, Klaus
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p. 223 - 253
(2007/10/02)
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- Experimental and Theoretical Studies of the Gas-Phase Protonation of Vinyl Ethers, Vinyl Sulfides, and Vinyl Selenides
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A series of nine chalcogen-substituted ethylenes (chalcogen = O, S, Se) have been synthesized, and their gas-phase proton affinities (PA) were determined experimentally by measuring gas-phase basicities (GB) in an ion cyclotron resonance (ICR) spectrometer and theoretically by means of ab initio MO calculations at the STO-3G and 3-21G* levels.A satisfactory correlation (r = 0.978, slope = 1.41) has been obtained between the experimental and calculated 3-21G(*) values.In contrast with a number of previous reports, we consistently found that third- (SMe) and fourth-row (SeMe) substituents do not stabilize better the adjecent positive charge than does the second-row substituent OMe, even in the gas phase.In fact, comparison of experimental proton affinity value of ethylene with that of mono(methylchalco)ethylenes indicates that OMe, SMe, and SeMe groups stabilize the corresponding ethyl cations to very much the same extent.In 2-propyl cations the trend is O > S > Se, but the differences (δΔ in Table III) are quite small: 1.2 kcal mol-1 between O and S and 1.4 kcal mol-1 between S and Se.The superior ability of oxygen in carbenium ion stabilization appears the most clearly in the protonation of bis(methylchalco)ethylenes: dimethoxyethyl cation is more stable than the corresponding thio species by ca. 5.5 kcal mol-1, whereas dithio- and diselenocarbenium ions again have very similar stabilities.These conclusions are supported and extended by ab initio results on optimized geometries.
- Oesapay, K.,Delhalle, J.,Nsunda, K. M.,Rolli, E.,Houriet, R.,Hevesi, L.
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p. 5028 - 5036
(2007/10/02)
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- Addition-1,4 d'enethiolates lithies de dithioesters aux cetones ethyleniques
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Deprotonation of carboxylic dithioesters with LDA gives rise to thermally stable lithium thioenolates that have been submitted to the action of various enones under kinetic conditions.Selective carbon-1,4-addition has been observed.Lithium thioenolates ma
- Berrada, Said,Metzner, Patrick,Rakotonirina, Rose
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p. 881 - 890
(2007/10/02)
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