36865-41-5Relevant articles and documents
NPY ANTAGONISTS, PREPARATION AND USES
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Page/Page column 98, (2009/09/28)
The present invention concerns novel compounds, their preparation and their uses, therapeutic uses in particular. More specifically it concerns derivative compounds having at least two aromatic cycles, their preparation and their uses, in particular in the area of human or animal health. These compounds have an affinity for the biological receptors of neuropeptide Y, NPY, present in the central and peripheral nervous systems. The compounds of the invention are preferably NPY antagonists, and more particularly antagonists of sub-type NPY Y1, and can therefore be used for the therapeutic or prophylactic treatment of any disorder involving NPY. The present invention also concerns pharmaceutical compositions containing said compounds, their preparation and their uses, as well as treatment methods using said compounds.
Indole derivatives as 5-HT1-like agonists
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, (2008/06/13)
Compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1 is a substituted alkylene; C3 -C7 cycloalkyl optionally substituted with HO; C3 -C6 alkenyl optionally substituted with aryl; C5 -C7 cycloalkenyl; or C3 -C6 alkynyl; R2 is H; halo; F3 C; NC; R8 R9 NOC; a substituted alkylene; R8 R9 NO2 S; R10 S(O)m ; R12 CON(R11); R10 SO2 N(R11); R8 R9 NOCN(R11); R10 O2 CN(R11); R13 (CH2)n CH=CH; or R7 O are selective 5-HT1 -like receptor agonists useful in the treatment of migraine, cluster headache, chronic paroxysmal hemicrania and headache associated with vascular disorders.
A New Oxaanalog of Myristic Acid that Suppresses Replication of Human Immunodeficiency Virus
Vodovozova, E. L.,Mikhalev, I. I.,Rzhaninova, A. A.,Garaev, M. M.,Molotkovsky, Yul. G.
, p. 626 - 632 (2007/10/03)
A series of oxaanalogs of myristic acid were synthesized and tested for antiviral activity in MT4 cells infected with human immunodeficiency virus 1 (HIV-1).The synthesized acids have no toxic effect on uninfected MT4 cells at a concentration of 100μM. 14,14,14-Trifluoro-12-oxatetradecanoic acid substantially (by 75percent) inhibits the reproduction of HIV-1.Other compounds synthesized, (7Z)-13-, (9Z)-13-, and (7Z)-11-oxatetradecenoic acids, exhibit no antiviral effect.Key words: inhibitors of retroviruses; anti-HIV agents; protein N-myristoylation; mystoylCoA: protein-N-myristoyltransferase; myristic acid; oxaanalogs; inhibitors of virus-specific protein myristoylation
EFFICIENT AND/OR SELECTIVE METHYLATION BY DIAZOMETHANE OF ALCOHOLS, HALO ALCOHOLS, GLYCOLS, AMINO ALCOHOLS AND MERCAPTO ALCOHOLS WITH THE USE OF A PROTON-EXCHANGED X-TYPE ZEOLITE AS AN ACID-BASE BIFUNCTIONAL CATALYST
Takeuchi, Hiroshi,Kishioka, Hiroaki,Kitajima, Kunio
, p. 121 - 126 (2007/10/02)
Reactions of diazomethane with butanol, allyl alcohol and β- and γ-halo alcohols led to efficient methylation (giving the corresponding methyl ethers) with the use of a proton-excahnged X-type zeolite compared with H2SO4.The reactions with propylene and isobutylene glycols using the zeolite provided regioselective methylation of the primary OH rather than the secondary or tertiary OH, whereas regioselectivity was not observed in the reactions using H2SO4.The reactions with 2-aminoethanol and 2-mercaptoethanol showed high chemoselective S-methylation and N-monomethylation, respectively, in the presence of the zeolite instead of H2SO4.The mechanism for the reactions is proposed to involve acid-base bifunctional catalysis of the zeolite in which the acidic site reacts with diazomethane to form its conjugate acid, and the nucleophilicity of OH and SH groups is enhanced by the interaction of the basic site with the proton of the groups.
X-Ray structure of tetrameric 1-lithio-3-methoxypropane
Klumpp, G. W.,Geurink, P. J. A.,Hommes, N. J. R. van Eikema,Kanter, F. J. J. de,Vos, M.,Spek, A. L.
, p. 398 - 403 (2007/10/02)
The crystal structure of (LiCH2CH2CH2OMe)4 consists of a distorted (CH2)4Li4 cube, four parallel edges of which are spanned by CH2CH2Ome chains.The interatomicdistances provide insights into the nature of alkyllithium-Lewis base (ethers, tertiary amines) interactions and into the structural basis of the differential reactivity and stability of primary and secondary alkyllithium tetramers.NMR of hydrocarbon solutions indicates that under these conditions the solid state tetramer is in equilibrium with a stereoisomer.
Hydrogen Bonds involving Polar CH Groups. Part 9. Optimum Structural Parameters, and Unequivocal Demonstration of such Intramolecular Interactions in 2-Substituted 1,3-Dithian 1,1,3,3-Tetraoxides
Li, Chuen,Sammes, Michael P.
, p. 1303 - 1310 (2007/10/02)
A series of 2-monosubstituted 1,3-dithian 1,1,3,3-tetraoxides have been prepared, having side chains with 2-6 carbon atoms, and bearing alkyl, aryl, methoxy, dialkylamino, and pyridyl terminal substituents, as models for intramolecular C-H...X hydrogen bonds.Methoxy- and amino-substituents, in compounds having two or three carbon atoms in the side chain, show significant intramolecular interaction with the disulphone methine hydrogen in dichloromethane, as evidenced by a downfield shift of the 1H n.m.r. signals; shifts of up to 2.0 p.p.m. have been observed.Intramolecular H-bonds are disrupted in acetone and in pyridine owing to competing intermolecular interactions with the solvents, and in trifluoroacetic acid owing to protonation of the donor atom.
Total Synthesis of Lycopodium Alkaloids: (+/-)-Lycopodine, (+/-)-Lycodine, and (+/-)-Lycodoline
Heathcock, Clayton H.,Kleinman, Edward F.,Binkley, Edward S.
, p. 1054 - 1068 (2007/10/02)
Intramolecular Mannich condensation is shown to be a powerful method for the synthesis of lycopodium alkaloids (eq 2).Two syntheses of (+/-)-lycopodine (1) have been developed.In the first (Scheme II), compound 1 is produced in 13 steps from 5-methyl-1,3-cyclohexanedione (16.6percent overall yield).In this synthesis, rings A and B are formed in the Mannich cyclization, and ring D is closed by aldol condensation.The alternative lycopodine synthesis (Scheme IV) is more convergent and produces (+/-)-1 in only eight operations from the same starting point (13percent overall yield).In this synthesis, primary amine 41 is employed in the Mannich reaction, and ring D is closed by intramolecular alkylation or a bromo amine.The synthesis of (+/-)-lycodine (3) also requires eight steps and provides the alkaloid in 13.2percent overall yield (Scheme V).This synthesis features an efficient, one-pot conversion of δ,ε-unsaturated ketone 46 into pyridine 3. (+/-)-Lycodoline (3) is produced by an 11-step route in 3.2percent overall yield as shown in eq 16, 18, and 22.In this synthesis, the angular hydroxyl is introduced by the stereoselective autoxidation of an octahydroquinone (eq.16).The Mannich cyclization is completed by a novel method which utilizes the base-catalyzed polymerization of 3-bromo-1-propanol as a method for slow delivery of HBr, thus allowing the reaction to be carried out under essentially neutral conditions (eq.18).The lycodoline synthesis is completed by use of a novel variant of the Oppenauer oxidation (61 -> 62).
THIONE PHOTOCHEMISTRY. DUAL PATHWAYS IN ARALKYL THIONE CYCLIZATIONS
Basu, S.,Couture, Axel,Ho, Kam W.,Hoshino, Mikio,Mayo, Paul De,Suau, R.
, p. 246 - 254 (2007/10/02)
It is shown that aralkyl thiones, which posses an oxygen atom at the δ position in the side chain, can therefore not undergo the preferred δ insertion, and insert at the γ and ε positions.Although ε insertion occurs only from the 1(Π,Π*) state, γ abstraction ( followed by cyclization or cleavage ) occurs from both 1(Π,Π*) and 3(n,Π*) states.The quantum yields of photocyclization of 2c, 2d, and 2g change little with solvent polarity, which suggest that a thione-ether charge transfer interaction contributes little to the cyclization.Fluorescence and product quenching studies are reported which support this.
Polar Substituent Effects in the Solvolysis of Primary and Tertiary Alkyl Halides. Polar Effect IX
Grob, Cyril A.,Waldner, Adrian
, p. 2152 - 2158 (2007/10/02)
When the Hammett-Taft equation log (k/k0) = ρq ?qi is applied to the solvolysis of the 3-substituted propyl bromides 6a-6i in ethanol/water 4:1 (v/v) log k correlates linearly with ?qI except in cases where R exerts an anchimetric effect.The reaction constant ρq for 6 is -0.12 and is typical for a nucleophilic solvent assisted ks process at a primary C-atom.The tertiary halides 1 and 3, however, which reacty with little or no nucleophilic solvent assistance, i.e. by kc processes, lead to larger ρq values of -0.71 and -1.14, respectively.The reacton constant ρq is therefore a sensitive gauge for charge development in the transition state for solvolysis of satured compounds.
