DE3636094A1 - Pyridin-3-carboxamidderivate und ein pflanzenwachstumsinhibitor - Google Patents

Pyridin-3-carboxamidderivate und ein pflanzenwachstumsinhibitor

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DE3636094A1
DE3636094A1 DE19863636094 DE3636094A DE3636094A1 DE 3636094 A1 DE3636094 A1 DE 3636094A1 DE 19863636094 DE19863636094 DE 19863636094 DE 3636094 A DE3636094 A DE 3636094A DE 3636094 A1 DE3636094 A1 DE 3636094A1
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Prior art keywords
dihydro
oxo
pyridinecarboxamide
methyl
group
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Yukihasa Goto
Kazuhisa Masamoto
Hiroshi Yagihara
Yasuo Morishima
Hirokazu Osabe
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Daicel Corp
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Daicel Chemical Industries Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
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  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Pain & Pain Management (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Die Erfindung betrifft neue Verbindungen, welche zu den 1,4-Dihydro-4-oxo-3-pyridincarboxamiden gehören. Die erfindungsgemäßen Verbindungen zeigen Wachstumsinhibitoraktivitäten bei Pflanzen und ebenfalls antiinflammatorische Aktivität.
In der Literatur werden einige Verbindungen, die zu den 1,4-Dihydro-4-oxo-3-pyridincarboxamiden gehören, gefunden.
In der Literaturstelle Bull. Acad. Pol. Sci., Ser. Sci. Chim. 23(11), 901(1975) berichten Zankowska-Jasinska W. et al. über N-(4-Chlorphenyl)-1,4-dihydro-4-oxo-1,2,6-triphenyl- 3-pyridincarboxamid und 1-(4-Chlorphenyl)-1,4-dihydro- 4-oxo-N,2,6-triphenyl-3-pyridincarboxamid. In Zesz. Nauk. Uniw. Jaqiellon., Pr. Chim. 21., 141 (1976) berichten Zankowska- Jasinska W. et al. über 1,4-Dihydro-4-oxo-N,2,6-triphenyl- 3-pyridincarboxamid, 1,4-Dihydro-4-oxo-N,1,2,6-tetraphenyl- 3-pyridincarboxamid, 1,4-Dihydro-2,6-dimethyl-4-oxo- N,1-diphenyl-3-pyridincarboxamid.
In Yakugakuzassi, 101, 40 (1981) beschreibt Kato et al. vier Verbindungen, nämlich N-(4-Chlorphenyl)-1,4-dihydro- 2,6-dimethyl-4-oxo-3-pyridincarboxamid, 1,4-Dihydro-2,6- dimethyl-4-oxo-N-phenyl-1-(phenylmethyl)-3-pyridincarboxamid, 1,4-Dihydro-N-(4-methoxyphenyl)-2,6-dimethyl-4-oxo-1-(phenylmethyl)3- pyridincarboxamid und N-(4-Chlorphenyl)-1,4- dihydro-2,6-dimethyl-4-oxo-1-(phenylmethyl)-3-pyridincarboxamid im Zusammenhang mit Untersuchungen für die Reaktivität von Ketenderivaten. Die Autoren berichten jedoch nichts über ihre Verwendung. In der kanadische Patentschrift 11 15 278 [und ebenfalls von J. B. Pierce et al., J. Med. Chem. 25, 131 (1982)] werden 4-Pyridonverbindungen beschrieben, welche antiinflammatorische Aktivität aufweisen, d. h. 1,4-Dihydro-2,6-dimethyl-4-oxo-N,1-diphenyl-3-pyridincarboxamid, N,1-Dibutyl-1,4-dihydro-2,6-dimethyl-4-oxo-3- pyridincarboxamid, N,1-Didodecyl-1,4-dihydro-2,6-dimethyl- 4-oxo-3-pyridincarboxamid, N-(4-Chlorphenyl)-1-ethyl-1,4- dihydro-2,6-dimethyl-4-oxo-3-pyridincarboxamid, usw.
Cephalosporine, welche eine Partialstruktur von 1,4-Dihydro- 4-oxo-3-pyridincarboxamid enthalten, sind als Arzneimittel bekannt, vergleiche japanische ungeprüfte Patentanmeldungen Sho 54 (1979)-24 892, Sho 51 (1976)-43 783 und Sho 51 (1976)-48 686.
Andererseits sind 1,4-Dihydro-4-oxo-3-pyridincarbonsäurederivate als Verbindungen bekannt, welche eine Pflanzenwachstumsregulierungsaktivität, insbesondere eine chemische Hybridisierungsaktivität, aufweisen, vergleiche japanische ungeprüfte Patentanmeldungen Sho 52(1977)-1 44 676 (vergleiche ebenfalls US-PS 40 51 142) und Sho 57 (1982)-1 14 573 (vergleiche ebenfalls EP-A-40 082). Jedoch sind pflanzenwachstumsinhibierende Mittel, deren aktive Bestandteile 1,4-Dihydro-4-oxo-3-pyridincarboxamide, wie in der folgenden Formel (I) angegeben, sind, nicht bekannt.
Die Erfindung betrifft Verbindungen der allgemeinen Formel (I) und ihre Salze: oder ihr Salz, worin R ein Wasserstoffatom, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, oder eine Gruppe der Formel -(CH2) n -R1 bedeutet, worin n eine ganze Zahl von 1 bis 3 bedeutet und R1 ein Wasserstoffatom, eine Hydroxygruppe, eine niedrige Alkoxygruppe, eine Mercaptogruppe, eine niedrige Alkylthiogruppe, eine Aminogruppe, eine di-niedrige Alkylaminogruppe, eine C3-11-Alkylgruppe, eine niedrige Alkenylgruppe, eine niedrige Alkinylgruppe, eine Cycloalkylgruppe, eine 5- oder 6- gliedrige heterocyclische Gruppe oder eine Phenylgruppe, welche durch einen oder zwei Substituenten von Halogen, Niedrigalkyl oder Niedrigalkoxy substituiert sein kann, bedeutet, R2 und R7 unterschiedlich sind und ein Wasserstoffatom, eine C1-11-Alkylgruppe, eine niedrige Alkenylgruppe, eine niedrige Alkinylgruppe, eine Cycloalkylgruppe, eine niedrige Alkoxyalkylgruppe, eine niedrige Alkylthioalkylgruppe, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, eine Aralkylgruppe, deren Kern durch einen oder zwei Substituenten von Halogen, Niedrigalkyl oder Niedrigalkoxy substituiert sein kann, eine Haloalkylgruppe, eine 5- oder 6-gliedrige heterocyclische Gruppe bedeuten, R3, R4 und R5 gleich oder unterschiedlich sind und ein Wasserstoffatom, ein Halogenatom, eine Cyanogruppe, eine Nitrogruppe, eine Aminogruppe, eine niedrige Alkylgruppe, eine niedrige Haloalkylgruppe, eine Hydroxygruppe, eine niedrige Alkoxygruppe, eine Aryloxygruppe, eine Carboxygruppe oder eine niedrige Alkoxycarbonylgruppe bedeuten, R6 ein Wasserstoffatom, ein Halogenatom, eine niedrige Alkylgruppe, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, oder eine Aralkylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, bedeutet oder worin R6 und R7 zusammen eine Gruppe der Formel -(CH2) m - bedeuten, worin m 3 oder 4 bedeutet.
Die Erfindung betrifft weiterhin Pflanzenwachstumsinhibitoren bzw. Pflanzenwachstumshemmstoffe, welche mindestens eine Art von Verbindungen der Formel (I) und/oder deren Salze als aktiven Bestandteil enthalten.
Der Ausdruck "niedrig", wie er für Niedrigalkyl, Niedrigalkoxy oder ähnliche Gruppen bei der vorliegenden Erfindung verwendet wird, bedeutetGruppen, welche 1 bis 5 Kohlenstoffatome enthalten. Spezifisch können als niedrige Alkylgruppen Methyl, Ethyl, Propyl, Isopropyl, Butyl, Isobutyl, Pentyl oder Isopentyl, als niedrige Alkoxygruppen Methoxy, Ethoxy, Propoxy, Isopropoxy oder Butoxy, als niedrige Alkoxycarbonylgruppen Methoxycarbonyl, Ethoxycarbonyl, Propoxycarbonyl oder Butoxycarbonyl, oder als niedrige Alkylthiogruppen Methylthio, Ethylthio, Propylthio, Isopropylthio, Butylthio oder Pentylthio erwähnt werden. Als niedrige Alkenyl- oder niedrige Alkinylgruppen können erwähnt werden Vinyl, Allyl, Isopropenyl-2-butenyl, 1,3-Butadienyl, 2-Pentenyl, 1,4-Pentadienyl, 1,5-Heptadienyl, 1-Hexenyl, Ethinyl oder 2-Propinyl.
Beispiele von Cycloalkylgruppen sind Cyclopropyl, Cyclopentyl und Cyclohexyl.
Beispiele von Haloalkylgruppen sind Trifluormethyl, Chlormethyl und ähnliche Gruppen.
Beispiele von niedrigen Alkoxyalkylgruppen sind Methoxymethyl, Ethoxymethyl, Propoxymethyl, Butoxymethyl und ähnliche.
Beispiele von niedrigen Alkylthiolalkylgruppen sind Methylthiomethyl, Ethylthiomethyl, Methylthioethyl, Ethylthioethyl und ähnliche.
Beispiele für Halogenatome sind Chlor-, Brom-, Fluor- und Jodatome.
Beispiele von Aralkylgruppen sind Benzyl, 3-Phenylpropyl, 4-Phenylbutyl und ähnliche.
Beispiele von Aryloxygruppen sind Phenyloxy, Naphtyloxy und ähnliche.
5- oder 6-gliedrige heterocyclische Gruppen umfassen 5- oder 6-gliedrige Gruppen, welche 1 bis 3 Heteroatome, ausgewählt unter Stickstoffatom, Sauerstoffatom und Schwefelatom, enthalten. Beispiele für 5-gliedrige heterocyclische Gruppen sind Furyl, Tetrahydrofuryl, Thienyl, Thiazolyl, Isothiazolyl, Oxazolyl, Isooxazolyl oder Pyrazolyl. Beispiele für 6-gliedrige heterocyclische Gruppen sind Pyridyl, Pyrimidinyl, Pyrazinyl oder Pyridazinyl.
Diese heterocyclischen Gruppen können durch Alkyl, wie Methyl oder Ethyl, ein Halogenatom oder Phenyl substituiert sein. Wenn die heterocyclische Gruppe durch Phenyl substituiert ist, kann sie einen kondensierten Ring bilden, wobei zwei benachbarte Kohlenstoffatome in der heterocyclischen Gruppe mit der Phenylgruppe verbunden sind. Beispiele kondensierter Ringe sind ein Benzothiazolyl-, Benzofuryl-, Chinazolinyl- oder Chinoalinylgruppe.
Beispiele von Substituenten der Phenylgruppe und der Aralkylgruppe, welche beliebig substituiert sein können, sind ein Halogenatom, Niedrigalkyl, Niedrigalkoxy, Trihaloalkyl, Nitro, Cyano und ähnlichen, und die Zahl der Substituenten beträgt bevorzugt 1 oder 2.
Die erfindungsgemäße Verbindung der Formel (I) kann ein Säureadditionssalz mit einer Säure, wie Chlorwasserstoffsäure, Schwefelsäure, Phosphorsäure, Methansulfonsäure, p-Toluolsulfonsäure oder Trifluoressigsäure, bilden, wenn sie ausreichend basisch ist, und sie kann ebenfalls ein Salz mit einer anorganischen Base bilden, wenn sie eine Carboxylgruppe enthält. Diese Salze sind ebenfalls Gegenstand der vorliegenden Erfindung.
Die erfindungsgemäßen Verbindungen der Formel (I) können nach den folgenden Verfahren hergestellt werden:
Verfahren A
[R, R2
, R3
, R4
und R5
besitzen in der Formel (II) die gleiche Bedeutung wie bei der Formel (I)]
Dieses Verfahren umfaßt die Umsetzung eines 3-Aminoacrylsäureanilidderivats (II) oder seines Tautomeren mit 2,2,6- trimethyl-4H-1,3-dioxin-4-on in einem geeigneten Lösungsmittel (beispielsweise Toluol oder Xylol) unter Erhitzen bei einer Temperatur von beispielsweise 100 bis 140°C. 2-Ethyl-2,6-dimethyl-4H-1,3-dioxin-4-on ist ebenfalls anstelle von 2,2,6-Trimethyl-4H-1,3-dioxin-4-on nützlich. Weiterhin muß bei diesem Verfahren das 3-Aminoacrylsäureanilidderivat (II) nicht notwendigerweise in isolierter Form vorliegen, sondern es kann als rohes Reaktionsgemisch aus einem Amin der Formel (II) mit einer Verbindung der Formel (IV) vorliegen,
[worin R, R2, R3, R4 und R5 in den Formeln (III) und (IV) die gleiche Bedeutung wie bei der Formel (I) besitzen].
Für die praktische Verwendung ist es zweckmäßig, das rohe Reaktionsgemisch als solches zu verwenden.
Verfahren B
[R, R2
, R3
, R4
, R5
, R6
und R7
besitzen in den Formeln (III) und (V) die gleiche Bedeutung wie in der Formel (I)].
Dieses Verfahren umfaßt die Umsetzung einer 4-Pyronverbindung (V) entsprechend der Formel (I), d. h. 4-Oxo-N-phenyl- 4H-pyran-3-carboxamid mit Ammoniak oder einem Amin der Formel (III) oder einem seiner Salze in einem geeigneten Lösungsmittel (beispielsweise Ethanol oder Wasser) bei einer Temperatur von Raumtemperatur bis etwa 60°C. Die Menge an verwendetem Ammoniak oder Amin ist äquimolar oder mehr, bezogen auf die 4-Pyronverbindung, oder ein großer Überschuß wird verwendet. Wenn das Amin als verfügbares Salz verwendet wird, ist es erforderlich, es in die freie Form durch Zugabe einer organischen oder anorganischen Base in einer Menge, die für die Neutralisation erforderlich ist, oder in einer größeren Menge umzuwandeln.
Verfahren C
[R, R2
, R3
, R4
, R5
, R6
und R7
beistzen in den Formeln (VI) und (VII) die gleiche Bedeutung wie bei der Formel (I).].
Dieses Verfahren umfaßt die Umsetzung einer Carbonsäure entsprechend der Formel (I), d. h. eines 1,4-Dihydro-4-oxo- 3-pyridincarbonsäurederivats (VI) mit einem Anilinderivat (VII) in Anwesenheit eines Kondensationsmittels für die Wasserabspaltung. Es ist bevorzugt, als Kondensationsmittel für die Wasserabspaltung ein 1-substiutiertes 2-Halopyridiniumsalz und ein tertiäres Amin entsprechend dem Verfahren, wie es in der japanischen Patenanmeldung Sho 52 (1977)- 51 102 beschrieben wird, zu verwenden.
Verfahren C′
[R, R2
, R3
, R4
, R5
, R6
und R7
beistzen in den Formeln (VIII) und (VII) die gleiche Bedeutung wie in der Formel (I) und X ist ein Halogenatom].
Dieses Verfahren umfaßt die Umsetzung eines Säurehalogenids (VIII), welches leicht durch Umsetzung von (VI) und einem Halogenierungsmittel, wie Thionylchlorid, hergestellt werden kann, mit einem Anilinderivat (VII) in Anwesenheit einer Base.
Verfahren D
[R, R2
, R3
, R4
, R5
und R7
sind in der Formel (IX) gleich wie in der Formel (I)].
Dieses Verfahren umfaßt die Umsetzung eines 1,4-Dihydro- 4-oxo-3-pyridincarboxamidderivats (IX) mit einem Halogenierungsreagens. Es ist besonders vorteilhaft, als Halogenierungsreagens N-Chlorsuccinimid oder N-Bromsuccinimid in einem geeigneten chlorierten Kohlenwasserstofflösungsmittel (beispielsweise Dichlormethan, Chloroform, Tetrachlormethan, Trichlorethylen oder Tetrachlorethan) in Anwesenheit oder Abwesenheit eines freien Radikalinitiators zu verwenden.
Die Reaktion kann ebenfalls durchgeführt werden, indem man die Verbindung (IX) in einem halogenierten Kohlenwasserstoff, wie oben erwähnt, auflöst und in die entstehende Lösung Brom oder Chlor in gasförmigem oder flüssigem Zustand einbläst oder eintropft.
Bei der obigen Halogenierung der Verbindung (IX) kann man zusätzlich eine Substitution an der Phenylgruppe, welche an das Amidstickstoffatom gebunden ist, erhalten.
Verfahren E
Dieses Verfahren wird durchgeführt, indem man eine Verbindung der Formel (I) (R6 bedeutet ein Halogenatom) mit einem Alkalimetallhalogenid behandelt, wodurch ein Halogenatomaustausch (R6) in der Verbindung der Formel (I) stattfindet. Es ist nützlich, eine Verbindung der Formel (I) zu synthetisieren, worin R6 ein Fluoratom bedeutet und welche schwierig durch direkte Einführung herzustellen ist.
Verfahren F
[R, R2
, R3
, R4
, R5
, R6
und R7
besitzen in den Formeln (II), (X), (XI) und (XII) die gleiche Bedeutung wie in der Formel (I)]
Dieses Verfahren umfaßt die Umsetzung eines 3-Aminoacrylsäureanilidderivats (II) mit einem Säurehalogenid (X) in Anwesenheit einer Base unter Bildung einer Verbindung der Formel (XI) und Umsetzung dieser Verbindung der Formel (XI) mit einem N,N-Dimethylamiddimethylketalderivat (XII). Es ist möglich, einen Ester der Ameisensäure anstelle von (XII) zu verwenden, wenn R7 ein Wasserstoffatom bedeutet. Dieses Verfahren ist für die Synthese einer Verbindung der Formel (I), worin R6 eine Arylgruppe bedeutet, nützlich.
Für die herbiziden Anwendungen werden die erfindungsgemäßen Verbindungen im allgemeinen zu herbiziden Mitteln bzw. Herbiziden verarbeitet. Diese Zubereitungen können Feststoffe, wie Zerstäubungspulver, Granulate oder benetzbare Pulver sein, oder sie können Flüssigkeiten sein, wie Lösungen, Aerosole oder emulgierbare Konzentrate.
Beispielsweise können feste Zubereitungen, wie Zerstäubungsmittel, benetzbare Pulver oder Granulate hergestellt werden, indem man die aktive Verbindung mit einem festen inerten Träger, wie Kaoliniten, Bentoniten, Tonen Talken, Silicas bzw. Siliciumdioxidverbindugen und ähnlichen, vermischt. Flüssige Zubereitungen, wie Lösungen oder emulgierbare Konzentrate, können hergestellt werden, indem man die aktive Verbindung mit einem flüssigen inerten Lösungsmittel, wie Xylol, Ethanol, Aceton, Dimethylformamid, einigen pflanzlichen Ölen, Wasser, usw., vermischt.
Oberflächenaktive Mittel für die Benetzung, Dispersion oder Emulgierung werden im allgemeinen in den oben erwähnten herbiziden Zubereitungen verwendet. Beispielsweise können Polyoxyethylenalkylether, Polyoxyethylen-Sorbitanfettsäureester und andere nichtionische Arten, Alkyl- und Alkylarylsulfonate und -sulfate und ihre Natriumsalze und andere anionische Arten oder andere Arten von oberflächenaktiven Mitteln verwendet werden.
Für die Präemergenzanwendung werden diese herbiziden Zubereitungen normalerweise entweder als Sprays, Zerstäubungspulver oder Granulate auf die Fläche aufgebracht, wo eine Unterdrückung der Vegetation erfolgen soll. Für die Postemergenzanwendung von vorhandenem Pflanzenwachstum werden Sprays oder Zerstäubungsmittel verwendet. Die Zubereitungen können 10 bis 80 Gew.-% für benetzbare Pulver, 1 bis 10 Gew.-% für Granulate oder 10 bis 50 Gew.-% für emulgierbare Konzentrate an aktivem Bestandteil enthalten. Die Dosis der herbiziden Zubereitungen für die Präemergenz- oder Postemergenzanwendungen beträgt im allgemeinen 0,1 bis 2 kg, ausgedrückt durch das Gewicht, an aktivem Bestandteil.
Die folgenden Beispiele erläutern die Erfindung. In den Bezugsbeispielen sind die Wachstumsinhibitoraktivitäten auf Pflanzen der erfindungsgemäßen Verbindungen angegeben.
Zusätzlich zu den in den Beispielen angegebenen Verbindungen sind spezifische Verbindungen die folgenden:
1. 1-Butyl-2-ethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 3-pyridincarboxamid,
2. 2-Ethyl-1,4-dihydro-6-methyl-4-oxo-1-pentyl-N-phenyl- 3-pyridincarboxamid,
3. 2-Ethyl-1-hexyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 3-pyridincarboxamid,
4. 1-(4-Chlorphenylmethyl)-2-ethyl-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
5. 1-Cyclohexylmethyl-2-ethyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
6. 2-Ethyl-1-(2-furylmethyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
7. 2-Ethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-(2-pyridylmethyl)- 3-pyridincarboxamid,
8. 2-Ethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-(3-pyridylmethyl)- 3-pyridincarboxamid,
9. 2-Ethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-(4-pyridylmethyl)- 3-pyridincarboxamid,
10. 1,4-Dihydro-6-methyl-4-oxo-1-pentyl-N-phenyl-2-propyl- 3-pyridincarboxamid,
11. 1-Hexyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-propyl- 3-pyridincarboxamid,
12. 1,4-Dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo- N-phenyl-2-propyl-3-pyridincarboxamid,
13. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-2-propyl-3-pyridincarboxamid,
14. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
15. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
16. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-propyl-1-(2-pyridylmethyl)- 3-pyridincarboxamid,
17. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-propyl-1-(3-pyridylmethyl)- 3-pyridincarboxamid,
18. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-propyl-1-(4-pyridylmethyl)- 3-pyridincarboxamid,
19. 1,2-Dibutyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-3-pyridincarboxamid,-
20. 2-Butyl-1,4-dihydro-6-methyl-4-oxo-1-pentyl-N-phenyl- 3-pyridincarboxamid,
21. 2-Butyl-1-hexyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 3-pyridincarboxamid,
22. 2-Butyl-1-(4-chlorphenylmethyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
23. 2-Butyl-cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
24. 2-Butyl-1-(2-furylmethyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
25. 2-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-(2-pyridylmethyl)- 3-pyridincarboxamid,
26. 2-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-(3-pyridylmethyl)- 3-pyridincarboxamid,
27. 2-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-(4-pyridylmethyl)- 3-pyridincarboxamid,
28. 1,4-Dihydro-6-methyl-2-(2-methylpropyl)-4-oxo-N-phenyl- 1-pentyl-3-pyridincarboxamid,
29. 1-Butyl-1,4-dihydro-6-methyl-2-(2-methylpropyl)-4-oxo- N-phenyl)-3-pyridincarboxamid,
30. 1-Hexyl-1,4-dihydro-6-methyl-2-(2-methylpropyl)-4-oxo- N-phenyl)-3-pyridincarboxmaid,
31. 1,4-Diyhdro-6-methyl-1-(4-methylphenylmethyl)-2-(2-methylpropyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
32. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
33. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-2-(2-methylpropyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
34. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
35. 1,4-Dihydro-6-methyl-2-(2-methylpropyl)-4-oxo-N-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
36. 1,4-Dihydro-6-methyl-2-(2-methylpropyl)-4-oxo-N-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
37.1,4-Dihydro-6-methyl-2-(2-methylpropyl)-4-oxo-N-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
38. 1-Butyl-1,4-dihydro-6-methyl-4-oxo-2-pentyl-N-phenyl- 3-pyridincarboxamid,
39. 1,4-Dihydro-6-methyl-4-oxo-1,2-dipentyl-N-phenyl-3- pyridincarboxamid,
40. 1-Hexyl-1,4-dihydro-6-methyl-4-oxo-2-pentyl-N-phenyl- 3-pyridincarboxamid,
41. 1,4-Dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo- 2-pentyl-N-phenyl-3-pyridincarboxamid,
42. 1-(4-Chlorpheylmethyl)-1,4-dihydro-6-methyl-4-oxo- 2-pentyl-N-phenyl-3-pyridincarboxamid,
43. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo-2-pentyl- N-phenyl-3-pyridincarboxamid,
44. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- N-phenyl-3-pyridincarboxamid,
45. 1,4-Dihydro-6-methyl-4-oxo-2-pentyl-N-phenyl-1-(2-pyridylmethyl)- 3-pyridincarboxamid,
46. 1,4-Dihydro-6-methyl-4-oxo-2-pentyl-N-phenyl-1-(3-pyridylmethyl)- 3-pyridincarboxamid,
47. 1,4-Dihydro-6-methyl-4-oxo-2-pentyl-N-phenyl-1-(4-pyridylmethyl)- 3-pyridincarboxamid,
48. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo-2-pentyl- N,2-diphenyl-3-pyridincarboxamid,
49. 1,4-Dihydro-6-methyl-4-oxo-N,2-diphenyl-1-(3-pyridylmethyl)- 3-pyridincarboxamid,
50. 1,4-Dihydro-6-methyl-4-oxo-N,2-diphenyl-1-(4-pyridylmethyl)- 3-pyridincarboxamid,
51. 1-Butyl-2-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
52. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- N-phenyl-3-pyridincarboxamid,
53. 2-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
54. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-phenylmethyl-3-pyridincarboxamid,
55. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
56. 2-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-N-phenyl-3-pyridincarboxamid,
57. 2-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-N-phenyl-3-pyridincarboxamid,
58. 2-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
59. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
60. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
61. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
62. 2-(3-Chlorphenyl)-1-butyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
63. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- N-phenyl-3-pyridincarboxamid,
64. 2-(3-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
65. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
66. 2-(3-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-N-phenyl-3-pyridincarboxamid,
67. 2-(3-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-N-phenyl-3-pyridincarboxamid,
68. 2-(3-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
69. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
70. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
71. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
72. 1-Butyl-1,4-dihydro-6-methyl-2-(2-methylphenyl)-4-oxo- N-phenyl-3-pyridincarboxamid,
73. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-4-oxo-1-pentyl- N-phenyl-3-pyridincarboxamid,
74. 1-Hexyl-1,4-dihydro-6-methyl-2-(2-methylphenyl)-4-oxo- N-phenyl-3-pyridincarboxamid,
75. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-4-oxo-N-phenyl- 1-furylmethyl-3-pyridincarboxamid,
76. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-1-(4-methylphenylmethyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
77. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
78. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-2-(2-methylphenyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
79. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
80. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-4-oxo-N-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
81. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-4-oxo-N-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
82. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-4-oxo-N-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
83. 1-Butyl-1,4-dihydro-6-methyl-2-(3-methylphenyl)-4-oxo- N-phenyl-3-pyridincarboxamid,
84. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-4-oxo-1-pentyl- N-phenyl-3-pyridincarboxamid,
85. 1-Hexyl-1,4-dihydro-6-methyl-2-(3-methylphenyl)-4-oxo- N-phenyl-3-pyridincarboxamid,
86. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-4-oxo-N-phenyl- 1-phenylmethyl-3-pyridincarboxamid,
87. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-1-(4-methylphenyl)- 4-oxo-3-pyridincarboxamid,
88. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-N-3-pyridincarboxamid,
89. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
90. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
91. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-4-oxo-N-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
92. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-4-oxo-N-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
93. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-4-oxo-N-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
94.
95. 2-(2-Furyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl-N- phenyl-3-pyridincarboxamid,
96. 1-Hexyl-2-(2-furyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 3-pyridincarboxamid,
97. 2-(2-Furyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 3-pyridincarboxamid,
97. 2-(2-Furyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
98. 1-(4-Chlorphenylmethyl)-2-(2-furyl)-1,4-dihydro-6- methyl-4-oxo-N-phenyl-3-pyridincarboxamid,
99. 1-Cyclohexylmethyl-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
100. 2-(2-Furyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
101. 2-(2-Furyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1- (2-pyridylmethyl)-3-pyridincarboxamid,
102. 2-(2-Furyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1- (3-pyridylmethyl)-3-pyridincarboxamid,
103. 2-(2-Furyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1- (4-pyridylmethyl)-3-pyridincarboxamid,
104. 1-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-(2-pyridyl)- 3-pyridincarboxamid,
105. 1,4-Dihydro-6-methyl-4-oxo-1-pentyl-N-phenyl-2-(2- pyridyl)-3-pyridincarboxamid,
106. 1-Hexyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-(2-pyridyl)- 3-pyridincarboxamid,
107. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-1-phenylmethyl- 2-(2-pyridyl)-3-pyridincarboxamid,
108. 1,4-Dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo- N-phenyl-2-(2-pyridyl)-3-pyridincarboxamid,
109. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-2-(2-pyridyl)-3-pyridincarboxamid,
110. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-(2-pyridyl)-3-pyridincarboxamid,
111. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-(2-pyridyl)-3-pyridincarboxamid,
112. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(2-pyridyl)-1- (2-pyridylmethyl)-3-pyridincarboxamid,
113. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(2-pyridyl)-1- (3-pyridylmethyl)-3-pyridincarboxamid,
114. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(2-pyridyl)-1- (4-pyridylmethyl)-3-pyridincarboxamid,
115. 1-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-(3-pyridyl)- 3-pyridincarboxamid,
116. 1,4-Dihydro-6-methyl-4-oxo-1-pentyl-N-phenyl-2-(3- pyridyl)-3-pyridincarboxamid,
117. 1-Hexyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-(3-pyridyl)- 3-pyridincarboxamid,
118. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-1-(phenylmethyl)- 2-(3-pyridyl)-3-pyridincarboxamid,
119. 1,4-Dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo- N-phenyl-2-(3-pyridyl)-3-pyridincarboxamid,
120. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-2-(3-pyridyl)-3-pyridincarboxamid,
121. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-(3-pyridyl)-3-pyridincarboxamid,
122. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-(3-pyridyl)-3-pyridincarboxamid,
123. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(3-pyridyl)- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
124. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(3-pyridyl)-1- (3-pyridylmethyl)-3-pyridincarboxamid,
125. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(3-pyridyl)-1- (4-pyridylmethyl)-3-pyridincarboxamid,
126. 1-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-(4-pyridyl) -3-pyridincarboxamid,
127. 1,4-Dihydro-6-methyl-4-oxo-1-pentyl-N-phenyl-2-(4- pyridyl)-3-pyridincarboxamid,
128. 1-Hexyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-(4-pyridyl) -3-pyridincarboxamid,
129. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-1-phenylmethyl- 2-(4-pyridyl)-3-pyridincarboxamid,
130. 1,4-Dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo- N-phenyl-2-(4-pyridyl)-3-pyridincarboxamid,
131. 1-(4-Chlorphenylmethyl)1,4-dihydro-6-methyl-4-oxo- N-phenyl-2-(4-pyridyl)-3-pyridincarboxamid,
132. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-(4-pyridyl)-3-pyridincarboxamid,
133. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-(4-pyridyl)-3-pyridincarboxamid,
134. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(4-pyridyl)-1- (2-pyridylmethyl)-3-pyridincarboxamid,
135. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(4-pyridyl)-1- (3-pyridylmethyl)-3-pyridincarboxamid,
136. 1,4-Dihydro-6-methyl-4-oxo-N-phenyl-2-(4-pyridyl)-1- (4-pyridylmethyl -3-pyridincarboxamid,
137. 1-Butyl-2-ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-3-pyridincarboxamid,
138. 2-Ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-pentyl-3-pyridincarboxamid,
139. 2-Ethyl-1-hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-3-pyridincarboxamid,
140. 2-Ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
141. 2-Ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
142. 1-(4-Chlorphenylmethyl)-2-ethyl-1,4-dihydro-6-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
143. 1-Cyclohexylmethyl-2-ethyl-1,4-dihydro-6-methyl-N- (2-methylphenyl)-4-oxo-3-pyridincarboxamid,
144. 2-Ethyl-1-(2-furylmethyl)-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-pyridincarboxamid,
145. 2-Ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4- oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
146. 2-Ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
147. 2-Ethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
148. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4- oxo-2-propyl-3-pyridincarboxamid,
149. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-pentyl- 2-propyl-3-pyridincarboxamid,
150. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-propyl-3-pyridincarboxamid,
151. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-1-(4-methylphenylmethyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
152. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
153. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-2-propyl-3-pyridincarboxamid,
154. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-propyl- 1-(2-pyridylmethyl-3-pyridincarboxamid,
155. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-propyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
156. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-propyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
157. 1,2-Dibutyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4- oxo-3-pyridincarboxamid,
158. 2-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-propyl-3-pyridincarboxamid,
159. 2-Butyl-1-hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-3-pyridincarboxamid,
160. 2-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
161. 2-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
162. 2-Butyl-1-(4-chlorphenylmethyl)-1,4-dihydro-6-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
163. 2-Butyl-1-cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
164. 2-Butyl-1-(2-furylmethyl)-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
165. 2-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
166. 2-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
167. 2-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
168. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-2-(2- methylpropyl)-4-oxo-3-pyridincarboxamid,
169. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(2-methylpropyl) -1-pentyl-4-oxo-3-pyridincarboxamid,
170. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-2-(2- methylpropyl)-4-oxo-3-pyridincarboxamid,
171. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(2-methylpropyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
172. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-1-(4-methylphenylmethyl)- 2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
173. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
174. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl) -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
175. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
176. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(2-methylpropyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
177. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(2-methylpropyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
178. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(2-methylpropyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
179. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-pentyl-3-pyridincarboxamid,
180. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1,2-dipentyl- 3-pyridincarboxamid,
181. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-pentyl-3-pyridincarboxamid,
182. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-pentyl- 1-phenylmethyl-3-pyridincarboxamid,
183. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-(4-methylphenylmethyl) -4-oxo-2-pentyl-3-pyridincarboxamid,
184. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-2-pentyl-3-pyridincarboxamid,
185. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-2-pentyl-3-pyridincarboxamid,
186. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-pentyl-3-pyridincarboxamid,
187. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-pentyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
188. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-pentyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
189. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-pentyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
190. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-pentyl- 2-phenyl-3-pyridincarboxamid,
191. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-phenyl-3-pyridincarboxamid,
192. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-1-(4-methylphenylmethyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
193. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-phenyl-3-pyridincarboxamid,
194. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-phenyl-3-pyridincarboxamid,
195. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
196. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
197. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
198. 1-Butyl-2-(2-chlorphenyl)-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
199. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
200. 2-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
201. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
202. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 1-(4-methylphenlmethyl)-4-oxo-3-pyridincarboxamid,
203. 2-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
204. 2-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
205. 2-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
206. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
207. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
208. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
209. 1-Butyl-2-(3-chlorphenyl)-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
210. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
211. 2-(3-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
212. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
213. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
214. 2-(3-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
215. 2-(3-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
216. 2-(3-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
217. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
218. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
219. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
220. 1-Butyl-1,4-dihydro-6-methyl-N,2-bis(2-methylphenyl)- 4-oxo-3-pyridincarboxamid,
221. 1,4-Dihydro-6-methyl-N,2-bis(2-methylphenyl)-4-oxo-1- pentyl-3-pyridincarboxamid,
222. 1-Hexyl-1,4-dihydro-6-methyl-N,2-bis(2-methylphenyl)-4- oxo-3-pyridincarboxamid,
223. 1,4-Dihydro-6-methyl-N,2-bis(2-methylphenyl)-4-oxo-1- phenylmethyl-3-pyridincarboxamid,
224. 1,4-Dihydro-6-methyl-N,2-bis(2-methylphenyl)-1-(4-methylphenylmethyl-) -4-oxo-3-pyridincarboxamid,
225. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N,2-bis(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
226. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N,2-bis(2-methylphenyl) -4-oxo-3-pyridincarboxamid,
227. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N,2-bis(2-methylphenyl) -4-oxo-3-pyridincarboxamid,
228. 1,4-Dihydro-6-methyl-N,2-bis(2-methylphenyl)-4-oxo-1- (2-pyridylmethyl)-3-pyridincarboxamid,
229. 1,4-Dihydro-6-methyl-N,2-bis(2-methylphenyl)-4-oxo-1- (3-pyridylmethyl)-3-pyridincarboxamid,
230. 1,4-Dihydro-6-methyl-N,2-bis(2-methylphenyl)-4-oxo-1- (4-pyridylmethyl)-3-pyridincarboxamid,
231. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-2-(3- methylphenyl)-4-oxo-3-pyridincarboxamid,
232. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(3-methylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
233. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-2-(3- methylphenyl)-4-oxo-3-pyridincarboxamid,
234. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(3-methylphenyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
235. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(3-methylphenyl) -1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
236. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
237. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl) -2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
238. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
239. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(3-methylphenyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
240. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(3-methylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
241. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-2-(3-methylphenyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
242. 1-Butyl-2-(2-furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-3-pyridincarboxamid,
243. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4- oxo-1-pentyl-3-pyridincarboxamid,
244. 2-(2-Furyl)-1-hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-3-pyridincarboxamid,
245. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
246. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)-1- (4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
247. 1-(4-Chlorphenylmethyl)-2-(2-furyl)-1,4-dihydro-6-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
248. 1-Cyclohexylmethyl-2-(2-furyl)-1,4-dihydro-6-methyl-N- (2-methylphenyl)-4-oxo-3-pyridincarboxamid,
249. 2-(2-Furyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
250. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
251. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
252. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4- oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
253. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-(2-pyridyl)-3-pyridincarboxamid,
254. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-pentyl- 2-(2-pyridyl)-3-pyridincarboxamid,
255. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-(2-pyridyl)-3-pyridincarboxamid,
256. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-phenylmethyl -2-(2-pyridyl)-3-pyridincarboxamid,
257. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-1-(4-methylphenylmethyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
258. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
259. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
260. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
261. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(2- pyridyl)-1-(2-pyridylmethyl)-3-pyridincarboxamid,
262. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(2- pyridyl)-1-(3-pyridylmethyl)-3-pyridincarboxamid,
263. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(2- pyridyl)-1-(4-pyridylmethyl)-3-pyridincarboxamid,
264. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-(3-pyridyl)-3-pyridincarboxamid,
265. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-pentyl- 2-(3-pyridyl)-3-pyridincarboxamid,
266. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-(3-pyridyl)-3-pyridincarboxamid,
267. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-phenylmethyl -2-(3-pyridyl)-3-pyridincarboxamid,
268. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-1-(4-methylphenylmethyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
269. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
270. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
271. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
272. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(3- pyridyl)-1-(2-pyridylmethyl)-3-pyridincarboxamid,
273. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(3- pyridyl)-1-(3-pyridylmethyl)-3-pyridincarboxamid,
274. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(3- pyridyl)-1-(4-pyridylmethyl)-3-pyridincarboxamid,
275. 1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-(4-pyridyl)-3-pyridincarboxamid,
276. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-pentyl- 2-(4-pyridyl)-3-pyridincarboxamid,
277. 1-Hexyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo- 2-(4-pyridyl)-3-pyridincarboxamid,
278. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-phenylmethyl -2-(4-pyridyl)-3-pyridincarboxamid,
279. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-1-(4-methylphenylmethyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
280. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
281. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
282. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
283. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(4- pyridyl)-1-(2-pyridylmethyl)-3-pyridincarboxamid,
284. 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(4- pyridyl)-1-(3-pyridylmethyl)-3-pyridincarboxamid,
285, 1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-(4- pyridyl)-1-(4-pyridylmethyl)-3-pyridincarboxamid,
286. 1-Butyl-N-(2-chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
287. N-(2-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- 1-pentyl-3-pyridincarboxamid,
288. N-(2-Chlorphenyl)-2-ethyl-1-hexyl-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
289. N-(2-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
290. N-(2-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
291. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-2-ethyl-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
292. N-(2-Chlorphenyl)-1-cyclohexylmethyl-2-ethyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
293. N-(2-Chlorphenyl)-2-ethyl-1-(2-furylmethyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
294. N-(2-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
295. N-(2-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
296. N-(2-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
297. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 2-propyl-3-pyridincarboxamid,
298. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- 2-propyl-3-pyridincarboxamid,
299. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- 2-propyl-3-pyridincarboxamid,
300. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-phenylmethyl -2-propyl-3-pyridincarboxamid,
301. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl) -4-oxo-2-propyl-3-pyridincarboxamid,
302. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-2-propyl-3-pyridincarboxamid,
303. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-2-propyl-3-pyridincarboxamid,
304. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-2-propyl-3-pyridincarboxamid,
305. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-propyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
306. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-propyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
307. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-propyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
308. 1,2-Dibutyl-N-(2-Chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
309. 2-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-pentyl-3-pyridincarboxamid,
310. 2-Butyl-N-(2-chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
311. 2-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
312. 2-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
313. 2-Butyl-N-(2-chlorphenyl)-1-(4-chlorphenylmethyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
314. 2-Butyl-N-(2-chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
315. 2-Butyl-N-(2-chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
316. 2-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
317. 2-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
318. 2-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
319. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-2-(2- methylpropyl)-4-oxo-3-pyridincarboxamid,
320. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl) -4-oxo-1-pentyl-3-pyridincarboxamid,
321. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-2-(2- methylpropyl)-4-oxo-3-pyridincarboxamid,
322. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
323. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl) -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
324. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
325. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
326. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
327. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
328. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
329. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylpropyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
330. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 2-pentyl-3-pyridincarboxamid,
331. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1,2-dipentyl -3-pyridincarboxamid,
332. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- 2-pentyl-3-pyridincarboxamid,
333. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- 1-phenylmethyl-3-pyridincarboxamid,
334. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl) -4-oxo-2-pentyl-3-pyridincarboxamid,
335. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-2-pentyl-3-pyridincarboxamid,
336. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-2-pentyl-3-pyridincarboxamid,
337. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-2-pentyl-3-pyridincarboxamid,
338. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
339. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
340. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
341. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- 2-phenyl-3-pyridincarboxamid,
342. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- 2-phenyl-3-pyridincarboxamid,
343. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-phenyl- 1-phenylmethyl-3-pyridincarboxamid,
344. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
345. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
346. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
347. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-2-phenyl-3-pyridincarboxamid,
348. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-phenyl- 1-(2-pyridylmethyl)-3-pyridincarboxamid,
349. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-phenyl- 1-(3-pyridylmethyl)-3-pyridincarboxamid,
350. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-phenyl- 1-(4-pyridylmethyl)-3-pyridincarboxamid,
351. 1-Butyl-N,2-bis(2-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
352. N,2-bis(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1- pentyl-3-pyridincarboxamid,
353. N,2-bis(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
354. N,2-bis(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1- phenylmethyl-3-pyridincarboxamid,
355. N,2-bis(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl)- -4-oxo-3-pyridincarboxamid,
356. N,2-bis(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
357. N,2-bis(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
358. N,2-bis(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
359. N,2-bis(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1- (2-pyridylmethyl)-3-pyridincarboxamid,
360. N,2-bis(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1- (3-pyridylmethyl)-3-pyridincarboxamid,
361. N,2-bis(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1- (4-pyridylmethyl)-3-pyridincarboxamid,
362. 1-Butyl-N-(2-chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
363. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
364. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1-hexyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
365. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
366. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
367. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1-(4-chlorphenylmethyl) -1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
368. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1-cyclohexylmethyl- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
369. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1-(2-furylmethyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
370. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
371. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
372. N-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
373. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-2-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
374. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
375. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-2-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
376. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
377. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
378. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
379. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
380. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
381. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -4-oxo-1-(2-pyrdiylmethyl)-3-pyridincarboxamid,
382. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
383. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
384. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-2-(3- methylphenyl)-4-oxo-3-pyridincarboxamid,
385. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
386. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-2-(3- methylphenyl)-4-oxo-3-pyridincarboxamid,
387. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
388. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
389. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
390. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4.-dihydro-6- methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
391. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
392. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
393. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
394. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
395. 1-Butyl-N-(2-chlorphenyl)-2-(2-furyl)-1,4-dihydro-6- methyl-4-oxo-pyridincarboxamid,
398. N-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
397. N-(2-Chlorphenyl)-2-(2-furyl)-1-hexyl-1,4-dihydro-6- methyl-4-oxo-3-pyridincarboxamid,
398. N-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
399. N-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
400. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
401. N-(2-Chlorphenyl)-1-cyclohexylmethyl-2-(2-furyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
402. N-(2-Chlorphenyl)-2-(2-furyl)-1-(2-furylmethyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
403. N-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
404. N-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
405. N-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
406. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 2-(2-pyridyl)-3-pyridincarboxamid,
407. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- 2-(2-pyridyl)-3-pyridincarboxamid,
408. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- 2-(2-pyridyl)-3-pridincarboxamid,
409. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-phenylmethyl- 2-(2-pyridyl)-3-pyridincarboxamid,
410. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
411. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
412. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
413. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
414. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(2-pyridyl) -1-(2-pyridylmethyl)-3-pyridincarboxamid,
415. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(2-pyridyl) -1-(3-pyridylmethyl)-3-pyridincarboxamid,
416. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(2-pyridyl) -1-(4-pyridylmethyl)-3-pyridincarboxamid,
417. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 2-(3-pyridyl)-3-pyridincarboxamid,
418. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- 2-(3-pyridyl)-3-pyridincarboxamid,
419. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- 2-(3-pyridyl)-3-pyridincarboxamid,
420. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-phenylmethyl -2-(3-pyridyl)-3-pyridincarboxamid,
421. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
422. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
423. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
424. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
425. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(3-pyridyl) -1-(2-pyridylmethyl)-3-pyridincarboxamid,
426. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(3-pyridyl) -1-(3-pyridylmethyl)-3-pyridincarboxamid,
427. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(3-pyridyl) -1-(4-pyridylmethyl)-3-pyridincarboxamid,
428. 1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo- 2-(4-pyridyl)-3-pyridincarboxamid,
429. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-pentyl- 2-(4-pyridyl)-3-pyridincarboxamid,
430. N-(2-Chlorphenyl)-1-hexyl-1,4-dihydro-6-methyl-4-oxo- 2-(4-pyridyl)-3-pyridincarboxamid,
431. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-1-phenylmethyl -2-(4-pyridyl)-3-pyridincarboxamid,
432, N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
433. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
434. N-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
435. N-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- 4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
436. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(4-pyridyl) -1-(2-pyridylmethyl)-3-pyridincarboxamid,
437. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(4-pyridyl) -1-(3-pyridylmethyl)-3-pyridincarboxamid,
438. N-(2-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-(4-pyridyl) -1-(4-pyridylmethyl)-3-pyridincarboxamid,
439. 2-Ethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
440. 2-Ethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(4-methylphenylmethyl)-3-pyridincarboxamid,
441. 1-(4-Chlorphenylmethyl)-2-ethyl-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
442. 1-Cyclohexylmethyl-2-ethyl-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
443. 2-Ethyl-1-(2-furylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
444. 2-Ethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
445. 2-Ethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
446. 2-Ethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
447. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-1- phenylmethyl-2-propyl-3-pyridincarboxamid,
448. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -oxo-2-propyl-3-pyridincarboxamid,
449. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-2-propyl-3-pyridincarboxamid,
450. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-propyl-3-pyridincarboxamid,
451. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-propyl-3-pyridincarboxamid,
452. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- propyl-1-(2-pyridylmethyl)-3-pyridincarboxamid,
453. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- propyl-1-(3-pyridylmethyl)-3-pyridincarboxamid,
454. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- propyl-1-(4-pyridylmethyl)-3-pyridincarboxamid,
455. 2-Butyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
456. 2-Butyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
457. 2-Butyl-1-(4-chlorphenylmethyl)-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
458. 2-Butyl-1-cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
459. 2-Butyl-1-(2-furylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
460. 2-Butyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
461. 2-Butyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
462. 2-Butyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
463. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-2-(2-methylpropyl) -4-oxo-3-pyridincarboxamid,
464. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
465. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
466. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
467. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -2-(2-methylpropyl)-4-oxo-3-pyridincarboxamid,
468. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-2-(2-methylpropyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
469. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-2-(2-methylpropyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
470. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-2-(2-methylpropyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
471. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- pentyl-1-phenylmethyl-3-pyridincarboxamid,
472. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -4-oxo-2-pentyl-3-pyridincarboxamid,
473. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-2-pentyl-3-pyridincarboxamid,
474. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-pentyl-3-pyridincarboxamid,
475. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-pentyl-3-pyridincarboxamid,
476. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- pentyl-1-(2-pyridylmethyl)-3-pyridincarboxamid,
477. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- pentyl-1-(3-pyridylmethyl)-3-pyridincarboxamid,
478. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- pentyl-1-(4-pyridylmethyl)-3-pyridincarboxamid,
479. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -4-oxo-2-phenyl-3-pyridincarboxamid,
480. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-2-phenyl-3-pyridincarboxamid,
481. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
482. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
483. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- phenyl-1-(2-pyridylmethyl)-3-pyridincarboxamid,
484. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- phenyl-1-(3-pyridylmethyl)-3-pyridincarboxamid,
485. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- phenyl-1-(4-pyridylmethyl)-3-pyridincarboxamid,
486. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
487. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
488. 2-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
489. 2-(2-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
490. 2-(2-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
491. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
492. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
493. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
494. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
495. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
496. 2-(3-Chlorphenyl)-1-(4-chlorphenylmethyl)-1,4-dihydro- 6-methyl-N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
497. 2-(3-Chlorphenyl)-1-cyclohexylmethyl-1,4-dihydro-6- methyl-N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
498. 2-(3-Chlorphenyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
499. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
500. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
501. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
502. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
503. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-N-(2,3-dimethylphenyl) -1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
504. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
505. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-2-(2-methylphenyl) -N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
506. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
507. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
508. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
509. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
510. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-phenylmethyl-3-pyridincarboxamid,
511. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-N-(2,3-dimethylphenyl) -1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
512. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl) -N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
513. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-2-(3-methylphenyl) -N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
514. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl)- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
515. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
516. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
517. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-N-(2,3-dimethylphenyl) -4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
518. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pridincarboxamid,
519. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 1-(4-methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
520. 1-(4-Chlorphenylmethyl)-2-(2-furyl)-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
521. 1-Cyclohexylmethyl-2-(2-furyl)-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
522. 2-(2-Furyl)-1-(2-furylmethyl)-1,4-dihydro-6-methyl- N-(2,3-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
523. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(2-pyridylmethyl)-3-pyridincarboxamid,
524. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(3-pyridylmethyl)-3-pyridincarboxamid,
525. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-(4-pyridylmethyl)-3-pyridincarboxamid,
526. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-1- phenylmethyl-2-(2-pyridyl)-3-pyridincarboxamid,
527. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
528. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
529. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
530. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-(2-pyrdiyl)-3-pyridincarboxamid,
531. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (2-pyridyl)-1-(2-pyridylmethyl)-3-pyridincarboxamid,
532. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (2-pyridyl)-1-(3-pyridylmethyl)-3-pyridincarboxamid,
533. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (2-pyridyl)-1-(4-pyridylmethyl)-3-pyridincarboxamid,
534. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-1- phenylmethyl-2-(3-pyridyl)-3-pyridincarboxamid,
535. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
536. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
537. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
538. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
539. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (3-pyridyl)-1-(2-pyridylmethyl)-3-pyridincarboxamid,
540. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (3-pyridyl)-1-(3-pyridylmethyl)-3-pyridincarboxamid,
541. 1,4- Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (3-pyridyl)-1-(4-pyridylmethyl)-3-pyridincarboxamid,
542. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-1- phenylmethyl-2-(4-pyridyl)-3-pyridincarboxamid,
543. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-1-(4-methylphenylmethyl)- -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
544. 1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2,3- dimethylphenyl)-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
545. 1-Cyclohexylmethyl-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
546. 1-(2-Furylmethyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
547. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (4-pyridyl)-1-(2-pyridylmethyl)-3-pyridincarboxamid,
548. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (4-pyridyl)-1-(3-pyridylmethyl)-3-pyridincarboxamid,
549. 1,4-Dihydro-6-methyl-N-(2,3-dimethylphenyl)-4-oxo-2- (4-pyridyl)-1-(4-pyridylmethyl)-3-pyridincarboxamid,
550. 1-Butyl-2-ethyl-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-3-pyridincarboxamid,
551. 2-Ethyl-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
552. 2-Ethyl-1-hexyl-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-3-pyridincarboxamid,
553. 2-Ethyl-1,4-dihydro-1-(3-methoxypropyl)-6-methyl-N- (2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
554. 2-Ethyl-1,4-dihydro-1-(2-methoxyethyl)-6-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
555. 1-(2-Ethoxyethyl)-2-ethyl-1,4-dihydro-6-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
556. 1,4-Dihydro-6-methyl-N-(2,6-dimethylphenyl)-4-oxo-1,2- diphenyl-3-pyridincarboxamid,
557. 1-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
558. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
559. 1-(4-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
560. 1,4-Dihydro-6-methyl-1-(2-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
561. 1,4-Dihydro-6-methyl-1-(3-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
562. 1,4-Dihydro-6-methyl-1-(4-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
563. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-1-phenyl-3-pyridincarboxamid,
564. 1,2-Bis(2-chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
565. 2-(2-Chlorphenyl)-1-(3-chlorphenyl)-1,4-dihydro-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
566. 2-(2-Chlorphenyl)-1-(4-chlorphenyl)-1,4-dihydro-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
567. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-1-phenyl-3-pyridincarboxamid,
588. 1-(2-Chlorphenyl)-2-(3-chlorphenyl)-1,4-dihydro-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
589. 2-(2-Chlorphenyl)-1-(3-chlorphenyl)-1,4-dihydro-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
570. 2-(3-Chlorphenyl)-1-(4-chlorphenyl)-1,4-dihydro-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
571. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl)- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
572. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl)- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
573. 2-(2-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
574. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl)- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
575. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
576. 2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
577. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-1-phenyl-3-pyridincarboxamid,
578. 1-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
579. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl)- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
580. 1-(4-Chlorphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
581. 1,4-Dihydro-6-methyl-1,2-bis(2-methylphenyl)-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
582. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-1-(3-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
583. 1,4-Dihydro-6-methyl-2-(2-methylphenyl)-1-(4-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
584. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-1-phenyl-3-pyridincarboxamid,
585. 1-(2-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
586. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
587. 1-(4-Chlorphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
588. 1,4-Dihydro-6-methyl-1-(2-methylphenyl)-2-(3-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
589. 1,4-Dihydro-6-methyl-1,2-bis(3-methylphenyl)-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
590. 1,4-Dihydro-6-methyl-2-(3-methylphenyl)-1-(4-methylphenyl) -N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
591. 2-(2-Furyl)-1,4-dihydro-6-methyl-N-(2,3-dimethylphenyl)- 4-oxo-1-phenyl-3-pyridincarboxamid,
592. 1-(2-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl-N- (2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
593. 1-(3-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
594. 1-(4-Chlorphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl-N- (2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
595. 2-(2-Furyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl)-N- (2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
596. 2-(2-Furyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl)-N- (2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
597. 2-(2-Furyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl)-N- (2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
598. 1,4-Dihydro-6-methyl-N-(2,6-dimethylphenyl)-4-oxo-1- phenyl-2-(2-pyridyl)-3-pyridincarboxamid,
599. 1-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
600. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
601. 1-(4-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pridincarboxamid,
602. 1,4-Dihydro-6-methyl-1-(2-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
603. 1,4-Dihydro-6-methyl-1-(3-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
604. 1,4-Dihydro-6-methyl-1-(4-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
605. 1,4-Dihydro-6-methyl-N-(2,6-dimethylphenyl)-4-oxo-1- phenyl-2-(3-pyridyl)-3-pyridincarboxamid,
606. 1-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
607. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
608. 1-(4-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
609. 1,4-Dihydro-6-methyl-1-(2-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
610. 1,4-Dihydro-6-methyl-1-(3-methlyphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
611. 1,4-Dihydro-6-methyl-1-(4-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
612. 1,4-Dihydro-6-methyl-N-(2,6-dimethylphenyl)-4-oxo-1- phenyl-2-(4-pyridyl)-3-pyridincarboxamid,
613. 1-(2-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
614. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
615. 1-(4-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
616. 1,4-Dihydro-6-methyl-1-(2-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
617. 1,4-Dihydro-6-methyl-1-(3-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
618. 1,4-Dihydro-6-methyl-1-(4-methylphenyl)-N-(2,6-dimethylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
629. 5-Brom-1-butyl-2-ethyl-1,4-dihydro-6-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
620. 5-Brom-2-ethyl-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
621. 5-Brom-2-ethyl-1-hexyl-1,4-dihydro-6-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
622. 5-Brom-2-ethyl-1,4-dihydro-1-(3-methoxypropyl)-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
623. 5-Brom-2-ethyl-1,4-dihydro-1-(2-methoxyethyl)-6-methyl- N-(2,6-dimethylphenyl)-4-oxo-3-pyridincarboxamid,
624. 2-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
625. 2-Ethyl-N-(2,6-diethylphenyl)-1-hexyl-1,4-dihydro-6- methyl-4-oxo-3-pyridincarboxamid,
626. 5-Brom-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1- (2-methoxyethyl)-6-methyl-4-oxo-3-pyridincarboxamid,
627. 2-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1-(3-methoxypropyl) -6-methyl-4-oxo-3-pyridincarboxamid,
628. 2-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1-(2-methoxyethyl) -6-methyl-4-oxo-3-pyridincarboxamid,
629. 1-(2-Ethoxyethyl)-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
630. 1-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
631. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
632. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
633. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
634. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -4-oxo-2-phenyl-3-pyridincarboxamid,
635. 2-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-1-phenyl-3-pyridincarboxamid,
636. 1,2-Bis(2-chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
637. 2-(2-Chlorphenyl)-1-(3-chlorphenyl)-N-(2,6-diethylphenyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
638. 2-(2-Chlorphenyl)-1-(4-chlorp 52988 00070 552 001000280000000200012000285915287700040 0002003636094 00004 52869henyl)-N-(2,6-diethylphenyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
639. 2-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-1-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
640. 2-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
641. 2-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
642. 2-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-1-phenyl-3-pyridincarboxamid,
643. 1-(2-Chlorphenyl)-2-(3-chlorphenyl)-N-(2,6-diethylphenyl) -1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
644. 1,2-Bis(3-chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
645. 2-(3-Chlorphenyl)-1-(4-chlorphenyl)-N-(2,6-diethylphenyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
646. 2-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-1-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
647. 2-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
648. 2-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
649. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -4-oxo-1-phenyl-3-pyridincarboxamid,
650. 1-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
651. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
652. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
653. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1,2-bis(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
654. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
655. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-2-(2-methylphenyl) -1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
656. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-2-(3-methylphenyl) -4-oxo-1-phenyl-3-pyridincarboxamid,
657. l-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
658. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
659. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
660. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl) -2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
661. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1,2-bis(3- methylphenyl)-4-oxo-3-pyridincarboxamid,
662. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl) -2-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
663. N-(2,6-Diethylphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 4-oxo-1-phenyl-3-pyridincarboxamid,
664. 1-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
665. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
666. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
667. N-(2,6-Diethylphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 1-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
668. N-(2,6-Diethylphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
669. N-(2,6-Diethylphenyl)-2-(2-furyl)-1,4-dihydro-6-methyl- 1-(4-methylphenyl)-4-oxo-1-phenyl-3-pyridincarboxamid,
670. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-4-oxo-1- phenyl-2-(2-pyridyl)-3-pyridincarboxamid,
671. 1-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
672. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
673. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
674. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
675. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
676. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
677. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-4-oxo-1- phenyl-2-(3-pyridyl)-3-pyridincarboxamid,
678. 1-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
679. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
680. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
681. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
682. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
683. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
684. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-4-oxo-1- phenyl-2-(4-pyridyl)-3-pyridincarboxamid,
685. 1-(2-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
686. 1-(3-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
687. 1-(4-Chlorphenyl)-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
688. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
689. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(3-methylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
690. N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(4-methylphenyl) -4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
691. 5-Brom-1-(2-ethoxyethyl)-2-ethyl-N-(2,6-diethylphenyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
692. 5-Brom-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-6- methyl-4-oxo-1-pentyl-3-pyridincarboxamid,
693. 5-Brom-2-ethyl-N-(2,6-diethylphenyl)-1-hexyl-1,4-dihydro- 6-methyl-4-oxo-1-pentyl-3-pyridincarboxamid,
694. 5-Brom-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1- (3-methoxypropyl)-6-methyl-4-oxo-3-pyridincarboxamid,
695. 1-Butyl-2-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
696. 2-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-6-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
697. 2-Ethyl-N-(2-ethyl-6-methylphenyl)-1-hexyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
698. 2-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-1-(3- methoxypropyl)-6-methyl-4-oxo-3-pyridincarboxamid,
699. 2-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-1-(2- methoxyethyl)-6-methyl-4-oxo-3-pyridincarboxamid,
700. 1-(2-Ethoxyethyl)-2-ethyl-N-(2-ethyl-6-methylphenyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
701. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-4-oxo- N,1-diphenyl-3-pyridincarboxamid,
702. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
703. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
704. 1-(4-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-phenyl-3-pyridincarboxamid,
705. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(2- methylphenyl)-4-oxo-2-phenyl-3-pyridincarboxamid,
706. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(3- methylphenyl)-4-oxo-2-phenyl-3-pyridincarboxamid,
707. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(4- methylphenyl)-4-oxo-2-phenyl-3-pyridincarboxamid,
708. 2-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-1-phenyl-3-pyridincarboxamid,
709. 1,2-Bis(2-chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
710. 2-(2-Chlorphenyl)-1-(3-chlorphenyl)-N-(2-ethyl-6-methylphenyl) -1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
711. 2-(2-Chlorphenyl)-1-(4-chlorphenyl)-N-(2-ethyl-6-methylphenyl) -1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
712. 2-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-1-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
713. 2-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
714. 2-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
715. 2-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-1-phenyl-3-pyridincarboxamid,
716. 1-(2-Chlorphenyl)-2-(3-chlorphenyl)-N-(2-ethyl-6-methylphenyl) -1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
717. 1,2-Bis(3-chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
718. 2-(3-Chlorphenyl)-1-(4-chlorphenyl)-N-(2-ethyl-6-methylphenyl) -1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
719. 2-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-1-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
720. 2-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
721. 2-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
722. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-2-(2- methylphenyl)-4-oxo-1-phenyl-3-pyridincarboxamid,
723. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
724. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
725. 1-(4-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-2-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
726. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1,2- bis(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
727. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-2-(2- methylphenyl)-1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
728. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-2-(2- methylphenyl)-1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
729. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-2-(3- methylphenyl)-4-oxo-1-phenyl-3-pyridincarboxamid,
730. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
731. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
732. 1-(4-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
733. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(2- methylphenyl)-2-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
734. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1,2- bis(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
735. N-(2-Ethyl-6-methylphenyl-1,4-dihydro-6-methyl-1-(2- methylphenyl)-2-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
736. N-(2-Ethyl-6-methylphenyl)-2-(2-furyl)-1,4-dihydro- 6-methyl-4-oxo-1-phenyl-3-pyridincarboxamid,
737. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
738. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
739. 1-(4-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-2-(2-furyl)- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
740. N-(2-Ethyl-6-methylphenyl)-2-(2-furyl)-1,4-dihydro- 6-methyl-1-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
741. N-(2-Ethyl-6-methylphenyl)-2-(2-furyl)-1,4-dihydro- 6-methyl-1-(3-methylphenyl)-4-oxo-3-pyridincarboxamid,
742. N-(2-Ethyl-6-methylphenyl)-2-(2-furyl)-1,4-dihydro- 6-methyl-1-(4-methylphenyl)-4-oxo-3-pyridincarboxamid,
743. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-phenyl-2-(2-pyridyl)-3-pyridincarboxamid,
744. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-2-pyridincarboxamid,
745. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
746. 1-(4-Chlorphenyl)-N-(2-Ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
747. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(2- methylphenyl)-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
748. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(3- methylphenyl)-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
749. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(4- methylphenyl)-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
750. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-phenyl-2-(3-pyridyl)-3-pyridincarboxamid,
751. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
752. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
753. 1-(4-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
754. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(2- methylphenyl)-4-oxo-2-(2-pyridyl)-3-pyridincarboxamid,
755. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(3- methylphenyl)-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
756. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(4- methylphenyl)-4-oxo-2-(3-pyridyl)-3-pyridincarboxamid,
757. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-4-oxo- 1-phenyl-2-(4-pyridyl)-3-pyridincarboxamid,
758. 1-(2-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
759. 1-(3-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
760. 1-(4-Chlorphenyl)-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
761. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(2- methylphenyl)-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
762. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(3- methylphenyl)-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
763. N-(2-Ethyl-6-methylphenyl)-1,4-dihydro-6-methyl-1-(4- methylphenyl)-4-oxo-2-(4-pyridyl)-3-pyridincarboxamid,
764. 5-Brom-1-butyl-2-ethyl-N-(2-ethyl-6-methylphenyl)-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
765. 5-Brom-2-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 6-methyl-4-oxo-1-pentyl-3-pyridincarboxamid,
766. 5-Brom-2-ethyl-N-(2-ethyl-6-methylphenyl)-1-hexyl-1,4- dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
767. 5-Brom-2-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 1-(3-methoxypropyl)-6-methyl-4-oxo-3-pyridincarboxamid,
768. 5-Brom-2-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 1-(2-methoxyethyl)-6-methyl-4-oxo-3-pyridincarboxamid,
769. 6-Ethyl-1,4-dihydro-2-methyl-1-(4-methylphenylmethyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
770. 1-(4-Chlorphenylmethyl)-6-ethyl-1,4-dihydro-2-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
771. 1-Cyclohexylmethyl-6-ethyl-1,4-dihydro-2-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
772. 6-Ethyl-1,4-dihydro-2-methyl-N-(2-methylphenyl)-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
773. 6-Ethyl-1,4-dihydro-2-methyl-N-(2-methylphenyl)-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
774. 1-(4-Chlorphenylmethyl)-6-ethyl-1,4-dihydro-2-methyl- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
775. 1-Cyclohexymethyl-6-ethyl-1,4-dihydro-2-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
776. N-(2-Chlorphenyl)-6-ethyl-1,4-dihydro-2-methyl-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
777. N-(2-Chlorphenyl)-6-ethyl-1,4-dihydro-2-methyl-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
778. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-6-ethyl-1,4- dihydro-2-methyl-4-oxo-3-pyridincarboxamid,
779. N-(2-Chlorphenyl)-1-cyclohexylmethyl-6-ethyl-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
780. 6-Ethyl-1,4-dihydro-4-oxo-N-phenyl-1-phenylmethyl-2- propyl-3-pyridincarboxamid,
781. 6-Ethyl-1,4-dihydro-1-(4-methylphenylmethyl)-4-oxo- N-phenyl-2-propyl-3-pyridincarboxamid,
782. 1-(4-Chlorphenylmethyl)-6-ethyl-1,4-dihydro-4-oxo-N- phenyl-2-propyl-3-pyridincarboxamid,
783. 1-Cyclohexymethyl-6-ethyl-1,4-dihydro-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
784. 6-Ethyl-1,4-dihydro-N-(2-methylphenyl)-4-oxo-1-phenylmethyl- 2-propyl-3-pyridincarboxamid,
785. 6-Ethyl-1,4-dihydro-N-(2-methylphenyl)-1-(4-methylphenylmethyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
786. 1-(4-Chlorphenylmethyl)-6-ethyl-1,4-dihydro-N-(2-methylphenyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
787. 1-Cyclohexylmethyl-6-ethyl-1,4-dihydro-N-(2-methylphenyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
788. N-(2-Chlorphenyl)-6-ethyl-1,4-dihydro-4-oxo-1-phenylmethyl- 2-propyl-3-pyridincarboxamid,
789. N-(2-Chlorphenyl)-6-ethyl-1,4-dihydro-1-(4-methylphenylmethyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
790. N-(2-Chlorphenyl)-1-(4-chlorphenylmethyl)-6-ethyl-1,4- dihydro-4-oxo-2-propyl-3-pyridincarboxamid,
791. N-(2-Chlorphenyl)-2-cyclohexylmethyl-6-ethyl-1,4-dihydro- 4-oxo-4-propyl-3-pyridincarboxamid,
792. 2-Butyl-6-ethyl-1,4-dihydro-4-oxo-N-phenyl-1-phenylmethyl- 3-pyridincarboxamid,
793. 2-Butyl-6-ethyl-1,4-dihydro-1-(4-methylphenylmethyl)- 4-oxo-N-phenyl-3-pyridincarboxamid,
794. 2-Butyl-1-(4-chlorphenylmethyl)-6-ethyl-1,4-dihydro- 4-oxo-N-phenyl-3-pyridincarboxamid,
795. 2-Butyl-1-cyclohexylmethyl-6-ethyl-1,4-dihydro-4-oxo- N-phenyl-3-pyridincarboxamid,
796. 2-Butyl-6-ethyl-1,4-dihydro-N-(2-methylphenyl)-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
797. 2-Butyl-6-ethyl-1,4-dihydro-N-(2-methylphenyl)-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
798. 2-Butyl-1-(4-chlorphenylmethyl)-6-ethyl-1,4-dihydro- N-(2-methylphenyl)-4-oxo-3-pyridincarboxamid,
799. 2-Butyl-1-cyclohexylmethyl-6-ethyl-1,4-dihydro-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
800. 2-Butyl-N-(2-chlorphenyl)-6-ethyl-1,4-dihydro-4-oxo- 1-phenylmethyl-3-pyridincarboxamid,
801. 2-Butyl-N-(2-chlorphenyl)-6-ethyl-1,4-dihydro-1-(4- methylphenylmethyl)-4-oxo-3-pyridincarboxamid,
802. 2-Butyl-N-(2-chlorphenyl)-1-(4-chlorphenylmethyl)-6- ethyl-1,4-dihydro-4-oxo-3-pyridincarboxamid,
803. 2-Butyl-N-(2-chlorphenyl)-1-cyclohexylmethyl-6-ethyl- 1,4-dihydro-4-oxo-3-pyridincarboxamid,
804. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
805. 6-Ethyl-N-(2,6-diethylphenyl)-1-hexyl-1,4-dihydro-2- methyl-4-oxo-3-pyridincarboxamid,
806. 6-Ethyl-N-(2,6-diethylpehnyl)-1,4-dihydro-2-methyl- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
807. 5-Brom-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2- methyl-4-oxo-1-pentyl-3-pyridincarboxamid,
808. 5-Brom-6-ethyl-N-(2,6-diethylphenyl)-1-hexyl-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
809. 5-Brom-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2- methyl-4-oxo-1-phenylmethyl-3-pyridincarboxamid,
810. 1-Butyl-6-ethyl-N-(2,6-diethylphenyl-1,4-dihydro-2,5- dimethyl-4-oxo-3-pyridincarboxamid,
811. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2,5-dimethyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
812. 6-Ethyl-N-(2,6-diethylphenyl)-1-hexyl-1,4-dihydro-2,5- dimethyl-4-oxo-3-pyridincarboxamid,
813. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2,5-dimethyl- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
814. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2,5-dimethyl- 4-oxo-1-(2-phenylmethyl)-3-pyridincarboxamid,
815. 1-Butyl-5,6-diethyl-N-(2,6-diethylphenyl)-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
816. 5,6-Diethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
817. 5,6-Diethyl-N-(2,6-diethylphenyl)-1-hexyl-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
818. 5,6-Diethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
819. 5,6-Diethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-(1-phenylmethyl)-3-pyridincarboxamid,
820. 1-Butyl-6-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
821. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
822. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1-hexyl-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
823. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
824. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
825. 5-Brom-1-butyl-6-ethyl-N-(2-ethyl-6-methylphenyl)-1,4- dihydro-2-methyl-4-oxo-3-pyridincarboxamid,
826. 5-Brom-6-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-1-pentyl-3-pyridincarboxamid,
827. 5-Brom-6-ethyl-N-(2-ethyl-6-methylphenyl)-1-hexyl- 1,4-dihydro-2-methyl-4-oxo-3-pyricincarboxamid,
828. 5-Brom-6-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-1-phenylmethyl)-3-pyridincarboxamid,
829. 5-Brom-6-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
830. 1-Butyl-6-ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2,5-dimethyl-4-oxo-3-pyridincarboxamid,
831. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-2,5- dimethyl-4-oxo-1-pentyl-3-pyridincarboxamid,
832. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1-hexyl-1,4-dihydro- 2,5-dimethyl-4-oxo-3-pyridincarboxamid,
833. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-2,5- dimethyl-4-oxo-1-phenylmethyl-3-pyridincarboxamid,
834. 6-Ethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro-2,5- dimethyl-4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
835. 1-Butyl-5,6-diethyl-N-(2-ethyl-6-methylphenyl)-1,4- dihydro-2-methyl-4-oxo-3-pyridincarboxamid,
836. 5,6-Diethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-1-pentyl-3-pyridincarboxamid,
837. 5,6-Diethyl-N-(2-ethyl-6-methylphenyl)-1-hexyl-1,4- dihydro-2-methyl-4-oxo-3-pyridincarboxamid,
838. 5,6-Diethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-2-phenylmethyl-3-pyridincarboxamid,
<sb37839. 5,6-Diethyl-N-(2-ethyl-6-methylphenyl)-1,4-dihydro- 2-methyl-4-oxo-2-(2-phenylethyl)-3-pyridincarboxamid,
<sb36840. 1-Butyl-6-ethyl-N-(2,6,-dimethylphenyl)-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
841. 6-Ethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
842. 6-Ethyl-1-hexyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-3-pyridincarboxamid,
843. 6-Ethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
844. 6-Ethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
845. 5-Brom-1-butyl-6-ethyl-1,4-dihydro-2-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
846. 5-Brom-6-ethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
847. 5-Brom-6-ethyl-1-hexyl-1,4-dihydro-2-methyl-N-(2,6- dimethylphenyl)-4-oxo-3-pyridincarboxamid,
848. 5-Brom-6-ethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
<sb37849. 5-Brom-6-ethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
<sb36850. 1-Butyl-6-ethyl-1,4-dihydro-2,5-dimethyl-N-(2,6-dimethylphenyl)- 4-oxo-3-pyridincarboxamid,
851. 6-Ethyl-1,4-dihydro-2,5-dimethyl-N-(2,6-dimethylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
852. 6-Ethyl-1-hexyl-1,4-dihydro-2,5-dimethyl-N-(2,6-dimethylphenyl)- 4-oxo-3-pyridincarboxamid,
853. 6-Ethyl-1,4-dihydro-2,5-dimethyl-N-(2,6-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
854. 6-Ethyl-1,4-dihydro-2,5-dimethyl-N-(2,6-dimethylphenyl)- 4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
855. 1-Butyl-5,6-diethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-3-pyridincarboxamid,
856. 5,6-Diethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-pentyl-3-pyridincarboxamid,
857. 5,6-Diethyl-1-hexyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-3-pyridincarboxamid,
858. 5,6-Diethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-phenylmethyl-3-pyridincarboxamid,
859. 5,6-Diethyl-1,4-dihydro-2-methyl-N-(2,6-dimethylphenyl)- 4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
860. 5-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
861. N-(4-Brom-2,6-diethylphenyl)-5-ethyl-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
862. 2-Butyl-5-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-3-pyridincarboxamid,
863. 5-Brom-1-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-6- methyl-4-oxo-2-propyl-3-pyridincarboxamid,
864. 5-Brom-N-(4-brom-2,6-diethylphenyl)-1-ethyl-1,4-dihydro- 6-methyl-4-oxo-2-propyl-3-pyridincarboxamid,
865. 5-Brom-2-butyl-N-(2,6-diethylphenyl)-1-ethyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
866. 5-Brom-N-(4-brom-2,6-diethylphenyl)-2-butyl-1-ethyl- 1,4-dihydro-6-methyl-4-oxo-3-pyridincarboxamid,
867. 1-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-5,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
868. N-(4-Brom-2,6-diethylphenyl)-1-ethyl-1,4-dihydro-5,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
869. 2-Butyl-1-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-5,6- dimethyl-4-oxo-3-pyridincarboxamid,
870. N-(4-Brom-2,6-diethylphenyl)-2-butyl-1-ethyl-1,4-dihydro- 5,6-dimethyl-4-oxo-3-pyridincarboxamid,
871. 5-Brom-N-(4-brom-2,6-diethylphenyl)-6-ethyl-1,4-dihydro- 1-methyl-4-oxo-2-propyl-3-pyridincarboxamid,
872. 5-Brom-2-butyl-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro- 1-methyl-4-oxo-3-pyridincarboxamid,
873. 5-Brom-N-(4-brom-2,6-diethylphenyl)-6-ethyl-1,4-dihydro- 1,2-dimethyl-4-oxo-3-pyridincarboxamid,
874. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,5-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
875. N-(4-Brom-2,6-diethylphenyl)-6-ethyl-1,4-dihydro-1,5- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
876. 2-Butyl-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,5- dimethyl-4-oxo-3-pyridincarboxamid,
877. N-(4-Brom-2,6-diethylphenyl)-2-butyl-6-ethyl-1,4-dihydro- 1,5-dimethyl-4-oxo-3-pyridincarboxamid,
878. 5-Chlor-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
879. N-(4-Brom-2,6-diethylphenyl)-5-chlor-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
880. 2-Butyl-5-chlor-N-(2,6-diethylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-3-pyridincarboxamid,
881. N-(4-Brom-2,6-diethylphenyl)-2-butyl-6-chlor-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
882. 5-Brom-N-(4-chlor-2,6-diethylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
883. N-(4-Chlor-2,6-diethylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-2-propyl-3-pyridicarboxamid,
884. 5-Brom-2-butyl-N-(4-chlor-2,6-diethylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
885. 2-Butyl-N-(4-chlor-2,6-diethylphenyl)-1,4-dihydro-1,5,6- trimethyl-4-oxo-3-pyridincarboxamid,
886. 5-Brom-N-(2,6-diethyl-4-methylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
887. N-(2,6-Diethyl-4-methylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
888. 5-Brom-2-butyl-N-(2,6-diethyl-4-methylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
889. 2-Butyl-N-(2,6-diethyl-4-methylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
890. N-(4-Brom-2,6-diethylphenyl)-2-ethyl-1,4-dihydro-5,6- dimethyl-4-oxo-1-propyl-3-pyridincarboxamid,
891. N-(4-Brom-2,6-diethylphenyl)-6-ethyl-1,4-dihydro-2,5- dimethyl-4-oxo-1-propyl-3-pyridincarboxamid,
892. 2-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-5,6-dimethyl- 4-oxo-1-propyl-3-pyridincarboxamid,
893. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2,5-dimethyl- 4-oxo-1-propyl-3-pyridincarboxamid,
894. N-(4-Brom-2,6-diethylphenyl)-2-ethyl-1,4-dihydro-5,6- dimethyl-4-oxo-1-pentyl-3-pyridincarboxamid,
895. N-(4-Brom-2,6-diethylphenyl)-6-ethyl-1,4-dihydro-2,5- dimethyl-4-oxo-1-pentyl-3-pyridincarboxamid,
896. 2-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-5,6-dimethyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
897. 6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2,5-dimethyl- 4-oxo-1-pentyl-3-pyridincarboxamid,
898. N-(4-Brom-2,6-diethylphenyl)-1-butyl-2-ethyl-1,4-dihydro- 2,5-dimethyl-4-oxo-3-pyridincarboxamid,
899. N-(4-Brom-2,6-diethylphenyl)-1-butyl-6-ethyl-1,4-dihydro- 2,5-dimethyl-4-oxo-3-pyridincarboxamid,
900. 1-Butyl-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-5,6- dimethyl-4-oxo-3-pyridincarboxamid,
901. 1-Butyl-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2,5- dimethyl-4-oxo-3-pyridincarboxamid,
902. 1-(3-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
903. 1-(3-Bromphenyl)-2-ethyl-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
904. 2-Ethyl-1-(3-fluorphenyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
905. 2-Ethyl-1,4-dihydro-1-(3-jodphenyl)-6-methyl-4-oxo- N-phenyl-3-pyridincarboxamid,
906. 2-Ethyl-1-(3-trifluormethylphenyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
907. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
908. 1-(3-Bromphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
909. 1-(3-Fluorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
910. 1,4-Dihydro-1-(3-jodphenyl)-6-methyl-4-oxo-N-phenyl- 2-propyl-3-pyridincarboxamid,
911. 1-(3-Trifluormethylphenyl)-1,4-dihydro-6-methyl-4-oxo- N-phenyl-2-propyl-3-pyridincarboxamid,
912. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- N-phenyl-3-pyridincarboxamid,
913. 1-(3-Bromphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- N-phenyl-3-pyridincarboxamid,
914. 1-(3-Fluorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-pentyl- N-phenyl-3-pyridincarboxamid,
915. 1,4-Dihydro-1-(3-jodphenyl)-6-methyl-4-oxo-2-pentyl- N-phenyl-3-pyridincarboxamid,
916. 1-(3-Trifluormethylphenyl)-1,4-dihydro-6-methyl-4-oxo- 2-pentyl-N-phenyl-3-pyridincarboxamid,
917. 2-Butyl-1-(2,4-dichlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
918. 2-Butyl-1-(2,5-dichlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
919. 2-Butyl-1-(2,6-dichlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-N-phenyl-3-pyridincarboxamid,
920. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
921. 1-(3-Bromphenyl)-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
922. 1-(3-Fluorphenyl)-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
923. 1,4-Dihydro-1-(3-jodphenyl)-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
924. 1-(3-Trifluormethylphenyl)-1,4-dihydro-6-methyl-4-oxo- N,2-diphenyl-3-pyridincarboxamid,
925. 1-(3-Chlorphenyl)-2-ethyl-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
926. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-propyl-3-pyridincarboxamid,
927. 2-Butyl-1-(3-chlorphenyl)-1,4-dihydro-6-methyl-N-(2- methylphenyl)-4-oxo-3-pyridincarboxamid,
928. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-pentyl-3-pyridincarboxamid,
929. 1-(3-Chlorphenyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-phenyl-3-pyridincarboxamid,
930. N-(2-Chlorphenyl)-1-(3-chlorphenyl)-2-ethyl-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
931. N-(2-Chlorphenyl)-1-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-2-propyl-3-pyridincarboxamid,
932. 2-Butyl-N-(2-chlorphenyl)-1-(3-chlorphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
933. N-(2-Chlorphenyl)-1-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-2-pentyl-3-pyridincarboxamid,
934. N-(2-Chlorphenyl)-1-(3-chlorphenyl)-1,4-dihydro-6-methyl- 4-oxo-2-phenyl-3-pyridincarboxamid,
935. 5-Brom-N-(2,6-diethylphenyl)-1,4-dihydro-2-methoxymethyl- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
936. 5-Brom-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl- 2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
937. 5-Brom-N-(2,6-diethyl-4-methylphenyl)-1,4-dihydro-2- methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
938. 5-Brom-N-(2,6-diethyl-4-methylphenyl)-1,4-dihydro-1,6- dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
939. 5-Brom-2-butyl-N-(2,4,6-triethylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
940. 5-Brom-N-(2,4,6-triethylphenyl)-1,4-dihydro-2-methoxymethyl- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
941. 5-Brom-N-(2,4,6-triethylphenyl)-1,4-dihydro-1,6-dimethyl- 2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
942. 5-Brom-N-(2,6-diethyl-4-propylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
943. 5-Brom-2-butyl-N-(2,6-diethyl-4-propylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
944. 5-Brom-N-(2,6-diethyl-4-propylphenyl)-1,4-dihydro-2- methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
945. 5-Brom-N-(2,6-diethyl-4-propylphenyl)-1,4-dihydro-1,6- dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
946. 5-Brom-N-{2,6-diethyl-4-(1-methylethyl)phenyl}-1,4- dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
947. 5-Brom-2-butyl-N-{2,6-diethyl-4-(1-methylethyl)phenyl}- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
948. 5-Brom-N-{2,6-diethyl-4-(1-methylethyl)phenyl}-1,4- dihydro-2-methoxymethyl-1,4-dimethyl-4-oxo-3-pyridincarboxamid,
949. 5-Brom-N-{2,6-diethyl-4-(1-methylethyl)phenyl}-1,4- dihydro-1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
950. 5-Brom-N-{2,6-diethyl-4-(1,1-dimethylethyl)phenyl}- 1,4-dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
951. 5-Brom-2-butyl-N-{2,6-diethyl-4-(1,1-dimethylethyl)phenyl}- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
952. 5-Brom-N-{2,6-diethyl-4-(1,1-dimethylethyl)phenyl}- 1,4-dihydro-2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
953. 5-Brom-N-{2,6-diethyl-4-(1,1-dimethylethyl)phenyl}- 1,4-dihydro-1,6-dimethyl-2-methylthiomethyl-4-oxo-3- pyridincarboxamid,
954. 5-Brom-N-(2,6-diethyl-4-trifluormethylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
955. 5-Brom-2-butyl-N-(2,6-diethyl-4-trifluormethylphenyl)- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
956. 5-Brom-N-(2,6-diethyl-4-trifluormethylphenyl)-1,4-dihydro- 2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
957. 5-Brom-N-(2,6-diethyl-4-trifluormethylphenyl)-1,4-dihydro- 1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
958. 5-Brom-N-(4-brom-2,6-diethylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
959. 5-Brom-N-(brom-2,6-diethylphenyl)-2-butyl-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
960. 5-Brom-2-butyl-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
961. 5-Brom-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro-2-methoxymethyl- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
962. 5-Brom-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro-1,6- dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
963. 5-Brom-2-butyl-N-(2,6-diethyl-4-hydroxyphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
964. 5-Brom-N-(2,6-diethyl-4-hydroxyphenyl)-1,4-dihydro- 2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
965. 5-Brom-N-(2,6-diethyl-4-hydroxyphenyl)-1,4-dihydro- 1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
966. 5-Brom-2-butyl-N-(2,6-diethyl-4-methoxyphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
967. 5-Brom-N-(2,6-diethyl-4-methoxyphenyl)-1,4-dihydro- 2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
968. 5-Brom-N-(2,6-diethyl-4-methoxyphenyl)-1,4-dihydro- 1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
969. 5-Brom-N-(2,6-diethyl-4-phenoxyphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
970. 5-Brom-2-butyl-N-(2,6-diethyl-4-phenoxyphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
971. 5-Brom-N-(2,6-diethyl-4-phenoxyphenyl)-1,4-dihydro- 2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
972. 5-Brom-N-(2,6-diethyl-4-phenoxyphenyl)-1,4-dihydro- 1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
973. N-(4-Amino-2,6-diethylphenyl)-5-brom-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
974. N-(4-Amino-2,6-diethylphenyl)-5-brom-2-butyl-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
975. N-(4-Amino-2,6-diethylphenyl)-5-brom-1,4-dihydro-2- methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
976. N-(4-Amino-2,6-diethylphenyl)-5-brom-1,4-dihydro-1,6- dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
977. 5-Brom-N-(2,6-diethyl-4-nitrophenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
978. 5-Brom-2-butyl-N-(2,6-diethyl-4-nitrophenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
979. 5-Brom-N-(2,6-diethyl-4-nitrophenyl)-1,4-dihydro-2- methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
980. 5-Brom-N-(2,6-diethyl-4-nitrophenyl)-1,4-dihydro-1,6- dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
981. 5-Brom-N-(4-cyano-2,6-diethylphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
982. 5-Brom-2-butyl-N-(4-cyano-2,6-diethylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
983. 5-Brom-N-(4-cyano-2,6-diethylphenyl)-1,4-dihydro-2- methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
984. 5-Brom-N-(4-cyano-2,6-diethylphenyl)-1,4-dihydro-1,6- dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
985. 5-Brom-N-(2,6-diethyl-4-methoxycarbonylphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-4-propyl-3-pyridincarboxamid,
986. 5-Brom-2-butyl-N-(2,6-diethyl-4-methoxycarbonylphenyl)- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
987. 5-Brom-N-(2,6-diethyl-4-methoxycarbonylphenyl)-1,4- dihydro-2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
988. 5-Brom-N-(2,6-diethyl-4-methoxycarbonylphenyl)-1,4- dihydro-1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
989. 5-Brom-N-(2,6-diethyl-4-ethoxycarbonylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
990. 5-Brom-2-butyl-N-(2,6-diethyl-4-ethoxycarbonylphenyl)- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
991. 5-Brom-N-(2,6-diethyl-4-ethoxycarbonylphenyl)-1,4-dihydro- 2-methoxymethyl-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
992. 5-Brom-N-(2,6-diethyl-4-ethoxycarbonylphenyl)-1,4-dihydro- 1,6-dimethyl-2-methylthiomethyl-4-oxo-3-pyridincarboxamid,
993. 5-Brom-N-(2,6-diethyl-4-hydroxyphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
994. 2-Butyl-N-(2,4,6-triethylphenyl)-1,4-dihydro-1,5,6- trimethyl-4-oxo-3-pyridincarboxamid,
995. N-(2,6-Diethyl-4-propylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
996. 2-Butyl-N-(2,6-diethyl-4-propylphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
997. N-{2,6-diethyl-4-(1-methylethyl)phenyl}-1,4-dihydro- 1,5,6-trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
998. 2-Butyl-N-{2,6-diethyl-4-(1-methylethyl)phenyl}-1,4- dihydro-1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
999. N-{2,6-Diethyl-4-(1,1-dimethylethyl)phenyl}-1,4-dihydro- 1,5,6-trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1000. 2-Butyl-N-{2,6-diethyl-4-(1,1-dimethylethyl)phenyl}- 1,4-dihydro-1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1001. N-(2,6-Diethyl-4-trifluormethylphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1002. 2-Butyl-N-(2,6-diethyl-4-trifluormethylphenyl)-1,4- dihydro-1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1003. 2-Butyl-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro-1,5,6- trimethyl-4-oxo-3-pyridincarboxamid,
1004. N-(2,6-Diethyl-4-hydroxyphenyl)-1,4-dihydro-1,5,6- trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1005. 2-Butyl-N-(2,6-diethyl-4-hydroxyphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1006. N-(2,6-Diethyl-4-methoxyphenyl)-1,4-dihydro-1,5,6- trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1007. 2-Butyl-N-(2,6-diethyl-4-methoxyphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1008. N-(2,6-Diethyl-4-phenoxyphenyl)-1,4-dihydro-1,5,6- trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1009. 2-Butyl-N-(2,6-diethyl-4-phenoxyphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1010. N-(4-Amino-2,6-diethylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
1011. N-(4-Amino-2,6-diethylphenyl)-2-butyl-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1012. N-(2,6-Diethyl-4-nitrophenyl)-1,4-dihydro-1,5,6,-trimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
1013. 2-Butyl-N-(2,6-diethyl-4-nitrophenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1014. N-(4-Cyano-2,6-diethylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
1015. 2-Butyl-N-(4-cyano-2,6-diethylphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1016. N-(2,6-Diethyl-4-methoxycarbonylphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1017. 2-Butyl-N-(2,6-diethyl-4-methoxycarbonylphenyl)-1,4- dihydro-1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1018. N-(2,6-Diethyl-4-ethoxycarbonylphenyl)-1,4-dihydro- 1,5,6-trimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1019. 2-Butyl-N-(2,6-diethyl-4-ethoxycarbonylphenyl)-1,4- dihydro-1,5,6-trimethyl-4-oxo-3-pyridincarboxamid,
1020. 5-Ethyl-N-(2,6-diethyl-4-methylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1021. 2-Butyl-5-ethyl-N-(2,6-diethyl-6-methylphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1022. 5-Ethyl-N-(2,4,6-triethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
1023. 2-Butyl-5-ethyl-N-(2,4,6-triethylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1024. 5-Ethyl-N-(2,6-diethyl-4-propylphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1025. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-propylphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1026. 5-Ethyl-N-{2,6-diethyl-4-(1-methylethyl)phenyl}-1,4- dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1027. 2-Butyl-5-ethyl-N-{2,6-diethyl-4-(1-methylethyl)phenyl}- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1028. 5-Ethyl-N-{2,6-diethyl-4-(1,1-dimethylethyl)phenyl}- 1,4-dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1029. 2-Butyl-5-ethyl-N-{2,6-diethyl-4-(1,1-dimethylethyl)- phenyl}-1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1030. 5-Ethyl-N-(2,6-diethyl-4-trifluormethylphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1031. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-trifluormethylphenyl)- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1032. 5-Ethyl-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro-1,6- dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1033. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1034. 5-Ethyl-N-(2,6-diethyl-4-hydroxyphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1035. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-hydroxyphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1036. 5-Ethyl-N-(2,6-diethyl-4-methoxyphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1037. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-methoxyphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1038. 5-Ethyl-N-(2,6-diethyl-4-phenoxyphenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1039. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-phenoxyphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1040. N-(4-Amino-2,6-diethylphenyl)-5-ethyl-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1041. N-(4-Amino-2,6-diethylphenyl)-2-butyl-5-ethyl-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1042. 5-Ethyl-N-(2,6-diethyl-4-nitrophenyl)-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1043. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-nitrophenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1044. N-(4-Cyano-2,6-diethylphenyl)-5-ethyl-1,4-dihydro- 1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1045. 2-Butyl-N-(4-cyano-2,6-diethylphenyl)-5-ethyl-1,4- dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1046. 5-Ethyl-N-(2,6-diethyl-4-methoxycarbonylphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1047. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-methoxycarbonylphenyl)- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid,
1048. 5-Ethyl-N-(2,6-diethyl-4-ethoxycarbonylphenyl)-1,4- dihydro-1,6-dimethyl-4-oxo-2-propyl-3-pyridincarboxamid,
1049. 2-Butyl-5-ethyl-N-(2,6-diethyl-4-ethoxycarbonylphenyl)- 1,4-dihydro-1,6-dimethyl-4-oxo-3-pyridincarboxamid.
Beispiel 1 1-Butyl-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl-3-pyridincarboxamid
Ein Gemisch aus 4,42 g (18,47 mmol) α-Benzoylacetanilid, 1,89 g (25,84 mmol) n-Butylamin, einem Tropfen Essigsäure und 25 ml Toluol wurde für 1,5 Stunden am Rückfluß erhitzt, während das sich bildende Wasser und überschüssiges Butylamin über einen Dean-Stark-Wasserseparator zusammen mit etwa 12 ml Toluol entfernt werden. Unter Erhitzen gibt man zu dem Gemisch tropfenweise eine Lösung von 7,2 g (46,18 mmol) 2-Ethyl-2,6-dimethyl-4H-1,3-dioxin-4-on in 16 ml Toluol inherhalb von etwa 30 Minuten, und, nachdem das entstehende Gemisch während 40 Minuten am Rückfluß erhitzt wurde, wird es auf Raumtemperatur gekühlt. Die ausgefallenen Kristalle werden abfiltriert und im Vakuum getrocknet. Man erhält 3,72 g der Titelverbindung mit einem Fp. von 189,5 bis 193°C.
Beispiel 2 1,4-Dihydro-6-methyl-4-oxo-N,2-diphenyl-1-pentyl-3-pyridin- carboxamid
1 g (3,23 mmol) 6-Methyl-4-oxo-N,2-diphenyl-4H-pyran-3-carboxamid und 590 mg (6,78 mmol) Benzylamin werden in 10 ml Ethanol gelöst und das entstehende Gemisch wird über Nacht bei Raumtemperatur gerührt. Das Ethanol wird im Vakuum entfernt. Der kristalline Rückstand wird auf Ethylacetat umkristallisiert, wobei man 700 mg der Titelverbindung mit einem Fp. von 164 bis 165,5°C erhält.
Beispiel 3 5-Brom-1-butyl-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid
Zu einem Gemisch aus 700 mg (1,90 mmol) 1-Butyl-6-ethyl-N- (2,6-diethylphenyl)-1,4-dihydro-2-methyl-4-oxo-3-pyridincarboxamid, 14 ml Methylenchlorid und 1,2 g (7,40 mmol) Natriumcarbonat gibt man eine Lösung von 303 mg (1,90 mmol) Brom in 5 ml Methylenchlorid unter heftigem Rühren. Nach Beendigung der Zugabe wird das Gemisch 6 Stunden gerührt. Das in Methylenchlorid unlösliche Produkt wird abfiltriert, und das Filtrat wird im Vakuum konzentriert. Man erhält einen kristallinen Rückstand. Der Rückstand wird aus Benzol und Cyclohexan umkristallisiert, wobei man 615 mg der Titelverbindung mit einem Fp. von 132,5 bis 133,5°C erhält.
Beispiel 4 1,4-Dihydro-2-methyl-4-oxo-N,5-diphenyl-1-phenylmethyl-3- pyridincarboxamid
Zu einem Gemisch aus 2,66 g (10 mmol) 3-Benzylaminocrotonanalid, 0,87 g (11 mmol) Pyridin und 30 ml Methylenchlorid gibt man ein Gemisch aus 1,45 ml (11 mmol) Phenylacetylchlorid und 5 ml Methylenchlorid unter Eiskühlung. Nachdem das Gemisch 2,5 Stunden unter Eiskühlung gerührt wurde, wird es in Eiswasser gegossen und extrahiert. Die organische Schicht wird getrocknet und in an sich bekannter Weise konzentriert, und der Rückstand wird aus Benzol und Diethylether umkristallisiert, wobei man 1,81 g 2-Phenylacetyl-3-phenylmethylamino- 2-butenoylanilid erhält. Ein Gemisch aus 1,60 g (4,16 mmol) 2-Phenylacetyl-3-phenylmethylamino-2-butenoylanilid, 2,23 g N,N-Dimethylformamiddimethylacetal, 0,2 ml Triethylamin und 5 ml Benzol wird 80 Minuten unter Stickstoffatmosphäre am Rückfluß erhitzt. Das Reaktionsgemisch wird im Vakuum konzentriert, wobei man einen öligen Rückstand erhält, welcher durch Säulenchromatographie und Kristallisation aus Ethylacetat gereinigt wird, wobei man 0,70 g der Titelverbindung erhält.
In der folgenden Tabelle I und der folgenden Tabelle II sind die physikalischen Eigenschaften der erfindungsgemäßen Verbindungen dargestellt. Die Zahlen in der Spalte "Bewertung" in Tabelle II werden wie folgt erhalten.
Ein Träger wird hergestellt, indem man 50 Teile (ausgedrückt durch das Gewicht) Talk, 25 Teile Bentonit, 2 Teile Solpole- 9047 (Toho Chemical Co., Ltd., Japan) und 3 Teile Solpole- 5039 (Toho Chemical Co., Ltd., Japan) vermischt. 50 Teile der Testverbindung und 200 Teile des Trägers werden vermischt, wobei man ein 20%iges benetzbares Pulver erhält. Danach wird das Pulver in destilliertem Wasser dispergiert, wobei man eine Dispersion mit definierten Konzentrationen erhält.
Samen von Oryza sativa L., Echinochloa crus-galli L. und Raphanus sativus L. werden in Laborschalen gezüchtet, zu denen die Dispersion zugegeben wird. Nach dem Züchten während 7 Tagen in einer thermostatischen Box, die bei 25°C gehalten wird unter Beleuchtung mit fluoreszierenden Röhren, wird das Wachstum der Pflanzen beobachtet. In der Spalte "Bewertung" von Tabelle II bedeutet die Bezeichnung 1 kein Einfluß, die Bezeichnung 2 eine 25%ige Wachstumsinhibierung, die Bezeichnung 4 eine 75%ige Wachstumsinhibierung und die Bezeichnung 5 eine 100%ige Wachstumsinhibierung.
Tabelle I

Claims (15)

1. Verbindung der Formel (I) oder eines ihrer Salze, worin R ein Wasserstoffatom, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, oder eine Gruppe -(CH2) n -R1 bedeutet, worin n eine ganze Zahl von 1 bis 3 bedeutet und R1 ein Wasserstoffatom, eine Hydroxygruppe, eine niedrige Alkoxygruppe, eine Mercaptorgruppe, eine niedrige Alkylthiogruppe, eine Aminogruppe, eine di- niedrige Alkylaminogruppe, eine C3-11-Aklylgruppe, eine niedrige Alkenylgruppe, eine niedrige Alkinylgruppe, eine Cycloalkylgruppe, eine 5- oder 6-gliedrige herocyclische Gruppe oder eine Phenylgruppe, welche durch ein oder zwei Substituenten, wie Halogen, Niedrigalkyl oder Niedrigalkoxy, substituiert sein kann, bedeutet, R2 und R7 unterschiedlich sind und ein Wasserstoffatom, eine C1-11-Alkylgruppe, eine niedrige Alkenylgruppe, eine niedrige Alkinylgruppe, eine Cycloalkylgruppe, eine niedrige Alkoxyalkylgruppe, eine niedrige Alkylthioalkylgruppe, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, eine Aralkylgruppe, deren Kern durch ein oder zwei Substituenten, wie Halogen, Niedrigalkyl oder Niedrigalkoxy substituiert sein kann, eine Haloalkylgruppe oder eine 5- oder 6-gliedrige heterocyclische Gruppe bedeuten,
R3, R4 und R5 gleich oder unterschiedlich sind, ein Wasserstoffatom, ein Halogenatom, eine Cyanogruppe, eine Nitrogruppe, eine Aminogruppe, eine niedrige Alkylgruppe, eine niedrige Haloalkylgruppe, eine Hydroxygruppe, eine niedrige Alkoxygruppe, eine Aryloxygruppe, eine Carboxygruppe oder eine niedrige Alkoxycarbonylgruppe bedeuten,
R6 ein Wasserstoffatom, ein Halogenatom, eine niedrige Alkylgruppe, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, oder eine Aralkylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, bedeutet
oder worin R6 und R7 zusammen eine Gruppe der Formel -(CH2) m - bilden, worin m 3 oder 4 bedeutet.
2. Verbindung nach Anspruch 1, worin in der Formel (I) eine Phenyl-, 2-Methylphenyl-, 2-Chlorphenyl-, 2,3-Dimethylphenyl-, 2,6-Dimethylphenyl-, 2,6-Diethylphenyl-, 2,6-Diethyl-4-substituierte (Halo, Cyano, Nitro, Amino, Niedrigalkyl, Niedrighaloalkyl, Hydroxy, Niedrigalkoxy, Aryloxy, Carboxy oder Niedrigalkoxycarbonyl) Phenyl- oder eine 2-Ethyl-6-methylphenylgruppe bedeutet.
3. Verbindung nach Anspruch 1, worin in der Formel (I) eine 2-Chlor-6-methylphenyl-, 3-Chlor-2- methylpheyl-, 2-Ethylphenyl-, 2,3-Dichlorphenyl-, 2,4-Dichlorphenyl-, 2,5-Dichlorphenyl-, 2,6-Dichlorphenylgruppe bedeutet.
4. Verbindung nach einem der Ansprüche 1 bis 3, worin die Alkyl-, niedrige Alkenyl- oder niedrige Alkinylgruppe in R2 der Formel (I) 2 bis 5 Kohlenstoffatome enthält.
5. Verbindung nach einem der Ansprüche 1 bis 3, worin die heterocyclische Gruppe in R2 der Formel (I) eine Furyl-, Pyridyl- oder Pyrimidinylgruppe bedeutet.
6. Verbindung nach einem der Anprüche 1 bis 5, worin R6 in der Formel (I) ein Wasserstoffatom, ein Bromatom, eine Methyl- oder Ethylgruppe bedeutet.
7. Verbindung nach einem der Ansprüche 1 bis 6, worin R7 in der Formel (I) eine Methyl- oder Ethylgruppe bedeutet.
8. Verbindung nach einem der Ansprüche 1 bis 7, worin -(CH2) n -R1 in der Formel (I) eine Methyl-, Ethyl-, Propyl-, Butyl-, Isobutyl-, Pentyl-, Isopentyl- oder Hexylgruppe bedeutet.
9. Verbindung nach einem der Ansprüche 1 bis 7, worin -(CH2) n -R1 in der Formel (I) eine 2-Methoxyethyl-, 2-Ethoxyethyl-, 3-Methoxypropyl- oder 3-Ethoxypropylgruppe bedeutet.
10. Verbindung nach einem der Ansprüche 1 bis 7, worin -(CH2) n -R1 in der Formel (I) eine Allyl- oder 2-Propinylgruppe bedeutet.
11. Verbindung nach einem der Ansprüche 1 bis 7, worin -(CH2) n -R1 in der Formel (I) eine Phenylmethyl-, substituierte Phenylmethyl-, 2-Phenylethyl-, 2-(substituierte Phenyl)ethyl- oder 3-Phenylpropylgruppe bedeutet.
12. Verbindung nach einem der Ansprüche 1 bis 7, worin -(CH2) n -R1 in der Formel (I) eine 2-, 3- oder 4-Pyridylmethyl- oder 2-Furylmethylgruppe bedeutet.
13. Verbindung nach Anspruch 1, nämlich
2-Ethyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-phenylmethyl- 3-pyridincarboxamid,
2-Ethyl-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl)-N- phenyl-4-oxo-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-4-oxo-N-phenyl-1-phenylmethyl-2-propyl- 3-pyridincarboxamid,
1-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-2-propyl-3-pyridincarbox-amid,
2-Butyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-phenylmethyl- 3-pyridincarboxamid,
2-Butyl-1,4-dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo- N-phenyl-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-2-(2-methylpropyl)-4-oxo-N-phenyl-1- phenylmethyl-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-4-oxo-2-pentyl-N-phenyl-1-phenylmethyl- 3-pyridincarboxamid,
1-Butyl-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl-3-pyridincarboxamid,-
1,4-Dihydro-6-methyl-4-oxo-1-pentyl-N,2-diphenyl-3-pyridincarboxamid-,
1-Hexyl-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl-3-pyridincarboxamid,-
1,4-Dihydro-1-(3-methoxypropyl)-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
1,4-Dihydro-1-(2-methoxyethyl)-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
1,4-Dihydro-6-methyl-4-oxo-N,2-diphenyl-1-phenylmethyl-3- pyridincarboxamid,
1,4-Dihydro-6-methyl-1-(4-methylphenylmethyl)-4-oxo-N,2- diphenyl-3-pyridincarboxamid,
1-(4-Chorphenylmethyl)-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl- 3-pyridincarboxamid,
1-(2-Furylmethyl)-1,4-dihydro-6-methyl-4-oxo-N,2-diphenyl- 1-phenylmethyl-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-4-oxo-N,2-diphenyl-1-(2-pyridylmethyl)- 3-pyridincarboxamid,
2-(3-Chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1- phenylmethyl-3-pyridincarboxamid,
2-Furyl-1,4-dihydro-6-methyl-4-oxo-N-phenyl-1-phenylmethyl- 3-pyridincarboxamid,
1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-1-phenylmethyl- 2-propyl-3-pyridincarboxamid,
1-(4-Chlorpheylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-1-propyl-3-pyridincarboxamid,
1-Butyl-1,4-dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2- phenyl-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-N-(2-methylphenyl)-4-oxo-2-phenyl-1- phenylmethyl-3-pyridincarboxamid,
1-(4-Chlorphenylmethyl)-1,4-dihydro-6-methyl-N-(2-methylphenyl)- 4-oxo-2-phenyl-3-pyridincarboxamid,
1-Butyl-N-(2-chlorphenyl)-1,4-dihydro-6-methyl-4-oxo-2-phenyl- 3-pyridincarboxamid,
1-Butyl-1,4-dihydro-6-methyl-N-(2,4-dimethylphenyl)-4-oxo- 2-phenyl-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-N-(2,4-dimethylphenyl)-4-oxo-2-phenyl- 1-phenylmethyl-3-pyridincarboxamid,
1-Butyl-1,4-dihydro-6-methyl-N-(2,6-dimethylphenyl)-4-oxo- 2-phenyl-3-pyridincarboxamid,
1,4-Dihydro-6-methyl-N-(2,6-dimethylphenyl)-4-oxo-2-phenyl- 1-phenylmethyl-3-pyridincarboxamid,
1-Butyl-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-6-methyl- 4-oxo-3-pyridincarboxamid,
N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-4-oxo-1,2-diphenyl- 3-pyridincarboxamid,
5-Brom-1-butyl-2-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro- 6-methyl-4-oxo-3-pyridincarboxamid,
N-(2,6-Diethylphenyl)-1,4-dihydro-6-methyl-1-(2-methylphenyl)- 4-oxo-2-phenyl-3-pyridincarboxamid,
6-Ethyl-1,4-dihydro-2-methyl-4-oxo-N-phenyl-1-phenylmethyl- 3-pyridincarboxamid,
1-Butyl-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl- 4-oxo-3-pyridincarboxamid,
6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl-4-oxo- 1-(2-phenylethyl)-3-pyridincarboxamid,
1-Butyl-5-brom-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro- 2-methyl-4-oxo-3-pyridincarboxamid,
5-Brom-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-2-methyl- 4-oxo-1-(2-phenylethyl)-3-pyridincarboxamid,
2-Butyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl-4- oxo-3-pyridincarboxamid,
5-Brom-2-butyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-3-pyridincarboxamid,
2-Butyl-N-(2,6-diethylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-3-pyridincarboxamid,
N-(4-Brom-2,6-diethylphenyl)-2-butyl-1,4-dihydro-1,6-dimethyl- 4-oxo-3-pyridincarboxamid,
5-Brom-N-(4-brom-2,6-diethylphenyl)-2-butyl-1,4-dihydro-1,6- dimethyl-4-oxo-3-pyridincarboxamid,
N-(4-Brom-2,6-diethylphenyl)-2-butyl-1,4-dihydro-1,5,6-trimethyl- 4-oxo-3-pyridincarboxamid,
N-(2,6-Diethylphenyl)-1,4-dihydro-1,5,6-trimethyl-4-oxo-2- propyl-3-pyridincarboxamid,
N-(4-Brom-2,6-diethylphenyl)-1,4-dihydro-1,5,6-trimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
N-(2,6-Diethylphenyl)-1,4-dihydro-1,5,6-trimethyl-4-oxo-2- pentyl-3-pyridincarboxamid,
N-(4-Brom-2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl-4-oxo- 2-propyl-3-pyridincarboxamid,
5-Brom-N-(4-brom-2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
N-(2,6-Diethylphenyl)-1,4-dihydro-1,6-dimethyl-4-oxo-2-propyl- 3-pyridincarboxamid,
N-(4-Brom-2,6-diethylphenyl)-2-butyl-6-ethyl-1,4-dihydro- 1,5-dimethyl-4-oxo-3-pyridincarboxamid,
5-Brom-N-(2,6-diethylphenyl)-1,4-dihydro-1,6-dimethyl-4-oxo- 2-propyl-3-pyridincarboxamid,
N-(2,4,6-Triethylphenyl)-1,4-dihydro-1,6-dimethyl-4-oxo-2- propyl-3-pyridincarboxamid,
N-(2,4,6-Triethylphenyl)-1,4-dihydro-1,5,6-trimethyl-4-oxo- 2-propyl-3-pyridincarboxamid,
5-Brom-N-(2,4,6-triethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
6-Ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1-methyl-4-oxo- 2-propyl-3-pyridincarboxamid,
N-(2,6-Diethyl-4-jodphenyl)-1,4-dihydro-1,5,6-trimethyl-4- oxo-2-propyl-3-pyridincarboxamid,
N-(4-Brom-2,6-diethylphenyl)-2-butyl-5-ethyl-1,4-dihydro- 1,6-dimethyl-4-oxo-3-pyridincarboxamid,
5-Brom-N-(2,4,6-triethylphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
5-Brom-6-ethyl-N-(2,6-diethylphenyl)-1,4-dihydro-1-methyl- 4-oxo-2-propyl-3-pyridincarboxamid,
N-(2,6-Diethyl-4-jodphenyl)-1,4-dihydro-1,6-dimethyl-4-oxo- 2-propyl-3-pyridincarboxamid,
5-Brom-N-(2,6-diethyl-4-jodphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
N-(2,6-Diethyl-4-methoxyphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid,
5-Brom-N-(2,6-Diethyl-4-methoxyphenyl)-1,4-dihydro-1,6-dimethyl- 4-oxo-2-propyl-3-pyridincarboxamid.
14. Verbindung nach einem der Ansprüche 1 bis 7, worin R in der Formel (I) eine 3-Chlorphenyl-, 3-Bromphenyl-, 3-Fluorphenyl-, 3-Jodphenyl-, 3-Trifluormethylphenyl-, 3- Methylphenyl-, 3-Ethylphenyl-, 3-Propylphenyl-, 2,3-Dichlorphenyl- oder 3,4-Dichlorphenylgruppe bedeutet.
15. Pflanzenwachstumsinhibitor, dadurch gekennzeichnet, daß er mindestens eine Verbindung der folgenden Formel (I) oder eines ihrer Salze als aktiven Bestandteil enthält,
worin R ein Wasserstoffatom, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, oder eine Gruppe der Formel -(CH2) n -R1 bedeutet, worin n eine ganze Zahl von 1 bis 3 bedeutet und R1 ein Wasserstoffatom, eine Hydroxygruppe, eine niedrige Alkoxygruppe, eine Mercaptogruppe, eine niedrige Alkylthiogruppe, eine Aminogruppe, eine di-niedrige Alkylaminogruppe, eine C3-11-Alkylgruppe, eine niedrige Alkenylgruppe, eine niedrige Alkinylgruppe, eine Cycloalkylgruppe, eine 5- oder 6-gliedrige heterocyclische Gruppe oder eine Phenylgruppe, welche durch einen oder zwei Substituenten von Halogen, Niedrigalkyl oder Niedrigalkoxy substituiert sein kann, bedeutet,
R2 und R7 unterschiedlich sind und ein Wasserstoffatom, eine C1-11-Alkylgruppe, eine niedrige Alkenylgruppe, eine niedrige Alkinylgruppe, eine Cycloalkylgruppe, eine niedrige Alkoxyalkylgruppe, eine niedrige Alkylthioalkylgruppe, eine Phenylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, eine Aralkylgruppe, deren Kern durch einen oder zwei Substituenten von Halogen, Niedrigalkyl oder Niedrigalkoxy substituiert sein kann, eine Haloalkylgruppe oder eine 5- oder 6-gliedrige heterocyclische Gruppe bedeuten, R3, R4 und R5 gleich oder unterschiedlich sind und ein Wasserstoffatom, ein Halogenatom, eine Cyanogruppe, eine Nitrogruppe, eine Aminogruppe, eine niedrige Alkylgruppe, eine niedrige Haloalkylgruppe, eine Hydroxygruppe, eine niedrige Alkoxygruppe, eine Aryloxygruppe, eine Carboxygruppe oder eine niedrige Alkoxycarbonylgruppe bedeuten,
R6 ein Wasserstoffatom, ein Halogenatom, eine niedrige Alkylgruppe, eine Phenylgruppe, welche unsusbstituiert oder beliebig substituiert sein kann, oder eine Aralkylgruppe, welche unsubstituiert oder beliebig substituiert sein kann, bedeutet oder worin R6 und R7 zusammen eine Gruppe der Formel -(CH2) m - bilden, worin m 3 oder 4 bedeutet.
DE19863636094 1985-10-24 1986-10-23 Pyridin-3-carboxamidderivate und ein pflanzenwachstumsinhibitor Ceased DE3636094A1 (de)

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US20140057926A1 (en) 2012-08-23 2014-02-27 Boehringer Ingelheim International Gmbh Substituted 4-pyridones and their use as inhibitors of neutrophil elastase activity
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CN102977013B (zh) * 2012-11-07 2014-08-27 河南师范大学 高选择性地脱除2,6-二甲基-4-吡啶酮衍生物的α-单甲基的简单、有效的方法
WO2020075706A1 (ja) * 2018-10-09 2020-04-16 三井化学アグロ株式会社 ピリドン化合物およびそれを有効成分とする農園芸用殺菌剤
KR20220124176A (ko) 2019-12-06 2022-09-13 버텍스 파마슈티칼스 인코포레이티드 나트륨 채널의 조절제로서의 치환된 테트라하이드로푸란
GB202018994D0 (en) 2020-12-02 2021-01-13 Syngenta Crop Protection Ag Herbicidal derivatives
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KR20240031300A (ko) 2021-06-04 2024-03-07 버텍스 파마슈티칼스 인코포레이티드 나트륨 채널 조절제로서의 n-(하이드록시알킬 (헤테로)아릴) 테트라하이드로푸란 카르복스아미드
MX2024007176A (es) 2021-12-17 2024-06-26 Syngenta Crop Protection Ag Derivados herbicidas de piridona.
WO2023208710A1 (en) 2022-04-27 2023-11-02 Syngenta Crop Protection Ag Herbicidal 2-oxo-nicotinic acid derivatives
WO2023232674A1 (en) 2022-06-01 2023-12-07 Syngenta Crop Protection Ag Herbicidal derivatives
WO2023232673A1 (en) 2022-06-01 2023-12-07 Syngenta Crop Protection Ag Herbicidal derivatives
WO2023232676A1 (en) 2022-06-01 2023-12-07 Syngenta Crop Protection Ag Herbicidal derivatives
WO2024047202A1 (en) 2022-09-01 2024-03-07 Syngenta Crop Protection Ag Herbicidal pyridone derivatives
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US4844732A (en) 1989-07-04
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JPS6345259A (ja) 1988-02-26
FR2589152A1 (fr) 1987-04-30
GB2182931A (en) 1987-05-28
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