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- Nachgewiesen in: USPTO Patent Grants
- Sprachen: English
- Patent Number: 5,912,254
- Publication Date: June 15, 1999
- Appl. No: 08/969,635
- Application Filed: November 13, 1997
- Assignees: Zeneca Limited (London, GBX)
- Claim: We claim
- Claim: 1. A compound of formula (I): [equation included]
- Claim: where each of P and Q is, independently, a group of formula (B): ##STR6## wherein J is CH.sub.2 --CH.sub.2 or CH.dbd.CH; R.sup.1 is a substituted or unsubstituted 6-membered heterocyclic ring containing only one nitrogen as the heteroatom, and at least one unsaturation (double bond) between adjacent atoms in the ring, said heterocyclic ring being optionally fused to a benzene ring, wherein the substutuents, if present, are selected from halogen atoms, cyano, alkyl, alkenyl, alkynyl, alkoxy, haloalkyl, haloalkenyl, alkylthio and alkyl amino groups, any of which groups contain up to six carbon atoms; R.sup.2 is a bidentate linking group and is a substituted or unsubstituted alkylene, alkylenearyl, alkyleneheteroaryl, (wherein the heteroaryl is pyridinyl, pyrimidynyl, pyridaznyl, pyrazinyl, triazinyl (1,2,3- or 1,2,4- or 1,3,5-), furyl, thienyl, pyrrolyl, pyrazoyl, imidazolyl, triazolyl, (1,2,3- or 1,2,4-), tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl, quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, indolinyl, isoindolinyl, benzofuranyl, benzothienyl or benzimidazolinyl), alkenylene, alkylenylarylalkylenyl, carbonyl or diacyl group, provided that when R.sup.2 is alkenylene or alkylenylarylalkylenyl said group does not have an unsaturated carbon atom bonding directly to the ring nitrogen of formula (B); R.sup.3 is cyano; or an acid addition salt, quaternary ammonium salt or N-oxide derived therefrom.
- Claim: 2. A compound of formula (I) as claimed in claim 1 wherein R.sup.1 is an optionally halogen, C.sub.1-4 alkoxy or cyano substituted pyridyl group.
- Claim: 3. A compound of formula (I) as claimed in claim 1 wherein R.sup.1 is an optionally halogen substituted pyridyl group.
- Claim: 4. A compound of formula (I) as claimed in claim 1 wherein R.sup.2 is alkylene containing up to 8 carbon atoms.
- Claim: 5. An insecticidal, acaricidal or nematicidal composition comprising a pesticidally effective amount of a compound of formula (I) as claimed in claim 1 and a suitable carrier or diluent therefor.
- Claim: 6. A method of combating and controlling insect, acarine or nematode pests at a locus which comprises treating the pests or the locus of the pests with an effective amount of a compound as claimed in claim 1.
- Claim: 7. A method according to claim 6 wherein the pests are insect pests of growing plants.
- Claim: 8. A method of combating and controlling insect, acarine, or nematode pests at a locus which comprises treating the pests or the locus of the pests with a pesticidally effective amount of a composition according to claim 7 .
- Current U.S. Class: 514/299; 546/112
- Current International Class: A61K 31435; C07D22102
- Patent References Cited: 3120537 February 1964 Archer et al. ; 3133073 May 1964 Archer ; 3308131 March 1967 McKusick ; 3501461 March 1970 Newallis et al. ; 3546232 December 1970 Kaiser et al. ; 3556943 January 1971 Fonken et al. ; 3657257 April 1972 Helsley et al. ; 4180669 December 1979 Winn ; 4393069 July 1983 Langbein et al. ; 4590270 May 1986 Kompis et al. ; 4774249 September 1988 Kompis et al. ; 5491148 February 1996 Berger et al.
- Other References: Archer, S., et al., J. Am. Chem. Soc., "The Action of Nucleophilic Agents on 3 .alpha.-Chlorotropane," vol. 80, 1958, pp. 4677-4681. ; Bell, M.R., et al., J. Am. Chem. Soc., "Ethyl 3.beta.-Phenyltropane-3.alpha.-carboxylate and Related Compounds," vol. 82, No. 7-9, 1960, pp. 4638-4641. ; Cignarella, G., et al., J. Am. Chem. Soc., "A New Synthesis of Tropane Derivatives," vol. 83, No. 10-12, 1961, pp. 4999-5003. ; Daum, S. J., et al., J. Med. Chem., "Analgesic Activity of the Epimeric Tropane Analogs of Meperidine. A Physical and Pharmacological Study," vol. 18, No. 5, 1975, pp. 496-501. ; Gutkowska, B., et al., Acta Polon. Pharm., "Syntezy Niektorych Pochodnych 8-Alkilo-8-Aza-Bicyklo3.2.1!Oktan-3-Onu," vol. 38, No. 4, 1981, pp. 411-415. ; Lowe, J. A., et al., J. Med. Chem., "Aza-Tricyclic Substance P Antagonists," vol. 37, No. 18, 1994, p. 2831. ; Maag, H., et al., Helvetica Chimica Acta, "94.5-(N-Arylnortropan-3-yl)- and 5-(N-Arylpiperidin-4-yl)-2,4-diaminopyrimidines. Novel Inhibitors of Dihydrofolate Reductase," vol. 69, No. 4, 1986, pp. 887-897. ; Repke, D. B., et al., J. Org. Chem., "Abbreviated Ibogaine Congeners. Synthesis and Reactions of Tropan-3-yl-2- and -3-indoles. Investigation of an Unusual Isomerization of 2-Substituted Indoles Using Computational and Spectroscopic Techniques," vol. 59, No. 8, 1994, pp. 2164-2171. ; Zirkle, C. L., et al., J. Org. Chem., "The Isomeric 3-Oxa- and 3-Thiagranatanin-7-ols and Their Derivatives; Reduction of Bicyclic Amino Ketones Related to Tropinone," vol. 26, 1961, pp. 395-407.
- Primary Examiner: Rotman, Alan L.
- Assistant Examiner: Aulakh, Charanjit S.
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