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Volumn 17, Issue 12, 2009, Pages 4241-4256

Aryldiones incorporating a [1,4,5]oxadiazepane ring. Part I: Discovery of the novel cereal herbicide pinoxaden

Author keywords

1,4,5 Oxadiazepane; Barley; Cereals; Cloquintocet mexyl; Crystal structure; Cyclic hydrazine; Discovery; Grass weed control; Herbicide; Pinoxaden; Post emergence; Structure activity relationship; Wheat

Indexed keywords

2 (2,4,6 TRIETHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 ALPHA]PYRIDAZINE 1,3 DIONE; 2 (2,6 DIETHYL 4 METHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 ALPHA]PYRIDAZINE 1,3 DIONE; 2 (2,6 DIETHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 ALPHA]PYRIDAZINE 1,3 DIONE; 2,2 DIMETHYLPROPIONIC ACID 3,3,9 TRIOXO 8 (2,4,6 TRIMETHYLPHENYL) 2,3,4,5 TETRAHYDRO 1H,9H PYRAZOLO[1,2 D][1,4,5]THIADIAZEPINE 7 YL; 2,2 DIMETHYLPROPIONIC ACID 9 OXO 8 (2,4,6 TRIMETHYLPHENYL) 1,2,4,5 TETRAHYDRO 9H PYRAZOLO[1,2 D][1,4,5]OXADIAZEPINE 7 YL; 2,2 DIMETHYLPROPIONIC ACID 9 OXO 8 (2,4,6 TRIMETHYLPHENYL) 1,2,4,5 TETRAHYDRO 9H PYRAZOLO[1,2 D][1,4,5]THIADIAZEPINE 7 YL; 3 OXO 8 (2,4,6 TRIMETHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 D][1,4,5]THIADIAZEPINE 7,9 DIONE; 3,3 DIOXO 8 (2,4,6 TRIMETHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 D][1,4,5]THIADIAZEPINE 7,9 DIONE; 8 (2,4,6 TRIMETHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 D][1,4,5]OXADIAZEPINE 7,9 DIONE; 8 (2,4,6 TRIMETHYLPHENYL)TETRAHYDROPYRAZOLO[1,2 D][1,4,5]THIADIAZEPINE 7,9 DIONE; HERBICIDE; HYDRAZINE; PINOXADEN; PRODRUG; UNCLASSIFIED DRUG;

EID: 67349185091     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.12.062     Document Type: Article
Times cited : (81)

References (82)
  • 1
    • 84891280887 scopus 로고    scopus 로고
    • Krämer W., and Schirmer U. (Eds), Wiley-VCH, Weinheim
    • Wenger J., and Niderman T. In: Krämer W., and Schirmer U. (Eds). Modern Crop Protection Compounds. Herbicides Vol. 1 (2007), Wiley-VCH, Weinheim 335-357
    • (2007) Herbicides , vol.1 , pp. 335-357
    • Wenger, J.1    Niderman, T.2
  • 2
    • 65649091820 scopus 로고    scopus 로고
    • Krämer W., and Schirmer U. (Eds), Wiley-VCH, Weinheim
    • Bretschneider T., Fischer R., and Nauen R. In: Krämer W., and Schirmer U. (Eds). Modern Crop Protection Compounds. Insecticides Vol. 3 (2007), Wiley-VCH, Weinheim 909-925
    • (2007) Insecticides , vol.3 , pp. 909-925
    • Bretschneider, T.1    Fischer, R.2    Nauen, R.3
  • 5
    • 67349097129 scopus 로고
    • N. Ger Offen DE 2813341, 39134
    • Wheeler, T. N. Ger Offen DE 2813341, 1978; Chem. Abstr. 1979, 91, 39134.
    • (1978) Chem. Abstr , vol.91
    • Wheeler, T.1
  • 6
    • 0003744531 scopus 로고
    • U.S. Patent US 4283348, 6260
    • Wheeler, T. N. U.S. Patent US 4283348, 1981; Chem. Abstr. 1982, 96, 6260.
    • (1981) Chem. Abstr , vol.96
    • Wheeler, T.N.1
  • 7
    • 67349123098 scopus 로고    scopus 로고
    • Fischer, R.; Krebs, A.; Marhold, A.; Santel, H. J.; Schmidt, R. R.; Luerssen, K.; Hagemann, H.; Becker, B.; Schaller, K.; Stendel, W. Eur Pat Appl EP 355599, 1990; Chem. Abstr. 1990, 113, 191153.
    • Fischer, R.; Krebs, A.; Marhold, A.; Santel, H. J.; Schmidt, R. R.; Luerssen, K.; Hagemann, H.; Becker, B.; Schaller, K.; Stendel, W. Eur Pat Appl EP 355599, 1990; Chem. Abstr. 1990, 113, 191153.
  • 9
    • 67349149389 scopus 로고    scopus 로고
    • Cederbaum, F.; Brunner, H. G.; Boeger, M. PCT Int Appl WO 1992/16510 (Priority: 19.03.1991); Chem. Abstr. 1993, 118, 38935.
    • Cederbaum, F.; Brunner, H. G.; Boeger, M. PCT Int Appl WO 1992/16510 (Priority: 19.03.1991); Chem. Abstr. 1993, 118, 38935.
  • 10
    • 67349088776 scopus 로고    scopus 로고
    • Krueger, B. W.; Fischer, R.; Bertram, H. J.; Bretschneider, T.; Boehm, S.; Krebs, A.; Schenke, T.; Santel, H. J.; Luerssen, K.; Schmidt, R. R.; Erdelen, C.; Wachendorff-Neumann, U.; Stendel, W. Eur Pat Appl EP 508126 (1992, Priority: 21.03.1991); Chem. Abstr. 1992, 118, 22227.
    • Krueger, B. W.; Fischer, R.; Bertram, H. J.; Bretschneider, T.; Boehm, S.; Krebs, A.; Schenke, T.; Santel, H. J.; Luerssen, K.; Schmidt, R. R.; Erdelen, C.; Wachendorff-Neumann, U.; Stendel, W. Eur Pat Appl EP 508126 (1992, Priority: 21.03.1991); Chem. Abstr. 1992, 118, 22227.
  • 16
    • 67349127294 scopus 로고
    • PCT Int Appl WO 1995/00521;
    • 3-substituted 7-membered cyclic hydrazine, For selected agro examples of herbicidal protoporphyrinogen-IX oxidase inhibitors, see
    • 3-substituted 7-membered cyclic hydrazine).
    • (1995) Chem. Abstr , vol.122 , pp. 239725
    • Pissiotas, G.1    Moser, H.2    Brunner, H.G.3
  • 17
    • 67349221507 scopus 로고    scopus 로고
    • Brunner, H. G.; Moser, H.; Pissiotas, G. Eur Pat Appl EP 600833, 1994; Chem. Abstr. 1994, 121, 108809 (substituted 5-membered cyclic hydrazines).
    • Brunner, H. G.; Moser, H.; Pissiotas, G. Eur Pat Appl EP 600833, 1994; Chem. Abstr. 1994, 121, 108809 (substituted 5-membered cyclic hydrazines).
  • 18
    • 4243260664 scopus 로고
    • PCT Int Appl WO 1992/21684;
    • pyrazolidine
    • Brunner, H. G.; Moser, H.; Pissiotas, G. PCT Int Appl WO 1992/21684; Chem. Abstr. 1993, 118, 191744 (pyrazolidine).
    • (1993) Chem. Abstr , vol.118 , pp. 191744
    • Brunner, H.G.1    Moser, H.2    Pissiotas, G.3
  • 20
    • 0036169452 scopus 로고    scopus 로고
    • For a recent example of potential insecticidal ecdysone agonists, see:
    • For a recent example of potential insecticidal ecdysone agonists, see:. Toya T., Yamaguchi K., and Endo Y. Bioorg. Med. Chem. Lett. 10 (2002) 953
    • (2002) Bioorg. Med. Chem. Lett. , vol.10 , pp. 953
    • Toya, T.1    Yamaguchi, K.2    Endo, Y.3
  • 21
    • 0000232521 scopus 로고
    • For reviews, see:. Klamman D. (Ed), Thieme, Stuttgart
    • For reviews, see:. Jensen-Korte U., Müller N., and Schallner O. In: Klamman D. (Ed). Houben-Weyl. 4th ed. Vol. E16a/1 (1990), Thieme, Stuttgart 421
    • (1990) Houben-Weyl. 4th ed. , vol.E16a-1 , pp. 421
    • Jensen-Korte, U.1    Müller, N.2    Schallner, O.3
  • 22
    • 67349146786 scopus 로고
    • Müller E. (Ed), Thieme, Stuttgart
    • Müller E. In: Müller E. (Ed). Houben-Weyl. 4th ed. Vol. 10/2 (1971), Thieme, Stuttgart 123
    • (1971) Houben-Weyl. 4th ed. , vol.10-2 , pp. 123
    • Müller, E.1
  • 35
    • 0002337102 scopus 로고
    • For a review on preparation of pyrazolidine-3,5-diones, see:
    • For a review on preparation of pyrazolidine-3,5-diones, see:. El-Rayyes N.R., and Al-Awadi N.A. Synthesis (1985) 1028
    • (1985) Synthesis , pp. 1028
    • El-Rayyes, N.R.1    Al-Awadi, N.A.2
  • 36
    • 0043144133 scopus 로고
    • Preparation of (2,4,6-triethyl-phenyl)-acetic acid 7a has been described, see:
    • Preparation of (2,4,6-triethyl-phenyl)-acetic acid 7a has been described, see:. Fuson R.C., and Sperati C.A. J. Am. Chem. Soc. 63 (1941) 2643
    • (1941) J. Am. Chem. Soc. , vol.63 , pp. 2643
    • Fuson, R.C.1    Sperati, C.A.2
  • 39
    • 67349206950 scopus 로고    scopus 로고
    • Vartanyan, S. A.; Akopyan, T. R.; Paronikyan, E. G.; Paronikyan, G. M.; Sarkisyan, T. P.; Akopyan, L. G.; Darbinyan, G. A. Rus Pat Appl SU 784265 (1995); Chem. Abstr. 1996, 125, 86697.
    • Vartanyan, S. A.; Akopyan, T. R.; Paronikyan, E. G.; Paronikyan, G. M.; Sarkisyan, T. P.; Akopyan, L. G.; Darbinyan, G. A. Rus Pat Appl SU 784265 (1995); Chem. Abstr. 1996, 125, 86697.
  • 40
    • 67349084401 scopus 로고    scopus 로고
    • Kaneko, Y. Jpn Pat Appl JP 63256951, 1988; Chem. Abstr. 1989, 111, 105647.
    • Kaneko, Y. Jpn Pat Appl JP 63256951, 1988; Chem. Abstr. 1989, 111, 105647.
  • 45
    • 67349261749 scopus 로고    scopus 로고
    • Boehner, B.; Pissiotas, G.; Moser, H. Eur Pat Appl EP 210137, 1987; Chem. Abstr. 1987, 106, 156507.
    • Boehner, B.; Pissiotas, G.; Moser, H. Eur Pat Appl EP 210137, 1987; Chem. Abstr. 1987, 106, 156507.
  • 49
    • 67349116836 scopus 로고    scopus 로고
    • Kotelko, B.; Krakowiak, K.; Glinka, R. Pol Pat Appl PL 123646, 1982; Chem. Abstr. 1985, 103, 142028. .
    • Kotelko, B.; Krakowiak, K.; Glinka, R. Pol Pat Appl PL 123646, 1982; Chem. Abstr. 1985, 103, 142028. .
  • 52
    • 67349119232 scopus 로고    scopus 로고
    • Glinka, R.; Kotelko, B.; Mikolajewska, H.; Mikiciuk-Olasik, E. Pol Pat Appl PL 110038, 1981; Chem. Abstr. 1982, 96, 199751.
    • Glinka, R.; Kotelko, B.; Mikolajewska, H.; Mikiciuk-Olasik, E. Pol Pat Appl PL 110038, 1981; Chem. Abstr. 1982, 96, 199751.
  • 53
    • 67349167418 scopus 로고    scopus 로고
    • Mikolajewska, H.; Kotelko, B.; Glinka, R.; Mikiciuk-Olasik, E. Pol Pat Appl PL 110037, 1981; Chem. Abstr. 1982, 96, 162761.
    • Mikolajewska, H.; Kotelko, B.; Glinka, R.; Mikiciuk-Olasik, E. Pol Pat Appl PL 110037, 1981; Chem. Abstr. 1982, 96, 162761.
  • 55
    • 67349099896 scopus 로고    scopus 로고
    • Glinka, R.; Kotelko, B. Pol Pat Appl PL 97062, 1978; Chem. Abstr. 1979, 90, 152256.
    • Glinka, R.; Kotelko, B. Pol Pat Appl PL 97062, 1978; Chem. Abstr. 1979, 90, 152256.
  • 64
    • 33645827551 scopus 로고    scopus 로고
    • For a more recent description of stabilized aluminum cross-methylation reagents, see:
    • For a more recent description of stabilized aluminum cross-methylation reagents, see:. Cooper T., Novak A., Humphreys L.D., Walker M.D., and Woodward S. Adv. Synth. Catal. 348 (2006) 686
    • (2006) Adv. Synth. Catal. , vol.348 , pp. 686
    • Cooper, T.1    Novak, A.2    Humphreys, L.D.3    Walker, M.D.4    Woodward, S.5
  • 73
    • 0344823700 scopus 로고    scopus 로고
    • For a recent review describing energy and conformations of the related cycloheptane, see:
    • For a recent review describing energy and conformations of the related cycloheptane, see:. Wiberg K.B. J. Org. Chem. 68 (2003) 9322
    • (2003) J. Org. Chem. , vol.68 , pp. 9322
    • Wiberg, K.B.1
  • 74
    • 19944421312 scopus 로고    scopus 로고
    • For reviews on herbicide safeners, see:
    • For reviews on herbicide safeners, see:. Hatzios K.K., and Burgos N. Weed Sci. 52 (2004) 454
    • (2004) Weed Sci. , vol.52 , pp. 454
    • Hatzios, K.K.1    Burgos, N.2
  • 79
    • 67349162989 scopus 로고    scopus 로고
    • Hubele, A. Eur Pat Appl EP 94349, 1983; Chem. Abstr. 1984, 100, 103194.
    • Hubele, A. Eur Pat Appl EP 94349, 1983; Chem. Abstr. 1984, 100, 103194.


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