Isonicotinate

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D A J Teulon - One of the best experts on this subject based on the ideXlab platform.

  • methyl Isonicotinate a non pheromone thrips semiochemical and its potential for pest management
    International Journal of Tropical Insect Science, 2017
    Co-Authors: D A J Teulon, M M Davidson, M C Nielsen, Nigel B Perry, R W H M Van Tol, Cristina Castane, D Bosch, Jordi Riudavets, W.j. Kogel
    Abstract:

    Methyl Isonicotinate is one of several patented 4-pyridyl carbonyl compounds being investigated for a variety of uses in thrips pest management. It is probably the most extensively studied thrips non-pheromone semiochemical, with field and glasshouse trapping experiments, and wind tunnel and Y-tube olfactometer studies in several countries demonstrating a behavioural response that results in increased trap capture of at least 12 thrips species, including the cosmopolitan virus vectors such as western flower thrips and onion thrips. Methyl Isonicotinate has several of the characteristics that are required for an effective semiochemical tool and is being mainly used as a lure in combination with coloured sticky traps for enhanced monitoring of thrips in greenhouses. Research indicates that this non-pheromone semiochemical has the potential to be used for other thrips management strategies such as mass trapping, lure and kill, lure and infect, and as a behavioural synergist in conjunction with insecticides, in a range of indoor and outdoor crops.

  • the effect of background plant odours on the behavioural responses of frankliniella occidentalis to attractive or repellent compounds in a y tube olfactometer
    Entomologia Experimentalis Et Applicata, 2017
    Co-Authors: Elisabeth H Koschier, M M Davidson, M C Nielsen, Bernhard Spangl, D A J Teulon
    Abstract:

    The western flower thrips, Frankliniella occidentalis (Pergande) (Thysanoptera: Thripidae), causes major losses in agricultural and horticultural crops worldwide. The volatile compounds methyl Isonicotinate, p-anisaldehyde, eugenol, and linalool are known as olfactory attractants, and salicylaldehyde is known as a repellent for F. occidentalis under clean-air conditions in laboratory experiments. In the present study we assessed the responses of F. occidentalis to these compounds when presented alone, in combination, and in the presence of background odours emanating from cucumber (Cucumis sativus L., Cucurbitaceae), capsicum (Capiscum anuum L., Solanaceae), chrysanthemum (Chrysanthemum morifolium Ramat., Asteraceae), clove basil (Ocimum gratissimum L.), and lavender (Lavandula angustifolia L., both Lamiaceae) plants in a Y-tube olfactometer. In the presence of any background plant odour, the attractiveness of pure methyl Isonicotinate to F. occidentalis proved to be consistently significant. Compared to clean-air conditions, a slightly lower percentage of thrips chose the Y-tube arm loaded with 10% p-anisaldehyde in the presence of cucumber leaf odour. With non-flowering clove basil plants in the background, F. occidentalis responses to 1% eugenol, a constituent of clove basil essential oil, were neutral, and the same applied to responses to pure linalool, a constituent of lavender essential oil, in the presence of flowering lavender plants. Also, thrips responses to pure or diluted salicylaldehyde were clearly influenced by plant background odours. We simulated a push-pull situation and found a trend indicating that the percentage of F. occidentalis choosing the airflow loaded with the attractant methyl Isonicotinate was higher when the airflow in the other arm of the Y-tube was loaded with the repellent salicylaldehyde compared to clean air, and vice versa. We showed interactions between attractive or repellent volatile compounds and the environmental odours in the chemical ecology of F. occidentalis and the potential of a combined use of these compounds in thrips pest management.

  • recent developments with methyl Isonicotinate a semiochemical used in thrips pest management
    New Zealand Plant Protection, 2011
    Co-Authors: D A J Teulon, M M Davidson, Nigel B Perry, M C Nielson, R W H M Van Tol, W.j. Kogel
    Abstract:

    Methyl Isonicotinate is one of several recently discovered and patented semiochemicals used in thrips pest management. Methyl Isonicotinate is the current active ingredient of LUREM-TR (Koppert Biological Systems) and FROC and THSP (PHEROBANK). These lures are mostly used in Europe but there are plans for the release of these or similar products in Australasia in the near future. Field and glasshouse trapping experiments and wind tunnel and Y-tube olfactometer studies in several countries have shown that methyl Isonicotinate has activity against at least 10 thrips species including several important pest species not found in New Zealand. Methyl Isonicotinate in LUREM-TR, FROC and THSP is primarily used as a lure with coloured sticky traps for enhanced monitoring of thrips in greenhouses. Recent research indicates that methyl Isonicotinate has the potential to be used for other thrips management strategies such as mass trapping, lure and kill, lure and infect and as a behavioural synergist in conjunction with insecticides, in a range of indoor and outdoor crops

  • pyridine compounds increase thrips thysanoptera thripidae trap capture in an onion crop
    Journal of Economic Entomology, 2009
    Co-Authors: M M Davidson, R C Butler, D A J Teulon
    Abstract:

    ABSTRACT The effect of the thrips (Thysanoptera: Thripidae) lures ethyl Isonicotinate, methyl Isonicotinate, and ethyl nicotinate on numbers of thrips captured in white water traps in an onion (Allium spp.) crop, in New Zealand, was examined. Female onion thrips, Thrips tabaci Lindeman (69.0%), and Thrips obscuratus Crawford (27.8%) (males and females) were the most common species found in traps in the onion crop. Ethyl Isonicotinate, methyl Isonicotinate, and ethyl nicotinate caught 18,12, and 4× more onion thrips, respectively, than controls (no-lure). In contrast, traps with ethyl Isonicotinate set up in a grass field at the same time as the onion crop trial caught 84× more onion thrips than traps without this lure. For T. obscuratus, traps with ethyl Isonicotinate, methyl Isonicotinate, and ethyl nicotinate caught 10, 13, and 12× more thrips, respectively, than controls in the onion crop.

  • 4 pyridyl carbonyl compounds as thrips lures effectiveness for western flower thrips in y tube bioassays
    Journal of Agricultural and Food Chemistry, 2008
    Co-Authors: M M Davidson, R C Butler, Nigel B Perry, Lesley Larsen, Vanessa C Green, D A J Teulon
    Abstract:

    In a search for chemical lures to manage the cosmopolitan crop pest western flower thrips (WFT), Frankliniella occidentalis, a Y-tube olfactometer was used to screen 20 compounds, including 18 4-pyridyl compounds. Comparison of Y-tube results for New Zealand flower thrips (NZFT), Thrips obscuratus, with field trapping data for ethyl nicotinate and ethyl Isonicotinate, suggested that the minimum attractive dose (MAD) of an odor compound, where significantly (p < 0.05) more than 50% of thrips walked up the odor-laden arm, provided a measure for selecting compounds to evaluate for potential lure efficacy in the field. Eighteen synthetic 4-pyridyl compounds were tested on female WFT in a Y-tube olfactometer and four 4-pyridyl carbonyl compounds had MADs lower than the known WFT attractants p-anisaldehyde (MAD 10−3 μL) and ethyl nicotinate (10−2 μL): methyl Isonicotinate (10−6 μL), ethyl-2-chloropyridine-4-carboxylate (10−6 μL), ethyl Isonicotinate (10−4 μL) and methyl 4-pyridyl ketone (10−5 μL). The suitabili...

M M Davidson - One of the best experts on this subject based on the ideXlab platform.

  • methyl Isonicotinate a non pheromone thrips semiochemical and its potential for pest management
    International Journal of Tropical Insect Science, 2017
    Co-Authors: D A J Teulon, M M Davidson, M C Nielsen, Nigel B Perry, R W H M Van Tol, Cristina Castane, D Bosch, Jordi Riudavets, W.j. Kogel
    Abstract:

    Methyl Isonicotinate is one of several patented 4-pyridyl carbonyl compounds being investigated for a variety of uses in thrips pest management. It is probably the most extensively studied thrips non-pheromone semiochemical, with field and glasshouse trapping experiments, and wind tunnel and Y-tube olfactometer studies in several countries demonstrating a behavioural response that results in increased trap capture of at least 12 thrips species, including the cosmopolitan virus vectors such as western flower thrips and onion thrips. Methyl Isonicotinate has several of the characteristics that are required for an effective semiochemical tool and is being mainly used as a lure in combination with coloured sticky traps for enhanced monitoring of thrips in greenhouses. Research indicates that this non-pheromone semiochemical has the potential to be used for other thrips management strategies such as mass trapping, lure and kill, lure and infect, and as a behavioural synergist in conjunction with insecticides, in a range of indoor and outdoor crops.

  • the effect of background plant odours on the behavioural responses of frankliniella occidentalis to attractive or repellent compounds in a y tube olfactometer
    Entomologia Experimentalis Et Applicata, 2017
    Co-Authors: Elisabeth H Koschier, M M Davidson, M C Nielsen, Bernhard Spangl, D A J Teulon
    Abstract:

    The western flower thrips, Frankliniella occidentalis (Pergande) (Thysanoptera: Thripidae), causes major losses in agricultural and horticultural crops worldwide. The volatile compounds methyl Isonicotinate, p-anisaldehyde, eugenol, and linalool are known as olfactory attractants, and salicylaldehyde is known as a repellent for F. occidentalis under clean-air conditions in laboratory experiments. In the present study we assessed the responses of F. occidentalis to these compounds when presented alone, in combination, and in the presence of background odours emanating from cucumber (Cucumis sativus L., Cucurbitaceae), capsicum (Capiscum anuum L., Solanaceae), chrysanthemum (Chrysanthemum morifolium Ramat., Asteraceae), clove basil (Ocimum gratissimum L.), and lavender (Lavandula angustifolia L., both Lamiaceae) plants in a Y-tube olfactometer. In the presence of any background plant odour, the attractiveness of pure methyl Isonicotinate to F. occidentalis proved to be consistently significant. Compared to clean-air conditions, a slightly lower percentage of thrips chose the Y-tube arm loaded with 10% p-anisaldehyde in the presence of cucumber leaf odour. With non-flowering clove basil plants in the background, F. occidentalis responses to 1% eugenol, a constituent of clove basil essential oil, were neutral, and the same applied to responses to pure linalool, a constituent of lavender essential oil, in the presence of flowering lavender plants. Also, thrips responses to pure or diluted salicylaldehyde were clearly influenced by plant background odours. We simulated a push-pull situation and found a trend indicating that the percentage of F. occidentalis choosing the airflow loaded with the attractant methyl Isonicotinate was higher when the airflow in the other arm of the Y-tube was loaded with the repellent salicylaldehyde compared to clean air, and vice versa. We showed interactions between attractive or repellent volatile compounds and the environmental odours in the chemical ecology of F. occidentalis and the potential of a combined use of these compounds in thrips pest management.

  • virus status of western flower thrips frankliniella occidentalis does not affect their response to a thrips lure or host plant volatiles in a y tube olfactometer
    New Zealand Plant Protection, 2012
    Co-Authors: M M Davidson, R C Butler, S M Skill, M C Nielsen, Sandi Keenan, Simon Bulman
    Abstract:

    The impact of tospovirus infection on the behaviour of western flower thrips (Frankliniella occidentalis) was evaluated in a Y-tube olfactometer. The response of female western flower thrips, with or without a tospovirus (Tomato spotted wilt virus, TSWV) to a thrips lure (methyl Isonicotinate, MI), and chrysanthemum buds was recorded. Compared to the blank arm, significantly more thrips chose the odour-laden arm of the Y-tube when it contained MI (65%, P 0.16) increase the percentage of thrips that chose the odour-laden arm over and above the clean-air arm, but thrips (virus-free and infected) moved more quickly to the end of either arm when a bud was present. The virus status of thrips was confirmed with RT-PCR. The presence of the virus in the vector did not substantially affect the behavioural response of the vector to a lure or host-plant material (P>0.4).

  • recent developments with methyl Isonicotinate a semiochemical used in thrips pest management
    New Zealand Plant Protection, 2011
    Co-Authors: D A J Teulon, M M Davidson, Nigel B Perry, M C Nielson, R W H M Van Tol, W.j. Kogel
    Abstract:

    Methyl Isonicotinate is one of several recently discovered and patented semiochemicals used in thrips pest management. Methyl Isonicotinate is the current active ingredient of LUREM-TR (Koppert Biological Systems) and FROC and THSP (PHEROBANK). These lures are mostly used in Europe but there are plans for the release of these or similar products in Australasia in the near future. Field and glasshouse trapping experiments and wind tunnel and Y-tube olfactometer studies in several countries have shown that methyl Isonicotinate has activity against at least 10 thrips species including several important pest species not found in New Zealand. Methyl Isonicotinate in LUREM-TR, FROC and THSP is primarily used as a lure with coloured sticky traps for enhanced monitoring of thrips in greenhouses. Recent research indicates that methyl Isonicotinate has the potential to be used for other thrips management strategies such as mass trapping, lure and kill, lure and infect and as a behavioural synergist in conjunction with insecticides, in a range of indoor and outdoor crops

  • pyridine compounds increase thrips thysanoptera thripidae trap capture in an onion crop
    Journal of Economic Entomology, 2009
    Co-Authors: M M Davidson, R C Butler, D A J Teulon
    Abstract:

    ABSTRACT The effect of the thrips (Thysanoptera: Thripidae) lures ethyl Isonicotinate, methyl Isonicotinate, and ethyl nicotinate on numbers of thrips captured in white water traps in an onion (Allium spp.) crop, in New Zealand, was examined. Female onion thrips, Thrips tabaci Lindeman (69.0%), and Thrips obscuratus Crawford (27.8%) (males and females) were the most common species found in traps in the onion crop. Ethyl Isonicotinate, methyl Isonicotinate, and ethyl nicotinate caught 18,12, and 4× more onion thrips, respectively, than controls (no-lure). In contrast, traps with ethyl Isonicotinate set up in a grass field at the same time as the onion crop trial caught 84× more onion thrips than traps without this lure. For T. obscuratus, traps with ethyl Isonicotinate, methyl Isonicotinate, and ethyl nicotinate caught 10, 13, and 12× more thrips, respectively, than controls in the onion crop.

Dohyun Moon - One of the best experts on this subject based on the ideXlab platform.

  • Crystal structure of trans-(1,8-dibutyl-1,3,6,8,10,13-hexaazacyclotetradecane-κ4N3,N6,N10,N13)bis(isonicotinato-κO)nickel(II) determined from synchrotron data
    International Union of Crystallography, 2016
    Co-Authors: Jong Won Shin, Dae-woong Kim, Dohyun Moon
    Abstract:

    The title compound, [Ni(C6H4NO2)2(C16H38N6)], was prepared through self-assembly of a nickel(II) azamacrocyclic complex with isonicotinic acid. The NiII atom is located on an inversion center and exhibits a distorted octahedral N4O2 coordination environment, with the four secondary N atoms of the azamacrocyclic ligand in the equatorial plane [average Ni—Neq = 2.064 (11) Å] and two O atoms of monodentate Isonicotinate anions in axial positions [Ni—Oax = 2.137 (1) Å]. Intramolecular N—H...O hydrogen bonds between one of the secondary amine N atoms of the azamacrocyclic ligand and the non-coordinating carboxylate O atom of the anion stabilize the molecular structure. Intermolecular N—H...N hydrogen bonds, as well as π–π interactions between neighbouring pyridine rings, give rise to the formations of supramolecular ribbons extending parallel to [001]

  • Crystal structure of trans-(1,8-dibutyl-1,3,6,8,10,13-hexaazacyclotetradecane-κ4N3,N6,N10,N13)bis(isonicotinato-κO)copper(II) from synchrotron data
    International Union of Crystallography, 2015
    Co-Authors: Jong Won Shin, Dae-woong Kim, Jin Hong Kim, Dohyun Moon
    Abstract:

    The title compound, [Cu(C6H4NO2)2(C16H38N6)] has been synthesized and characterized by structure analysis based on synchrotron data and by FT–IR spectroscopy. The asymmetric unit consists of half of the CuII complex, the other half being completed by inversion symmetry. The CuII ion has a tetragonally distorted octahedral coordination sphere with four secondary N atoms of the azamacrocyclic ligand in the equatorial plane [Cu—Neq = 2.018 (12) Å] and two O atoms of the Isonicotinate anions at the axial positions [Cu—Oax = 2.4100 (11) Å]. Intramolecular N—H...O hydrogen bonds between one of the secondary amine N—H groups of the azamacrocyclic ligand and the non-coordinating O atom of the Isonicotinate ions stabilize the molecular structure. Intermolecular N—H...N hydrogen bonds between the other macrocyclic N—H group and the pyridine N atom of an adjacent Isonicotinate anion as well as π–π interactions [centroid-to-centroid distance 3.711 (2) Å] lead to the formation of rods parallel to [001]

Pilar Amoochoa - One of the best experts on this subject based on the ideXlab platform.

  • smart composite films of nanometric thickness based on copper iodine coordination polymers toward sensors
    Chemical Science, 2018
    Co-Authors: Javier Conesaegea, Salomé Delgado, Carlos J Gomezgarcia, Felix Zamora, Noemi Nogal, Jose I Martinez, Vanesa Fernandezmoreira, U R Rodriguezmendoza, Javier Gonzalezplatas, Pilar Amoochoa
    Abstract:

    One-pot reactions between CuI and methyl or methyl 2-amino-Isonicotinate give rise to the formation of two coordination polymers (CPs) based on double zig–zag Cu2I2 chains. The presence of a NH2 group in the Isonicotinate ligand produces different supramolecular interactions affecting the Cu–Cu distances and symmetry of the Cu2I2 chains. These structural variations significantly modulate their physical properties. Thus, both CPs are semiconductors and also show reversible thermo/mechanoluminescence. X-ray diffraction studies carried out under different temperature and pressure conditions in combination with theoretical calculations have been used to rationalize the multi-stimuli-responsive properties. Importantly, a bottom-up procedure based on fast precipitation leads to nanofibers of both CPs. The dimensions of these nanofibres enable the preparation of thermo/mechanochromic film composites with polyvinylidene difluoride. These films are tens of nanometers in thickness while being centimeters in length, representing smaller thicknesses so far reported for thin-film composites. This nanomaterial integration of CPs could represent a source of alternative nanomaterials for opto-electronic device fabrication.

  • single layers of a multifunctional laminar cu i ii coordination polymer
    Chemical Communications, 2010
    Co-Authors: Pilar Amoochoa, Salomé Delgado, Lorena Welte, Rodrigo Gonzalezprieto, Pablo Sanz J Miguel, Carlos J Gomezgarcia, Eva Mateomarti, Julio Gomezherrero, Felix Zamora
    Abstract:

    A multifunctional bidimensional mixed-valence copper coordination polymer [Cu2Br(IN)2]n (IN = isonicotinato) has been characterized in crystal phase and isolated on graphite surface as single sheets.

Felix Zamora - One of the best experts on this subject based on the ideXlab platform.

  • smart composite films of nanometric thickness based on copper iodine coordination polymers toward sensors
    Chemical Science, 2018
    Co-Authors: Javier Conesaegea, Salomé Delgado, Carlos J Gomezgarcia, Felix Zamora, Noemi Nogal, Jose I Martinez, Vanesa Fernandezmoreira, U R Rodriguezmendoza, Javier Gonzalezplatas, Pilar Amoochoa
    Abstract:

    One-pot reactions between CuI and methyl or methyl 2-amino-Isonicotinate give rise to the formation of two coordination polymers (CPs) based on double zig–zag Cu2I2 chains. The presence of a NH2 group in the Isonicotinate ligand produces different supramolecular interactions affecting the Cu–Cu distances and symmetry of the Cu2I2 chains. These structural variations significantly modulate their physical properties. Thus, both CPs are semiconductors and also show reversible thermo/mechanoluminescence. X-ray diffraction studies carried out under different temperature and pressure conditions in combination with theoretical calculations have been used to rationalize the multi-stimuli-responsive properties. Importantly, a bottom-up procedure based on fast precipitation leads to nanofibers of both CPs. The dimensions of these nanofibres enable the preparation of thermo/mechanochromic film composites with polyvinylidene difluoride. These films are tens of nanometers in thickness while being centimeters in length, representing smaller thicknesses so far reported for thin-film composites. This nanomaterial integration of CPs could represent a source of alternative nanomaterials for opto-electronic device fabrication.

  • single layers of a multifunctional laminar cu i ii coordination polymer
    Chemical Communications, 2010
    Co-Authors: Pilar Amoochoa, Salomé Delgado, Lorena Welte, Rodrigo Gonzalezprieto, Pablo Sanz J Miguel, Carlos J Gomezgarcia, Eva Mateomarti, Julio Gomezherrero, Felix Zamora
    Abstract:

    A multifunctional bidimensional mixed-valence copper coordination polymer [Cu2Br(IN)2]n (IN = isonicotinato) has been characterized in crystal phase and isolated on graphite surface as single sheets.