Synthesis and spectral characterization of selective pyridine compounds as bioactive agents

Starting from 3-cyano-4,6-distyrylpyridin-2(1H)-thione (1), the compound N-(4-chlorophenyl)-2-((3-cyano-4,6-distyrylpyridin-2-yl)thio)acetamide (2) was prepared. Compound (2) underwent cyclization upon heating in ethanolic sodium ethoxide solution to give the corresponding cyclized form 3-amino-N-(4-chlorophenyl)-4,6-distyrylthieno[2,3-b]pyridine-2-carboxamide (3). The elemental analyses and spectroscopic data of compounds (2) and (3) are in agreement with their proposed structures. Their insecticidal activity against cowpea aphid, Aphis craccivora Koch, was studied. The results of insecticidal activity for compounds (2) and (3) against the nymphs and the adults of the tested insects exhibited that compounds (2) and (3) have a higher insecticidal activity than that of acetamiprid, a reference insecticide, after 24 h of treatment.

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Darstellung und Charakterisierung von einigen unsymmetrischen Chlordiorganophosphanen RR′PCI / Preparation and Characterization of Some Unsymmetrical Chlorodiorganophosphines RR′PCI

Zeitschrift für Naturforschung B ◽

10.1515/znb-1989-0422 ◽

1989 ◽

Vol 44 (4) ◽

pp. 502-504 ◽

Cited By ~ 2

Author(s):

Jung Su Han ◽

Werner Wolfsberger

Keyword(s):

Spectroscopic Data ◽

Grignard Reagents ◽

Elemental Analyses ◽

C Nmr

Some unsymmetrical chlorophosphines RR′PCI were prepared by the reaction of RPCl2 (R = CH3, C2H5, i-C3H7, C6H5) with Grignard reagents R′MgCl (R′ = c-C5H9, c-C6H11, i-C3H7) and characterized by elemental analyses and spectroscopic data (IR, 31P and 13C NMR).

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The synthesis and structural characterization of a series of triphenyltin(IV) esters of N-arylidene-ω-amino acids

Canadian Journal of Chemistry ◽

10.1139/v92-338 ◽

1992 ◽

Vol 70 (10) ◽

pp. 2683-2687 ◽

Cited By ~ 10

Author(s):

Y. C. Toong ◽

S. P. Tai ◽

M. C. Pun ◽

Rosemary C. Hynes ◽

L. E. Khoo ◽

...

Keyword(s):

Amino Acids ◽

Spectroscopic Data ◽

Monoclinic Space Group ◽

Carboxylate Oxygen ◽

Trigonal Bipyramidal ◽

Phenolic Oxygen ◽

Elemental Analyses ◽

Methods Of Synthesis ◽

Adjacent Molecule

Methods of synthesis, elemental analyses, and IR and NMR spectroscopic data are reported for a series of triphenyltin esters of N-salicylidene-ω amino acids of the general formula: Ph3SnOCO(CH2)nN=CHAr (Ar = 2-HOC6H4− and 2-HOC10H6−; n = 1, 2, 3, and 5). The crystal structure of triphenyltin N-salicylidene-6-aminohexanoate was determined. The crystals are monoclinic, space group P21/a, with a = 16.3493(8) Å, b = 9.0675(7) Å, c = 18.8562(14) Å, β = 100.493(5)°, V = 2748.6(3) Å3, Z = 4, and Dcalc = 1.427 Mg m−3. The final discrepancy factors are RF = 0.033, and RW = 0.036 for 2339 significant reflections. This compound, believed typical of the series described, adopts a polymeric trans-O2SnC3 trigonal bipyramidal geometry with the axial positions occupied by a carboxylate oxygen and the phenolic oxygen of an adjacent molecule. These compounds appear to be the first reported triphenyltin(IV) carboxylates with phenolic oxygen bridges.

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Synthesis of new distyrylpyridine analogues bearing amide substructure as effective insecticidal agents

Current Chemistry Letters ◽

10.5267/j.ccl.2021.10.001 ◽

2022 ◽

Vol 11 (1) ◽

pp. 23-28 ◽

Cited By ~ 2

Author(s):

Shaban A. A. Abdel-Raheem ◽

Adel M. Kamal El-Dean ◽

Mokhtar A. Abd ul-Malik ◽

Reda Hassanien ◽

Mohamed E. A. El-Sayed ◽

...

Keyword(s):

Elemental Analysis ◽

Insecticidal Activity ◽

Analysis Data ◽

Aphis Craccivora ◽

Elemental Analysis Data ◽

Cowpea Aphid ◽

Aphis Craccivora Koch ◽

New Compounds

In examining for unique insecticidal agents, two derivatives namely, 2-((3-cyano-4,6-distyrylpyridin-2-yl)thio)-N-(4-nitrophenyl)acetamide (2) and 3-amino-N-(4-nitrophenyl)-4,6-distyrylthieno[2,3-b]pyridine-2-carboxamide (3) were synthesized from distyrylpyridine-2-thione (1). The new compounds were structurally clarified by spectral and elemental analysis data. The insecticidal activity of these compounds were carried out against cowpea aphid, Aphis craccivora Koch. It is demonstrated that the compounds 2 and 3 have noteworthy insecticidal activity against nymphs of cowpea aphid with LC50 values of 0.025-0.027 ppm and 0.005-0.006 ppm after 24 h and 48 h of treatment, respectively. Also, the compounds 2 and 3 have noteworthy insecticidal activity against adults of cowpea aphid with LC50 values of 0.112-0.129 ppm and 0.014-0.015 ppm after 24 h and 48 h of treatment, respectively, that were comparable to that of the control acetamiprid.

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Notizen: Darstellung und Charakterisierung einiger (Cyanmethyl)alkylphenylphosphane R(C6H5)PCH2CN / Preparation and Characterization of Some (Cyanomethyl)alkylphenyl Phosphines R(C6H5)PCH2CN

Zeitschrift für Naturforschung B ◽

10.1515/znb-1991-1120 ◽

1991 ◽

Vol 46 (11) ◽

pp. 1578-1580 ◽

Cited By ~ 3

Author(s):

Werner Wolfsberger

Keyword(s):

Spectroscopic Data ◽

Elemental Analyses ◽

C Nmr

Some (cyanomethyl)alkylphenyl phosphines R(C6H5)PCH2CN (R = CH3, C2H5, C3H7, C4H9, i-C4H9, C5H11,) were prepared by the reaction of the corresponding (trimethylsilyl)alkylphenyl phosphines with chloroacetonitrile and characterized by elemental analyses and spectroscopic data (IR; 1H, 31P and 13C NMR).

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Identification and characterization of resistance to cowpea aphid (Aphis craccivora Koch) in Medicago truncatula

BMC Plant Biology ◽

10.1186/1471-2229-12-101 ◽

2012 ◽

Vol 12 (1) ◽

pp. 101 ◽

Cited By ~ 27

Author(s):

Lars G Kamphuis ◽

Lingling Gao ◽

Karam B Singh

Keyword(s):

Medicago Truncatula ◽

Aphis Craccivora ◽

Cowpea Aphid ◽

Aphis Craccivora Koch ◽

Identification And Characterization

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Synthesis and structural characterization of four dichloridobis(cyclopropylalkynylamidine)metal complexes

Acta Crystallographica Section E Crystallographic Communications ◽

10.1107/s2056989018014895 ◽

2018 ◽

Vol 74 (11) ◽

pp. 1658-1664

Author(s):

Sida Wang ◽

Phil Liebing ◽

Felix Engelhardt ◽

Liane Hilfert ◽

Sabine Busse ◽

...

Keyword(s):

Hydrogen Bonds ◽

Structural Characterization ◽

Triple Bond ◽

Spectroscopic Data ◽

Central Metal Atom ◽

Central Metal ◽

Elemental Analyses ◽

Hydrolysis Of ◽

Cl Atoms

Deliberate hydrolysis of lithium cyclopropylalkynylamidinates, Li[c-C3H5—C[triple-bond]C(NR′)2] [R′ = i Pr, Cy = cyclohexyl)], afforded the hitherto unknown neutral cyclopropylalkynylamidine derivatives c-C3H5—C[triple-bond]C—C(NR′)(NHR′) [R′ = i Pr (1), Cy (2)]. Subsequent reactions of 1 or 2 with metal(II) chlorides, MCl2 (M = Mn, Fe, Co), provided the title complexes dichloridobis(3-cyclopropyl-N,N′-diisopropylprop-2-ynamidine)manganese(II), [MnCl2(C12H20N2)2], (3), dichloridobis(3-cyclopropyl-N,N′-diisopropylprop-2-ynamidine)iron(II), [FeCl2(C12H20N2)2], (4), dichloridobis(N,N′-dicyclohexyl-3-cyclopropylprop-2-ynamidine)iron(II), [FeCl2(C18H28N2)2], (5), and dichloridobis(N,N′-dicyclohexyl-3-cyclopropylprop-2-ynamidine)cobalt(II), [CoCl2(C18H28N2)2], (6), or more generally MCl2[c-C3H5—C[triple-bond]C—C(NR′)(NHR′)]2 [R′ = i Pr, M = Mn (3), Fe (4); R′ = Cy, M = Fe (5), Co (6)] in moderate yields (30–39%). Besides their spectroscopic data (IR and MS) and elemental analyses, all complexes 3–6 were structurally characterized. The two isopropyl-substituted complexes 3 and 4 are isotypic, and so are the cyclohexyl-substituted complexes 5 and 6. In all cases, the central metal atom is coordinated by two Cl atoms and two N atoms in a distorted-tetrahedral fashion, and the structure is supported by intramolecular N—H...Cl hydrogen bonds.

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