4-Aminopyridinium hydrogen succinate

Fun, Hoong‐Kun; John, Jain; Jebas, Samuel Robinson; Balasubramanian, T.

doi:10.1107/s1600536809006990

Cited by 8 publications

(4 citation statements)

References 15 publications

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“…The protonation is evidenced by the widening of the internal angles (C3B-N4B-C5B and C3D-N4D-C5D) of the pyridine rings to 120.5 (4) in molecule B and 120.4 (3) in molecule D of (I), and of the C2-N1-C6 angle to 120.52 (19) in molecule (II), compared with 115.25 (13) in unprotonated 4-aminopyridine (Anderson et al, 2005;Chao & Schempp, 1977). Similar protonation is observed in various 4-aminopyridine-acid complexes, such as 4-aminopyridinium hydrogen succinate (Fun et al, 2009a) and bis(4-aminopyridinium) bis(hydrogen oxalate) monohydrate (Fun et al, 2009b).…”

Section: Commentmentioning

confidence: 57%

4-Aminopyridinium 4-aminobenzoate dihydrate and 4-aminopyridinium nicotinate

Jebas

Sinthiya²,

Nayagam³

et al. 2009

Acta Crystallogr C

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In the title compounds, 4-aminopyridinium 4-aminobenzoate dihydrate, C(7)H(6)NO(2)(-).C(5)H(7)N(2)(+).2H(2)O, (I), and 4-aminopyridinium nicotinate, C(5)H(7)N(2)(+).C(6)H(4)NO(2)(-), (II), the aromatic N atoms of the 4-aminopyridinium cations are protonated. In (I), the asymmetric unit is composed of two 4-aminopyridinium cations, two 4-aminobenzoate anions and four water molecules, and the compound crystallizes in a noncentrosymmetric space group. The two sets of independent molecules of (I) are related by a centre of symmetry which is not part of the space group. In (I), the protonated pyridinium ring H atoms are involved in bifurcated hydrogen bonding with carboxylate O atoms to form an R(1)(2)(4) ring motif. The water molecules link the ions to form a two-dimensional network along the (101) plane. In (II), an intramolecular bifurcated hydrogen bond generates an R(1)(2)(4) ring motif and inter-ion hydrogen bonding generates an R(4)(2)(16) ring motif. The packing of adduct (II) is consolidated via N-H...O and N-H...N hydrogen bonds to form a two-dimensional network along the (102) plane.

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Section: Commentmentioning

confidence: 57%

4-Aminopyridinium 4-aminobenzoate dihydrate and 4-aminopyridinium nicotinate

Jebas

Sinthiya²,

Nayagam³

et al. 2009

Acta Crystallogr C

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“…For the biological activity of 4-aminopyridine, see: Judge & Bever (2006); Schwid et al (1997); Strupp et al (2004). For related structures, see: Anderson et al (2005); Fun et al (2009); Sabari et al (2012). Table 1 Hydrogen-bond geometry (Å , ).…”

Section: Related Literaturementioning

confidence: 99%

“…The asymmetric unit is composed of one 3-methyl 2-vinyl pyridinium cation and one phosphate anion. The C1-N1-C5 angle in the pyridinium ring is widened to 123.35 (2) °, compared to 115.25 (13)° in 4-aminopyridine (Anderson et al, 2005), 121.20 (15) in 1-(2-carboxyethyl)-5-ethyl-2-methylpyridinium (Sabari et al, 2012) and 120.7 (2)° in Aminopyridinium (Fun et al, 2009). The 3methyl 2-vinyl pyridinium ring is essentially planar with the maximum deviation from planarity being 0.008 2…”

Section: Sup-1mentioning

confidence: 99%

3-Methyl-2-vinylpyridinium phosphate

Kalaiselvi¹,

Sabari²,

Balasubramanian³

et al. 2013

Acta Cryst E

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In the title salt, C8H10N+·H2PO4 −, the cation is essentially planar (r.m.s. deviation = 0.063 Å). In the crystal, the phosphate anions form inversion R 2 2(8) dimers via pairs of O—H⋯O hydrogen bonds. These dimers are further linked by pairs of O—H⋯O hydrogen bonds, also enclosing R 2 2(8) loops, forming chains running along [001]. The cations are bonded to the anions via N—H⋯O hydrogen bonds and C—H⋯O contacts.

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“…1 HNMR (500 MHz, DMSO-d 6 ): δ 2 (m, 2H, CH 2 -CH), 3.09-3.35 (m, 2H, CH 2 -CH 2 ), 6.86-8.83 (H-Ar), 8.12(s, 1H, CH = N), 9.77(s, 1H, NH). UV/Vis (DMSO) λ max, nm (log ε, L mol − 1 cm − 1 ): 277 (π→π*), 379 (n→π*), 475 (LMCT).Synthesis of [VO(C 9 H 6 NO) 2 (CH 3 O)][VO(C 9 H 6 NO) 2 (CH 3 O)] was prepared as described in the literature[11]. (0.74 g, 61.4% yield).mp 193-195°C.…”

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confidence: 99%

Synthesis and characterization of a new oxovanadium Schiff base of salicylaldehyde-arginine- hydroxyquinoline: antibacterial and antifungal activities determination

Kohanfekr,

Hakimi,

Hassani

et al. 2023

Preprint

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A new oxovanadium complex, [VO(Sal-Arg)(Hq)] (Sal = salicylaldehyde, Arg = L-arginine, and Hq = 8-hydroxyquinoline), was synthesized in methanol and characterized by 1HNMR, UV–Vis, and FTIR spectroscopy as well as cyclic voltammetry and elemental analysis techniques. These results suggest an octahedral geometry, with a 1:1 molar ratio of tridentate Schiff base and bidentate quinoline ligands coordinated with vanadium (V) and formed a stable complex in the air.To investigate the in vitro antimicrobial activity of the Schiff Base, the title complex was compared with complex [VO(C9H6NO)2(CH3O)] (as an oxovanadium complex coordinated with two chelating quinolin-8-olate ligands) against some gram-positive (Staphylococcus aureus, Enterococcus faecalis (Group D Streptococcus), Bacillus subtilis), gram-negative bacteria (Escherichia coli), and fungal strains (Candida albicans, Aspergillus Niger). The Schiff base oxovanadium complex showed significant activity against most tested microorganisms, with varying degrees of inhibition zone diameters compared to the [VO(C9H6NO)2(CH3O)] complex. The presence of the azomethine group in the[VO(Sal-Arg)(Hq)] structure inhibits enzyme activity in the bacterial membrane.

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4-Aminopyridinium hydrogen succinate

Cited by 8 publications

References 15 publications

4-Aminopyridinium 4-aminobenzoate dihydrate and 4-aminopyridinium nicotinate

4-Aminopyridinium 4-aminobenzoate dihydrate and 4-aminopyridinium nicotinate

3-Methyl-2-vinylpyridinium phosphate

Synthesis and characterization of a new oxovanadium Schiff base of salicylaldehyde-arginine- hydroxyquinoline: antibacterial and antifungal activities determination

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