Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA

Thierry Boulanger; Daniel Vercauteren; Guy Evrard; François Durant

doi:10.1007/BF01167114

Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA

Thierry Boulanger, Daniel Vercauteren, Guy Evrard, François Durant

Research output: Contribution to journal › Article

Abstract

The crystal structure of 2-(carboxy-3'-propyl)-3-amino-6-cyclohexylpyridazin-
ium bromide has been determined by single-crystal X-ray diffraction techniques
and refined by full-matrix least squares. The compound crystallized in the tri-
clinic space group P ]- with a = 10.275(1), b = 11.215(1), c = 7.082(1) A,
c~ = 91.84(1),/3 = 102.21(1), 3~ = 106.77(1) ~ and Z = 2. Final R-factor is
0.045. The main structural results are v e ~ similar to the ones observed for the
6-phenyl analog. These two compounds are GABA-A antagonists. Ab initio
molecular orbital calculations, with STO-3G and 4-31G basis sets, suggest that
the exocyclic nitrogen accurately mimics the nitrogen atom of GABA

Original language	English
Pages (from-to)	561-573
Number of pages	13
Journal	Journal of crystallographic and spectroscopic research
Volume	17
Issue number	5
DOIs	https://doi.org/10.1007/BF01167114
Publication status	Published - 1987

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Boulanger, T., Vercauteren, D., Evrard, G., & Durant, F. (1987). Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA. Journal of crystallographic and spectroscopic research, 17(5), 561-573. https://doi.org/10.1007/BF01167114

Boulanger, Thierry ; Vercauteren, Daniel ; Evrard, Guy et al. / Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA. In: Journal of crystallographic and spectroscopic research. 1987 ; Vol. 17, No. 5. pp. 561-573.

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title = "Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA",

abstract = "The crystal structure of 2-(carboxy-3'-propyl)-3-amino-6-cyclohexylpyridazin-ium bromide has been determined by single-crystal X-ray diffraction techniquesand refined by full-matrix least squares. The compound crystallized in the tri-clinic space group P ]- with a = 10.275(1), b = 11.215(1), c = 7.082(1) A,c~ = 91.84(1),/3 = 102.21(1), 3~ = 106.77(1) ~ and Z = 2. Final R-factor is0.045. The main structural results are v e ~ similar to the ones observed for the6-phenyl analog. These two compounds are GABA-A antagonists. Ab initiomolecular orbital calculations, with STO-3G and 4-31G basis sets, suggest thatthe exocyclic nitrogen accurately mimics the nitrogen atom of GABA",

author = "Thierry Boulanger and Daniel Vercauteren and Guy Evrard and Fran{\c c}ois Durant",

note = "Publication code : **RES. ACAD.",

year = "1987",

doi = "10.1007/BF01167114",

language = "English",

volume = "17",

pages = "561--573",

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Boulanger, T, Vercauteren, D, Evrard, G & Durant, F 1987, 'Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA', Journal of crystallographic and spectroscopic research, vol. 17, no. 5, pp. 561-573. https://doi.org/10.1007/BF01167114

Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA. / Boulanger, Thierry; Vercauteren, Daniel; Evrard, Guy et al.
In: Journal of crystallographic and spectroscopic research, Vol. 17, No. 5, 1987, p. 561-573.

Research output: Contribution to journal › Article

TY - JOUR

T1 - Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA

AU - Boulanger, Thierry

AU - Vercauteren, Daniel

AU - Evrard, Guy

AU - Durant, François

N1 - Publication code : **RES. ACAD.

PY - 1987

Y1 - 1987

N2 - The crystal structure of 2-(carboxy-3'-propyl)-3-amino-6-cyclohexylpyridazin-ium bromide has been determined by single-crystal X-ray diffraction techniquesand refined by full-matrix least squares. The compound crystallized in the tri-clinic space group P ]- with a = 10.275(1), b = 11.215(1), c = 7.082(1) A,c~ = 91.84(1),/3 = 102.21(1), 3~ = 106.77(1) ~ and Z = 2. Final R-factor is0.045. The main structural results are v e ~ similar to the ones observed for the6-phenyl analog. These two compounds are GABA-A antagonists. Ab initiomolecular orbital calculations, with STO-3G and 4-31G basis sets, suggest thatthe exocyclic nitrogen accurately mimics the nitrogen atom of GABA

AB - The crystal structure of 2-(carboxy-3'-propyl)-3-amino-6-cyclohexylpyridazin-ium bromide has been determined by single-crystal X-ray diffraction techniquesand refined by full-matrix least squares. The compound crystallized in the tri-clinic space group P ]- with a = 10.275(1), b = 11.215(1), c = 7.082(1) A,c~ = 91.84(1),/3 = 102.21(1), 3~ = 106.77(1) ~ and Z = 2. Final R-factor is0.045. The main structural results are v e ~ similar to the ones observed for the6-phenyl analog. These two compounds are GABA-A antagonists. Ab initiomolecular orbital calculations, with STO-3G and 4-31G basis sets, suggest thatthe exocyclic nitrogen accurately mimics the nitrogen atom of GABA

U2 - 10.1007/BF01167114

DO - 10.1007/BF01167114

M3 - Article

SN - 0277-8068

VL - 17

SP - 561

EP - 573

JO - Journal of crystallographic and spectroscopic research

JF - Journal of crystallographic and spectroscopic research

IS - 5

ER -

Boulanger T, Vercauteren D, Evrard G, Durant F. Structural and Electronic Comparative Analysis of Aminopyridazines Showing Anti-GABA Activity. Crystal Structure of 2-(Carboxy-3'-Propyl)-3-Amino-6-Cyclohexylpyridazinium Bromide. Ab initio Mulliken Population Analysis of the 6-Phenyl-Substituted analog compared to GABA. Journal of crystallographic and spectroscopic research. 1987;17(5):561-573. doi: 10.1007/BF01167114