ChemInform Abstract: AGENTS ACTING ON CNS. PART XXIX. SYNTHESIS OF SECO ANALOGS OF CENTBUTINDOLE, A POTENT NEUROLEPTIC.

The structures of xenorine A–C from the entomopathogenic bacteriumXenorhabdus indica

“…The C6 was shifted down field from 25.7 ppm in 2 to 28.6 ppm in 3, meanwhile the signal for C7 was upshifted 3.7 ppm from 126.5 ppm to 122.8 ppm. As there was no chiral centre in the planar structure, a NOESY experiment was carried out to determine the configuration of the double bond at ∆ 2 (7) . A crosspeak between H7 and H 3 6 was revealed in the spectrum of 3, supporting a Z-form, while the correlation between H 3 10 and H 3 6 indicated that the configuration of the double bond in 2 has the E geometry.…”

“…Compound 4 was obtained as a natural product for the first time, and has been prepared previously. 7,8 It was isolated as a white amorphous powder with the molecular formula C 13 H 11 N 3 O 2 (HR-ESI-MS m/z 264.0738 ([M + Na] + )). Its 1 H NMR spectrum showed a four-spin coupled system with signals at δ H 7.66 (d, H7), 7.40 (t, H8), 7.35 (t, H9) and 7.74 (d, H10), indicating an aromatic ring.…”

Vibrational Dynamics of 2-[3-(p-flourobenzoyl) Propyl]- 1,2,3,4,6,7,12,12, a-octahydropyrazino[2’,1’:6,1] Pyrido [3,4-b] Indole [centbutindole]: A Potent Nuroleptic Drug

“…2-[3-(p-flourobenzoyl)propyl]-1,2,3,4,6,712,12 a-octahydropyrazino [2',1':6,1} pyrido [3,4-b] indole (centbutindole) 1-2 is a potent nuroleptic drug has a florobutyrophenone moiety [3][4] and belong to a series of 2-substituted pyrazino -pyrido indoles synthesized for CNS activity 4-6. It mainly acts as Dopamine D2 receptor [7][8][9] and 5HT 2 receptor blocker [10][11] .The conformation of a drug molecule plays an important role in drug receptor interactions, which lead to its biological response. Several methods are available which predict such effects [12][13][14][15] and provide insight to active site space and binding requirements, but most of these are biased due to arbitrarily chosen molecule overlays on binding site points.…”

Metabolism and excretion of centbutindole (neuroleptic) in rats after oral administration

“…Centbutindole is a dopamine antagonist (Singh et al 1977 ;Doongangi et al 1983) and is indicated in syndromes involving agitation, hyperactivity, hallucinations and paranoid delirium, particularly schizophrenia. Its unique structural con® guration confers certain pharmacological properties, which diOE er from those of other neuroleptic agents (Kumar et al 1982). In experimental studies, centbutindole has been found to exert pronounced neuroleptic activity in doses lower than other available drugs.…”