Polarographic behaviour and degradation studies of triazolam

Viré, Jean‐Claude; Patriarche, Gaston

doi:10.1016/0022-0728(86)80102-4

Cited by 20 publications

(4 citation statements)

References 19 publications

(32 reference statements)

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“…a kinetic process controlled by the proton concentration, as reported for other triazolobenzodiazepines [4,5]. The acidic hydrolysis will be studied in a future work.…”

Section: Iffevential Pulse Polarograpbymentioning

confidence: 75%

“…This would be advantageous in the treatment of depression. Lahti et al [l] have evaluated the anxiolytic and antidepressant activity of two novel triazolobenzodiazepine derivatives: 4H- [1,2,3]triazolo [4,3-a] [1,4]benzodiazepine-1 -methan-amine-8-chloro-N,N-dimethyl- 6-phenyl (adinazolam) and 4H- [ 1,2,3]triazolo [4,3-a] [ 1,4]benzodiazepine -1ethanamine -8chloro -N,Ndimethyl -6-phenyl (U43,465F). The positioning of an alkylamine side chain at the 1-position conferred antidepressant activity onto the triazolobenzodiazepine structure.…”

Section: Introductionmentioning

confidence: 99%

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Electrochemical behavior of triazolobenzodiazepine derivatives

et al. 1994

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The electrochemical behavior of two novel triazolobenzodiazepines (adinazolam and U43,465F) has been studied in the pH range 3 to 13.5. Both compounds are reduced on the dropping mercur). electrode and yield one reduction wave attributed to the azomethine group. The two-electron transfer is polarographically reversible. However, the transfer is followed by a fast conversion of the electrolysis product by a chemical reaction with an irreversible global process. A weak adsorption of the reactant has been observed under certain conditions. Quantitative analysis has been performed, showing that adinazolam and U43,465F can be determined up to 1.1 X polarograp hy.KEY WORDS: Triazolobenzodiazepine, Voltammetn. M using differential pulse

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“…a kinetic process controlled by the proton concentration, as reported for other triazolobenzodiazepines [4,5]. The acidic hydrolysis will be studied in a future work.…”

Section: Iffevential Pulse Polarograpbymentioning

confidence: 75%

Section: Introductionmentioning

confidence: 99%

Electrochemical behavior of triazolobenzodiazepine derivatives

et al. 1994

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“…The opening of benzo and thienotriazolodiazepines has been the subject of spectrophotometric UV and electrochemical (polarographic and voltammetric) studies [1 -5], all but one [1] being performed in water-alcohol mixtures. Conclusions drawn from the two methodologies are in mutual close agreement.…”

Section: Introductionmentioning

confidence: 99%

Determination of the kinetic constants of the reversible opening of a triazolo-1,4-thienodiazepine in water at different pH values: A striking example of the determination of intimately intricate kinetic and equilibrium constants

Legouin¹,

Burgot²

1999

Int J Chem Kinet

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Apparent kinetic constants of the reversible opening of a triazolo-1,4-thienodiazepine were determined by UV-spectrophotometry and by polarography in water at several pH values assuming as a hypothesis a stationary state for the carbinolamine intermediate. Both the apparent kinetic constants, k f and k r , exhibited a maximum for the values H 0 ϭ Ϫ0.25 and pH ϭ 6.07. A possible determination of the elementary kinetic constants of the several acidobasic species which may be involved in the opening and closing process according to the pH and pKa values was studied and is discussed. The results are consistent with the hypothesis that both the opening of the diazepine cycle and the closing of the opened form proceed through a mechanism suggesting that the protonated form of the carbinolamine function of the intermediate is involved.

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“…The 4,5-azomethine bond of benzo-and thieno-1,4-diazepines undergoes hydrolysis in acidic media to give the corresponding aminobenzo-or aminothienophenone, which reversibly cyclizes into the original closed form. [1][2][3][4][5][6][7][8][9][10] As a result, benzo-and thieno-1,4-diazepines and their respective opened forms exist in such aqueous media as pH-dependent equilibrated mixtures. Given the fact that these compounds generally possess multibasic sites, this hydrolytic process is accompanied by acid-base reactions.…”

mentioning

confidence: 99%

pKa Values of the Opened Form of a Thieno-1,2,4-triazolo-1,4-diazepine in Water

Legouin¹,

Burgot²

1997

Analyst

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The pK a values of the freely water-soluble opened form of a thieno-1,2,4-triazolo-1,4-diazepine, namely 2-(3-aminomethyl-5-methyl-1,2,4-triazolo)-3-(2-chlorobenzoyl)-[2,3-c]thienopiperidine, were determined. pH measurements were made in the range 1 < pH < 10. Two of the three pK a values found in this range significantly overlapped; they quantify the ionization of both the aminomethyl residue and the piperidino moiety of the molecule. The third corresponds exclusively to the ionization of the triazolo nucleus. The pK a value of the thienophenone was obtained by UV spectrophotometry using acidity functions. All results were extracted from experimental data by a curve-fitting method.

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Polarographic behaviour and degradation studies of triazolam

Cited by 20 publications

References 19 publications

Electrochemical behavior of triazolobenzodiazepine derivatives

Electrochemical behavior of triazolobenzodiazepine derivatives

Determination of the kinetic constants of the reversible opening of a triazolo-1,4-thienodiazepine in water at different pH values: A striking example of the determination of intimately intricate kinetic and equilibrium constants

pKa Values of the Opened Form of a Thieno-1,2,4-triazolo-1,4-diazepine in Water

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