Aspects of the stability of isoindoles derived from the reaction of o-phthalaldehyde-ethanethiol with primary amino compounds.

Abstract:

:The stability of a series of fluorescent isoindoles formed under analytical conditions following the reaction of o-phthalaldehyde (OPA) and ethanethiol (ET) with a series of primary amines is reported. Increasing the bulk and degree of substitution of the isoindole N-substituent resulted in substantial increases in isoindole stability. The effects of excess reagents on isoindole stability is examined and OPA is observed to accelerate isoindole degradation whilst ET provides a stabilizing effect. Comparison with previously reported data involving the use of 2-mercaptoethanol revealed that ET clearly forms the more stable isoindole derivatives, i.e. a minimum of five-fold improved stability based on the time for 10% degradation to occur. Identification of the major degradation product together with kinetic data suggests that degradation proceeds via autoxidation.

journal_name

J Pharm Biomed Anal

authors

Stobaugh JF,Repta AJ,Sternson LA

doi

10.1016/0731-7085(86)80056-5

subject

Has Abstract

pub_date

1986-01-01 00:00:00

pages

341-51

issue

3

eissn

0731-7085

issn

1873-264X

pii

0731-7085(86)80056-5

journal_volume

4

pub_type

杂志文章
  • Automated sample preparation for drugs in plasma using a solid-phase extraction workstation.

    abstract::An automated solid-phase extraction workstation was used to develop, characterize and validate two separate HPLC methods for quantifying drugs in plasma. Method development was facilitated by workstation functions which allowed wash solvents of varying organic composition to be mixed and tested automatically. The prec...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(97)00278-1

    authors: Parker TD 3rd,Surendran N,Stewart BH,Rossi DT

    更新日期:1998-08-01 00:00:00

  • Metabolite profiling and antioxidant activity of the polar fraction of Italian almonds (Toritto and Avola): Analysis of seeds, skins, and blanching water.

    abstract::The health benefits of almonds along with their ability to prevent atheroschlerosis as well as cardiovascular and diabetes risks are well known. Previous works were focused mainly on the lipid fraction, thus a lack of information about the polar constituents still persists. In order to provide deeper insight into the ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2020.113518

    authors: Bottone A,Montoro P,Masullo M,Pizza C,Piacente S

    更新日期:2020-10-25 00:00:00

  • Analytical techniques for characterization of cyclodextrin complexes in the solid state: A review.

    abstract::Cyclodextrins are cyclic oligosaccharides able to form inclusion complexes with a variety of hydrophobic guest molecules, positively modifying their physicochemical properties. A thorough analytical characterization of cyclodextrin complexes is of fundamental importance to provide an adequate support in selection of t...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章,评审

    doi:10.1016/j.jpba.2015.01.058

    authors: Mura P

    更新日期:2015-09-10 00:00:00

  • Transport studies of beta-lactam antibiotics and their degradation products across electrified water/oil interface.

    abstract::An electrochemical method for quantifying beta-lactam antibiotics (cephalexin and ampicillin) and their hydrolysis products is described. Cyclic voltammetry at the water/nitrobenzene interface in a four-electrode system was used. The zwitterionic compounds were ionized to the necessary electrochemical form by pH adjus...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(98)00147-2

    authors: Basáez L,Vanýsek P

    更新日期:1999-02-01 00:00:00

  • Site- and species-specific hydrolysis rates of cocaine.

    abstract::The hydroxide-catalyzed non-enzymatic hydrolysis of cocaine is quantified in terms of ten site- and species-specific rate constants in connection with also ten site- and species-specific acid-base equilibrium constants, comprising all the twelve coexisting species in solution. This characterization involves the major ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2017.07.005

    authors: Szöcs L,Völgyi G,Urai Á,Hosztafi S,Tóth G,Gergó L,Noszál B

    更新日期:2017-10-25 00:00:00

  • Finding of an isoleucine derivative of a recombinant protein for pharmaceutical use.

    abstract::Protein modification generally occurs by addition to the amino acid side-chains of protein at the post-translational stage, for example, by enzymatic or chemical reactions after polypeptide synthesis. Recently, the recombinant hirudin analog CX-397, a potent thrombin inhibitor, was found to contain methylated Ile resi...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章,评审

    doi:10.1016/s0731-7085(02)00703-3

    authors: Muramatsu R,Misawa S,Hayashi H

    更新日期:2003-04-01 00:00:00

  • A new approach to evaluate stability of amodiaquine and its metabolite in blood and plasma.

    abstract::A stability study for amodiaquine (AQ) and desethylamodiaquine (AQm) in whole blood and plasma is reported. AQ, AQm and chloroquine (CQ) were simultaneously analysed and the ratios AQ/CQ and AQm/CQ were used to ensure correct interpretation of the stability results. CQ was stable in whole blood and plasma at all teste...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2005.10.018

    authors: Blessborn D,Neamin G,Bergqvist Y,Lindegårdh N

    更新日期:2006-04-11 00:00:00

  • Concurrent quantification and comparative pharmacokinetic analysis of bioactive compounds in the Herba Ephedrae-Semen Armeniacae Amarum herb pair.

    abstract::The Mahuang-Xingren herb-pair (MX), the combination of Herba Ephedrae (Mahuang in Chinese) and Semen Armeniacae Amarum (Xingren in Chinese), is a classical combination used in traditional Chinese Medicine to treat asthma and bronchitis. A simple and reliable ultra-performance liquid chromatography-tandem mass spectrom...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2015.02.004

    authors: Song S,Chen F,Xing X,Ren M,Ma Q,Xie Y,Tang Q,Luo J

    更新日期:2015-05-10 00:00:00

  • Stereochemistry of pipecolic acid found in the urine and plasma of subjects with peroxisomal deficiencies.

    abstract::Recently it was found that normal adults excrete pipecolic acid primarily as the D-enantiomer even though it is present in the blood stream mainly as the L-enantiomer (i.e. > 98% L). This study of pipecolic acid stereochemistry was extended to subjects with peroxisomal deficiencies since they are known to have high le...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(93)80044-2

    authors: Armstrong DW,Zukowski J,Ercal N,Gasper M

    更新日期:1993-10-01 00:00:00

  • Confirmatory analysis of stanozolol metabolites in bovine, pig and sheep urines using an optimized clean-up and liquid chromatography-tandem mass spectrometry.

    abstract::This paper describes a new liquid chromatography-tandem mass spectrometric (LC-MS/MS) method for the analysis of three stanozolol metabolites (16β-hydroxystanozolol, 3'-hydroxystanozolol, and 4β-hydroxystanozolol) in urines of animal origins. The solid-phase extraction (SPE) clean-up procedure was optimized to reduce ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2013.08.019

    authors: Tölgyesi Á,Sharma VK,Fekete J

    更新日期:2014-01-01 00:00:00

  • The distribution pattern of intravenous [(14)C] artesunate in rat tissues by quantitative whole-body autoradiography and tissue dissection techniques.

    abstract::Quantitative whole-body autoradiography (QWBA) and liquid scintillation counting (LSC) have been conducted to determine the metabolic profiles and tissue distribution of [(14)C] labeled artesunate (AS) injection in rats. The QWBA technique showed more accurate results in the quantification of radioactivity in 40 organ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2008.07.015

    authors: Li Q,Xie L,Zhang J,Weina PJ

    更新日期:2008-11-04 00:00:00

  • Method development and validation of repaglinide in human plasma by HPLC and its application in pharmacokinetic studies.

    abstract::In this study, the development and validation of a high-performance liquid chromatography (HPLC) assay for determination of repaglinide concentration in human plasma for pharmacokinetic studies is described. Plasma samples containing repaglinide and an internal standard, indomethacin were extracted with ethylacetate a...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2006.12.010

    authors: Ruzilawati AB,Wahab MS,Imran A,Ismail Z,Gan SH

    更新日期:2007-04-11 00:00:00

  • Simultaneous determination of diazepam and pyridoxine in synthetic mixtures and pharmaceutical formulations using graphical and multivariate calibration-prediction methods.

    abstract::Several methods are reported for the simultaneous determination of diazepam and pyridoxine: two graphical methods (zero-crossing and derivative quotient spectra); and two numerical methods (multiple linear regression and partial least-squares regression). The methods have been applied in the concentration ranges 1.4-4...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(96)01844-4

    authors: Bautista RD,Jiménez AI,Jiménez F,Arias JJ

    更新日期:1996-11-01 00:00:00

  • Nano-LC-MS/MS for the identification of proteins trapped in sorbent cartridges used for coupled plasma filtration-adsorption treatments of healthy pigs.

    abstract::A dedicated proteomic approach based on nano-Liquid Chromatography coupled with tandem mass spectrometry in ion trap is proposed for the analysis of proteins trapped in sorbent resin cartridges used to remove inflammatory mediators from blood by coupled plasma filtration adsorption (CPFA). The final purpose of the pro...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2016.10.009

    authors: Nardiello D,Prattichizzo C,Rocchetti MT,Gesualdo L,Centonze D

    更新日期:2017-01-05 00:00:00

  • Application of first-derivative UV-spectrophotometry, TLC-densitometry and liquid chromatography for the simultaneous determination of mebeverine hydrochloride and sulpiride.

    abstract::Three methods are described for the simultaneous determination of mebeverine hydrochloride (MB) and sulpiride (SU) in combined pharmaceutical tablets. The first method depends on first-derivative ultraviolet spectrophotometry, with zero-crossing measurement method. The first derivative amplitudes at 214.2 and 221.6 nm...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(99)00176-4

    authors: El Walily AF,El Gindy A,Bedair MF

    更新日期:1999-11-01 00:00:00

  • Sensitive assay for the determination of cefazolin or ceftriaxone in plasma utilizing LC.

    abstract::A rapid, specific and very sensitive liquid chromatographic assay using standard ultraviolet detection has been developed to measure cefazolin (CFZ) or ceftriaxone (CFX) in small samples (200 microl) of plasma using either drug as the internal standard for measurement of the other. A rapid extraction was performed usi...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(99)00273-3

    authors: Al-Rawithi S,Hussein R,Raines DA,AlShowaier I,Kurdi W

    更新日期:2000-03-01 00:00:00

  • Fluorimetric SIA optosensing in pharmaceutical analysis: determination of paracetamol.

    abstract::The coupling of sequential injection analysis (SIA) and fluorimetric solid phase transduction is here applied to the determination of paracetamol in pharmaceuticals. The reaction product between the analyte and sodium nitrite in acidic medium is inserted, after alkalinization, in the system. This product is transitori...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2007.05.004

    authors: Llorent-Martínez EJ,Satínský D,Solich P,Ortega-Barrales P,Molina-Díaz A

    更新日期:2007-10-18 00:00:00

  • Analytical methods for assay of ellagic acid and its solubility studies.

    abstract::Ultra-violet (UV) spectrophotometric and high performance liquid chromatographic methods for quantitative determination of ellagic acid (EA), an antioxidant were developed. The analytical methods were validated for linearity, accuracy, intra- and inter-day variability, and precision. EA was eluted using a polyethylene...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2005.07.006

    authors: Bala I,Bhardwaj V,Hariharan S,Kumar MN

    更新日期:2006-01-23 00:00:00

  • A spectroscopic investigation of DuP 747 polymorphs.

    abstract::DuP 747, a selective kappa agonist analgesic, was found to have at least two polymorphic forms, and this was confirmed by X-ray powder diffraction. DSC and thermomicroscopic studies indicated the polymorphic pair to be monotropic. Solubility studies suggested the relative stability of the two forms to be similar. The ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(94)e0002-i

    authors: Raghavan K,Dwivedi A,Campbell GC Jr,Nemeth G,Hussain MA

    更新日期:1994-06-01 00:00:00

  • 19F and 1H magnetic resonance strategies for metabolic studies on fluorinated xenobiotics: application to flurbiprofen [2-(2-fluoro-4-biphenylyl)propionic acid].

    abstract::Strategies for the use of 1H and 19F nuclear magnetic resonance (NMR) spectroscopy as an aid to the study of the metabolic fate of fluorinated drugs are discussed with reference to the application of these methods to flurbiprofen metabolism in man. 1H and 19F NMR analysis of untreated urine enabled the detection of tw...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(90)80067-y

    authors: Wade KE,Wilson ID,Troke JA,Nicholson JK

    更新日期:1990-01-01 00:00:00

  • Strategies for the identification, control and determination of genotoxic impurities in drug substances: a pharmaceutical industry perspective.

    abstract::Regulations alarmed the control of genotoxic impurities in drug substances at lower level based on the threshold of toxicological concern and daily dose. This review explores the details of various regulations and guidances, toxicology assessment, identification of structural alerts, synthetic origins, different synth...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章,评审

    doi:10.1016/j.jpba.2010.11.039

    authors: Raman NV,Prasad AV,Ratnakar Reddy K

    更新日期:2011-06-25 00:00:00

  • Optimization and validation of a CE-LIF method for amino acid determination in biological samples.

    abstract::There is increasing evidence that amino acids and related compounds are among the most important metabolites for living systems and their quantitative analysis is a continuous challenge for clinical and biochemical laboratories. The lack of chromophore group and their high polarity make the analytical process more dif...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2012.03.017

    authors: Lorenzo MP,Navarrete A,Balderas C,Garcia A

    更新日期:2013-01-25 00:00:00

  • In vivo and in vitro metabolism of the designer anabolic steroid furazadrol in thoroughbred racehorses.

    abstract::Furazadrol ([1',2']isoxazolo[4',5':2,3]-5α-androstan-17β-ol) is a designer anabolic androgenic steroid that is readily available via the internet. It contains an isoxazole fused to the steroid A-ring which offers metabolic stability and noteworthy anabolic activity raising concerns over the potential for abuse of this...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2016.02.031

    authors: Waller CC,Cawley AT,Suann CJ,Ma P,McLeod MD

    更新日期:2016-05-30 00:00:00

  • Characterization of a new illicit phosphodiesterase-type-5 inhibitor identified in the softgel shell of a dietary supplement.

    abstract::A new sildenafil analog has been identified in the softgel shell of a dietary supplement. The compound was investigated by UV spectroscopy and high-resolution MS analysis, leading to the proposed structure 1-methyl-5-{5-[2-(4-methylpiperazin-1-yl)acetyl]-2-propoxyphenyl}-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidi...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2018.08.031

    authors: Doi T,Takahashi K,Yamazaki M,Asada A,Takeda A,Kiyota K,Tagami T,Sawabe Y,Yamano T

    更新日期:2018-11-30 00:00:00

  • Thermospray liquid chromatography/mass spectrometry study of diastereomeric isoindole derivatives of amino acids and amino acid amides.

    abstract::A thermospray liquid chromatography/mass spectrometry (TSP-LC/MS) method is described for determination of the enantiomeric excess of alpha-amino acids and alpha-amino acid amides as their o-phthalaldehyde/N-acetyl-L-cysteine (OPA/NAC) derivatives. The source temperature is an important factor in optimizing the sensit...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(95)01580-9

    authors: van Leuken RG,Duchateau AL,Kwakkenbos GT

    更新日期:1995-11-01 00:00:00

  • Direct injection of aqueous samples in packed column supercritical fluid chromatography of isosorbide-5-mononitrate from drug release testing.

    abstract::A method for the analysis of aqueous samples of isosorbide-5-mononitrate (5-ISMN) is presented. It is based on packed column supercritical fluid chromatography (SFC) using 20% of 2-propanol in carbon dioxide as the mobile phase and a diol silica column as the stationary phase. Using the described conditions it is poss...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(02)00072-9

    authors: Gyllenhaal O,Hulthe J

    更新日期:2002-06-20 00:00:00

  • Carbonyl metallo immuno assay: a new application for Fourier transform infrared spectroscopy.

    abstract::We describe here the development of a new, non-isotopic immunological assay termed CMIA (carbonyl metallo immunoassay) that uses metal carbonyl complexes as tracers and Fourier transform infrared spectroscopy (FT-IR) as the detection method. This assay is based on the particular spectral features of these complexes, w...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(99)00169-7

    authors: Vessières A,Salmain M,Brossier P,Jaouen G

    更新日期:1999-11-01 00:00:00

  • 750 MHz 1H NMR spectroscopy characterisation of the complex metabolic pattern of urine from patients with inborn errors of metabolism: 2-hydroxyglutaric aciduria and maple syrup urine disease.

    abstract::750 MHz 1H NMR spectroscopy has been used to characterise in detail the abnormal low molecular weight metabolites of urine from two patients with inborn errors of metabolism. One case of the rare condition 2-hydroxyglutaric aciduria has been examined. There is at present no rapid routine method to detect this genetic ...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/s0731-7085(97)00066-6

    authors: Holmes E,Foxall PJ,Spraul M,Farrant RD,Nicholson JK,Lindon JC

    更新日期:1997-07-01 00:00:00

  • Assay for nipecotic acid in small blood samples by gas chromatography-mass spectroscopy.

    abstract::An analytical method for nipecotic acid quantification in rat blood was developed utilizing a stable isotope internal standard and capillary gas chromatography-mass spectroscopy. The method involves a solid phase extraction step followed by a two-step derivatization. The analytes are separated by capillary gas chromat...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/j.jpba.2003.11.019

    authors: Wang H,Hussain AA,Pyrek JS,Goodman J,Wedlund PJ

    更新日期:2004-03-10 00:00:00

  • Detection and determination of the hydrazo and azo photoproducts of 4-aminobenzoic acid by high-performance liquid chromatography.

    abstract::The photochemistry of 4-aminobenzoic acid has been investigated using two validated reversed-phase HPLC methods. Up to nine photoproducts have been detected, with chromatographic evidence for the formation of 4,4'-azobenzenedicarboxylic acid and 4,4'-hydrazobenzenedicarboxylic acid. The synthesis and analytical charac...

    journal_title:Journal of pharmaceutical and biomedical analysis

    pub_type: 杂志文章

    doi:10.1016/0731-7085(96)01808-0

    authors: Langford SA,Sugden JK,Fitzpatrick RW

    更新日期:1996-08-01 00:00:00