Determination of minor impurities of (R)-1-acetoxymethyl-3-(7-[(1-N,N-dimethylcarbamoyl)-6-(4-fluorophenyl)-indol-3-oyl]-1H,3H-pyrrolo[1,2-c]thiazol-3-yl)pyridinium chloride by high performance liquid chromatography

被引:5
|
作者
Golich, TG
Thomsen, JR
Green, DL
Jersild, J
机构
[1] PPD Analytical Research Department, Abbott Laboratories, North Chicago, Illinois
来源
JOURNAL OF LIQUID CHROMATOGRAPHY | 1995年 / 18卷 / 20期
关键词
D O I
10.1080/10826079508013748
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Minor impurities of (R)-1-acetoxymethyl-3-(7-[(1-N,N-dimethylcarbamoyl)-6-(4-fluorophenyl)-indol-3-oyl]-1H,3H-pyrrolo[1,2-c]thiazol-3-yl)pyridinium chloride (I), a pro-drug, were determined using highperformance liquid chromatography. Manufacturing impurities, degradation products, and active drug, (R)-7-[(1-N,N-dimethylcarbamoyl)-6-(4-fluorophenyl)-indol-3-oyl] -1H,3H-pyrrolo[1,2-c]thiazole (II) were separated using a reversed-phase system with gradient elution. Detector response was linear for II to approximately 470 mu g/mL which represents 47% of the drug concentration. The procedure provides relative standard deviations of 3.0% to 13.2% in typical bulk drug lots. A variety of reversed-phased columns were evaluated for the assay method with the optimum resolution achieved using a 5-mu m Zorbax Rx C-8 packing.
引用
收藏
页码:4107 / 4116
页数:10
相关论文
共 50 条
  • [21] Crystal structure of (1R,2S,3R,4S)-1-(6-(4-fluorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)pentane-1,2,3,4,5-pentaol water (2:7), 2C15H17FN4O5S • 7H2O
    Liu, Yu-Zhen
    Ding, Qi-Chun
    Zhang, Jing
    Jin, Jiang-Yu
    Lei, Xin-Xiang
    Zhang, Li-Xue
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2009, 224 (02): : 269 - 271
  • [22] Regioselective synthesis of rac-(1R,4R,6R,6aR)-6′-phenyl-7′,8′-dihydro-1"H,2′H,6′H-dispiro[cycloalkane-1,5′-pyrrolo[1,2-c][1,3]thiazole-4′,3"-indole]-2,2"-diones through 3+2 cycloaddition reaction
    Poornachandran, Mahalingam
    Jayagobi, Mathesan
    Raghunathan, Raghavachary
    JOURNAL OF CHEMICAL RESEARCH, 2009, (04) : 240 - 243
  • [23] 7-(4-Fluorobenzylidene)-3-(4-fluorophenyl-N-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazole-2-carbothioamide-dimethylformamide (2/1), C27H23F2N3S, 0.5(C3H7NO)
    Aldosari, Obaid Fahad
    Abdel-Wahab, Bakr F.
    Alotaibi, Mohammad Hayal
    Hegazy, Amany S.
    Kariuki, Benson M.
    El-Hiti, Gamal A.
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2019, 234 (06): : 1141 - 1143
  • [24] Crystal structure of 4-(5,5-difluoro-1,3,7,9-tetramethyl-3H,5H-5λ4-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinin-10-yl)pyridin-1-ium tetraiodidoferrate(III), C18H19BF2Fel4N3
    Gao, Yan
    Xiao, Zhiyin
    Zhang, Peipei
    Xiang, Yali
    Wang, Wei
    Hu, Haimeng
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2019, 234 (05): : 1015 - 1016
  • [25] An atom economic synthesis and AChE inhibitory activity of novel dispiro 7-aryltetrahydro-1H-pyrrolo[1,2-c][1,3]thiazole and 4-aryloctahydroindolizine N-methylpiperidin-4-one hybrid heterocycles
    Sivakumar, Sathiyamoorthi
    Kumar, Raju Ranjith
    Ali, Mohamed Ashraf
    Choon, Tan Soo
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 65 : 240 - 248
  • [27] QUANTITATION OF 6-(PYRIDIN-3-YL)QUINOLIN-2(1H)-ONE, A CARDIAC STIMULANT, AND ITS N-OXIDE METABOLITE IN DOG PLASMA BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY
    ON, NT
    DAMANI, LA
    RANCE, DJ
    JOURNAL OF CHROMATOGRAPHY-BIOMEDICAL APPLICATIONS, 1992, 574 (02): : 352 - 355
  • [28] Crystal structure of (2'R*,3'R*,4'R*,5'R*,6R*)-1-(6'-hydroxy-5'-methoxy-2',3',4',5'-tetrahydro-2',4'-heptanofuran-3'-yl)-5-methyl-(1H,3H)-pyrimidine-2,4-dione, [C4H4O(OCH3)(C5H5N2O2)](C7H13OH)
    Peters, K
    Taugerbeck, A
    Tochtermann, W
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2002, 217 (04): : 577 - 578
  • [29] A SENSITIVE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC DETERMINATION OF 6-(PYRIDIN-3-YL)-QUINOLIN-2(1H)-ONE AND ITS N-OXIDE METABOLITE IN RAT PLASMA AND URINE
    ON, NT
    DAMANI, LA
    RANCE, DJ
    JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1993, 11 (4-5) : 421 - 425
  • [30] Crystal structure of bis[4-(3-carboxy-6-fluoro-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium] benzene-1,4-dicarboxylate(C20H18F2N3O3)2(C8H4O4), C48H40F4N6O10
    An, Zhe
    Zhu, Ling
    Zhao, Xin-Hua
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2016, 231 (01): : 211 - 212