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
  • [1] (6 ' R*, 7 ' R*)-70-(1,3,-Diphenyl-1H-pyrazol-4-yl)- 1,2,5 ',6 ',7 ',7a ', 3 '',4 ''-octahydro1 ' H, 2 '' H-dispiro[acenaphthylene-1,5 '-pyrrolo[1,2-c][1,3] thiazole-6 ',3 ''[1] benzopyran]-2,4 ''-dione
    Murugan, J.
    Haribabu, J.
    Reddy, B. S. R.
    Rajarajan, G.
    Murugavel, S.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O493 - +
  • [2] 6 '-(1,3-Diphenyl-1H-pyrazol-4-yl)-7 '(1H-indol-3-ylcarbonyl)-2-oxo-1-(prop-2-en-1-yl)-5 ',6 ',7 '',7a '-tetrahydro-1'H-spiro[indoline-3,5 '-pyrrolo[1,2-c][1,3]thiazole]-7 '-carbonitrile
    Kannan, Piskala Subburaman
    Kathirvelan, Devaraj
    Reddy, Boreddy Siva Rami
    Govindan, Elumalai
    SubbiahPandi, Arunachalathevar
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O857 - +
  • [3] The crystal structure of t-butyl 7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate, C28H34FNO4
    Vergiro, Tchuente Fofeu Alex
    Xie, Tai-Yang
    Zou, Jing
    Xu, Xin-Xin
    Xu, Rou-Han
    Jiang, Cheng-Jun
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2024, 239 (03): : 367 - 369
  • [4] 4-(2-Fluorophenyl)-6-(1H-indol-1-yl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile: a chain of rings built from N-H•••N, C-H•••N and C-H•••π(arene) hydrogen bonds
    Quiroga, Jairo
    Sanchez, Ana
    Cobo, Justo
    Glidewell, Christopher
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2009, 65 : O374 - O376
  • [5] 7'-(Naphthalen-1-yl)-5"-[(naphthalen-2-yl) methylidene]-1',3',5',6',7',7a'-hexa-hydrodispiro[acenaphthene-1,5'pyrrolo[1,2-c] thiazole-6',3"-piperidine]-2(1H),4"-dione
    Suresh, J.
    Vishnupriya, R.
    Kumar, R. Ranjith
    Sivakumar, S.
    Lakshman, P. L. Nilantha
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O858 - U3109
  • [6] (4-Fluorophenyl)[6-(2-furyl)-7-nitro-2,3,4,6,7,8-hexahydro-1H-pyrido[1,2-a]-pyrimidin-9-yl]methanone
    Yaqub, Muhammad
    Shafiq, Zahid
    Qureshi, Ashfaq M.
    Najam-ul-Haq, Muhammad
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1869 - U3065
  • [7] N-SUBSTITUTED TRANS-(1H)-2,3,4,5A,6,7,11B-OCTAHYDRONAPHTH-(1,2-C)AZEPINES
    BOYAKHCHYAN, AP
    TATEVOSY.GT
    ARMYANSKII KHIMICHESKII ZHURNAL, 1973, 26 (01): : 44 - 51
  • [8] 2-Phenyl-3-(5,6,7,7a-tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-3-ylidene)-1-propene 1,1-dicarbonitrile and 4-(4-methoxyphenyl)-2,6-bis(methylthio)pyridine-3-carbonitrile
    George, M
    Das, S
    Ashokan, CV
    Rath, NP
    George, MV
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 1033 - 1036
  • [9] Chiral 6,7-bis(hydroxymethyl)-1H,3H-pyrrolo[1,2-c]thiazoles as anticancer agents against breast cancer MCF7 and HCC1806 cell lines
    Santos, K.
    Laranjo, M.
    Soares, M. I.
    Oliveira, A. S.
    Abrantes, A. M.
    Brito, A.
    Goncalves, A. C.
    Sarmento-Ribeiro, A. B.
    Pinho e Melo, T.
    Botelho, M. F.
    EUROPEAN JOURNAL OF CANCER, 2014, 50 : S178 - S178
  • [10] 1 ''-Allyl-5 ''-(4-methoxybenzylidene)-7 '-(4-methoxyphenyl)-1 ',3 ',5 ',6 ',7 ',7a '-hexa-hydrodispiro[acenaphthylene-1,5 '-pyrrolo[1,2-c][1,3]thiazole-6 ',3 ''-piperidine]-2,4 ''(1H)-dione
    Almansour, Abulrahman I.
    Kumar, Raju Suresh
    Arumugam, Natarajan
    Nagalakshmi, R. A.
    Suresh, J.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1345 - +
12345