Identification of an isomer impurity in piperaquine drug substance.
A significant contaminant of the antimalarial drug piperaquine (1,3-bis-[4-(7-chloroquinolyl-4)-piperazinyl-1]propane) has been identified using liquid chromatography-mass spectrometry (LC-MS) and 2D NMR spectroscopy (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC). The impurity was identified as the position...
| Váldodahkkit: | , , , , , , , , |
|---|---|
| Materiálatiipa: | Journal article |
| Giella: | English |
| Almmustuhtton: |
2006
|
| _version_ | 1826305692780199936 |
|---|---|
| author | Lindegårdh, N Giorgi, F Galletti, B Di Mattia, M Quaglia, M Carnevale, D White, N Mazzanti, A Day, N |
| author_facet | Lindegårdh, N Giorgi, F Galletti, B Di Mattia, M Quaglia, M Carnevale, D White, N Mazzanti, A Day, N |
| author_sort | Lindegårdh, N |
| collection | OXFORD |
| description | A significant contaminant of the antimalarial drug piperaquine (1,3-bis-[4-(7-chloroquinolyl-4)-piperazinyl-1]propane) has been identified using liquid chromatography-mass spectrometry (LC-MS) and 2D NMR spectroscopy (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC). The impurity was identified as the positional isomer 1-[(5-chloroquinolin-4)-piperazinyl]-3-[(7-chloroquinolin-4)-piperazinyl]propane. The impurity is formed because of contamination of batches of 4,7-dichloroquinoline (a precursor in the synthesis of piperaquine) with 4,5-dichloroquinoline. The amount of impurity (peak area impurity/peak area piperaquine using LC-UV at 347 nm) in old batches of piperaquine and in Artekin (the combination of dihydroartemisinin-piperaquine) ranged from 1.5 to 5%. |
| first_indexed | 2024-03-07T06:36:42Z |
| format | Journal article |
| id | oxford-uuid:f7e59c98-9ddb-4a5c-8cf5-20a30ee30bef |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T06:36:42Z |
| publishDate | 2006 |
| record_format | dspace |
| spelling | oxford-uuid:f7e59c98-9ddb-4a5c-8cf5-20a30ee30bef2022-03-27T12:46:07ZIdentification of an isomer impurity in piperaquine drug substance.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:f7e59c98-9ddb-4a5c-8cf5-20a30ee30befEnglishSymplectic Elements at Oxford2006Lindegårdh, NGiorgi, FGalletti, BDi Mattia, MQuaglia, MCarnevale, DWhite, NMazzanti, ADay, NA significant contaminant of the antimalarial drug piperaquine (1,3-bis-[4-(7-chloroquinolyl-4)-piperazinyl-1]propane) has been identified using liquid chromatography-mass spectrometry (LC-MS) and 2D NMR spectroscopy (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC). The impurity was identified as the positional isomer 1-[(5-chloroquinolin-4)-piperazinyl]-3-[(7-chloroquinolin-4)-piperazinyl]propane. The impurity is formed because of contamination of batches of 4,7-dichloroquinoline (a precursor in the synthesis of piperaquine) with 4,5-dichloroquinoline. The amount of impurity (peak area impurity/peak area piperaquine using LC-UV at 347 nm) in old batches of piperaquine and in Artekin (the combination of dihydroartemisinin-piperaquine) ranged from 1.5 to 5%. |
| spellingShingle | Lindegårdh, N Giorgi, F Galletti, B Di Mattia, M Quaglia, M Carnevale, D White, N Mazzanti, A Day, N Identification of an isomer impurity in piperaquine drug substance. |
| title | Identification of an isomer impurity in piperaquine drug substance. |
| title_full | Identification of an isomer impurity in piperaquine drug substance. |
| title_fullStr | Identification of an isomer impurity in piperaquine drug substance. |
| title_full_unstemmed | Identification of an isomer impurity in piperaquine drug substance. |
| title_short | Identification of an isomer impurity in piperaquine drug substance. |
| title_sort | identification of an isomer impurity in piperaquine drug substance |
| work_keys_str_mv | AT lindegardhn identificationofanisomerimpurityinpiperaquinedrugsubstance AT giorgif identificationofanisomerimpurityinpiperaquinedrugsubstance AT gallettib identificationofanisomerimpurityinpiperaquinedrugsubstance AT dimattiam identificationofanisomerimpurityinpiperaquinedrugsubstance AT quagliam identificationofanisomerimpurityinpiperaquinedrugsubstance AT carnevaled identificationofanisomerimpurityinpiperaquinedrugsubstance AT whiten identificationofanisomerimpurityinpiperaquinedrugsubstance AT mazzantia identificationofanisomerimpurityinpiperaquinedrugsubstance AT dayn identificationofanisomerimpurityinpiperaquinedrugsubstance |