7 Appendix. 7.1 Performance Control Samples. Table 7-1 Compounds of the PCS with structure and pk a values. 7 Appendix 112. Literature.
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1 7 Appendix Appendix 7.1 Performance Control Samples Table 7-1 Compounds of the PCS with structure and pk a values ame Concentration (µg/ml) Chemical structures pk a Literature Codeine [97] H 2-Ethyliden-1,5- dimethyl-3,3-diphenylpyrrolidine (EDDP) [97] 3,4-Methylene-dioxyamphetamine (MDA) 1. H [8] Morphine 1. H 8., 1. [97, 15] H Scopolamine 1. H H 7.6 [15] eostigmine bromide () 5. + Br - -
2 7 Appendix 113 Table 7-2 Compounds of PCS-BDP with structure and pk a values ame Concentration (µg/ml) Chemical structure pk a Literature Bromazepam , 5.2, 11.8 [15] Demoxepam , 1.6 [8] ordiazepam , 12. [8] xazepam , 11.6 [8] Temazepam [8] MPPH () 5. ~ 8. [15] H H CH 3 Table 7-3 Compounds of PCS-BARB with structure and pk a values ame Concentration (µg/ml) Chemical structure pk a Literature Cyclobarbital [8] Crotylbarbital [15] Methohexital 1. H C 2 H 5 H 8.3 [8] Phenobarbital [8] Pentobarbital 1. H 8. [8] C 2 H 5 C 3 H 7 H H MPPH () 1. ~ 8 [15] H CH 3
3 7 Appendix 114 Table 7-4 Compounds of PCS-PA with structure and pk a values ame Concentration (mg/ml) Dipyridamol.1 Chemical structure pk a Literature H H 6.4 [8] H Diazepam.1 H 3.3 [8] Cl H MPPH ().1 ~ 8. [15] H CH 3
![7 Appendix 115 7.2 Remedi TM -HS Fig. 7-1 Remedi TM -HS system [146] Fig.](/docs-images/82/85266746/images/4-0.jpg "7-2 Circuit diagram of the Remedi TM -HS system, V: valve, C1: purification column, C2: extraction column,")
4 7 Appendix Remedi TM -HS Fig. 7-1 Remedi TM -HS system [146] Fig. 7-2 Circuit diagram of the Remedi TM -HS system, V: valve, C1: purification column, C2: extraction column, C3 and C4: analytical columns [55]
5 7 Appendix HPLC Equipment Reference System Auto sampler (SIL-6B) DAD system (SPD-1 AVP) UV detector (SPD 1 AVP) ven (CT-6A) Shimadzu Class VP TM software System controller (SCL-6B) Communication module (CBM 1A) Two pumps (LC-9A) Monitor (L731 TD) UV spectra of toxic compounds [22], Class VP TM files Degaser (DG 131) Computer Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany Shimadzu, Duisburg, Germany VDS ptilab, Berlin, Germany Peacock Tiara
6 7 Appendix Libraries Library of the screening method for basic compounds in urine, status 1/7 Substance Retention Relative λ max (nm) time (min) retention time 6-AM / Aconitine /231.79/ Alfentanil Alimemazine /252.12/31.17 Alprenolol /27.23 Ambroxol /245.86/39.88 Amfetaminil / Aminoflunitrazepam Aminosuxethimide / Amisulpride / Amisulpride-Met / Amitriptyline / Amitriptylinoxide / Amlodipine /238.1/ Amphetamine /24.91/ Atenolol /224.79/ Atomoxetine / Atracurium /23.66/28.28 Atracurium-Met /231.87/28.36 Atropine Benzatropine / BEC /231.65/ Betaxolol /222.56/ Biperidene / Bisnortilidine Bisoprolol /224.62/ Bufotenine / Bupivacaine / Buprenorphine / Buspirone /212.53/.49 Carvedilol /25.7 Cathinone / Celiprolol /194.99/327.8 Cetirizine /23.64 Chloramphenicol /27.4 Chlorphenetazine /193.14/33.56 Chlorpheniramine / Chlorphenoxamine / Chlorphentermine /219.74/ Chlorpromazine /37.1 Chlorprotixene /27.14/268.32/ Cicletanine /216.5/ Cimetidine Citalopram /238.68/ Citalopram-Met /238.22/ Citalopram-Met /238.44/272.7/283.7 Clemastine / Clenbuterol Clobutinol /221.15/266.9 Clomipramine Clomipramine-Met /25.32 Clomipramine-Met /249.17
7 7 Appendix 118 Substance Retention Relative λ max (nm) time (min) retention time Clonidine /27.94 Cocaine /232.1/274.9 Codeine /194.3/ Cotinine /26.58 Cycloguanil /241.2 Cyproheptadine /194.3/ Cytisine /34.58/ Dimethoxy-bromomethamphetamine /234.21/285.6 Desacetyldiltiazem / Desalkyl-flurazepam /37.49 Desipramine / Desmethyltrimipramine /25.95 Dihydrocodeine / Dioxopromazine /193.14/264.18/29.27/ Diphenhydramine / Diphenhydramine-Met /258.2 Diphenylpyraline /258.16/ Dopamine /285.9 Dothiepine /229.4/32.45 Doxapram / Doxepin / Doxycycline /267.77/347.5 Doxycycline-Met /268.4/214.28/ Droperidol /245.26/229.13/ Duloxetine /29.19 EDDP / Unidentified endogeneous peak /221.56/ Unidentified endogeneous peak /196.88/ Unidentified endogeneous peak following hydrolysis /24.55 Unidentified endogeneous peak following hydrolysis / Unidentified endogeneous peak following hydrolysis /25.3/ Unidentified endogeneous peak following hydrolysis /222.46/ Unidentified endogeneous peak following hydrolysis /282.84/ Ephedrine / Ergotamine / Fencamfamine /27.13/ Fenfluramine /26.5/ Fentanyl / Fexofenadine /259.9 Flecainide / Fluoxetine /226.71/ Flurazepam /228.87/36.92 Fluvoxamine Galantamine / Gallopamil / Haloperidol /246.8 Heroin /279.1 Hydroxy-methoxyamphetamine /226.19/ Hydrocodone /28.66 Hydromorphone /28.65
8 7 Appendix 119 Substance Retention Relative λ max (nm) time (min) retention time Hydroxyzine /23.7 Hyoscyamine / Imipramine / Ipratropiume / Ketamine / Ketamine-Met /267. Ketamine-Met / Ketamine-Met /214.47/ Ketotifen / Labetolol /193.14/32.58 Lamotrigine / Levofloxacine /226.3/193.14/ Levofloxacine Met /223.42/325.9 Lidocaine / Lidocaine-Met / Lidocaine-Met / Lisuride /225.36/239.88/312.1 LSD /312.6 LSD-Met / LSD-Met /315.7 LSD-Met / Maprotiline /271.75/ Methyl-1-(benzodioxol-5-yl)- butamine /234.4/ MDA /233.96/ Methylenedioxyamphet /234.34/285.6 MDMA /233.95/285.5 Medazepam / Mefloquine /282.49/ Melperone /246.9 Melperone-Met / Mepivacaine / Mescaline /268.4 Mesoridazine /238.53/37.58 Mesoridazine-Met /262.9/238.62/ Metaclazepam / Metamphetamine /25.31/ Methadone /259.3/ Methoxyamphetamine /223.34/ Methoxymetamphetamine /223.6/ Methylphenidate / Metoclopramide /274.5/39.4 Metoclopramide-Met /271.77/37.49 Metoprolol /222.39/ Metoprolol-Met /223.27/272.1 Mexiletine / Midazolam Moclobemide / Morphine /194.3/ Moxonidine /231.9/325.5 aloxone Desmethyldiphenhydramine Desmethyldoxepin / efazodone /29.4/ eostigmine bromide () icotine-met /258.6
9 7 Appendix 12 Substance Retention Relative λ max (nm) time (min) retention time oramidopyrine /26.21/ oramidopyrine-met /26.19/ orazepam / orbuprenorphine / orcitalopram /238.62/283.77/ orclomipramine / orcocaine /231.71/ orcodeine /194.8/ orephedrine /25.14/256.4 orfentanyl / ormaprotiline /271.75/ ormethadone /259.56/ ormethadone /259.36/ ormorphine /194.29/ orpseudoephedrine /256.4 orsertraline /272.97/ orthioridazin-2-sulfoxide /262.9/238.62/ ortilidine ortrimipramine / ortriptyline / orvenlafaxine /224.6/275.4 orverapamil /229.74/278.4 oscapine / oxiptiline / floxacine /226.7/193.14/ rciprenaline / xybutynine / xycodone / xymotphone / Papaverine /199.83/39.1/ Paroxetine /234.2 Penbutolol /215.65/27.57 Pentamidine / Pentazocine / Perazine-Met /248.91/34. Perazine-Met /233.22/21.23/267.41/ Perazine-Met /194.3/267.9/292.47/ Perazine-Met /194.3/264.48/29.7/ Perazine-Met /248.98/33.11 Perazine-Met /248.99/31.92 Periciazine /193.14/ Pethidine Pethidine-Met /254.92/38.46 Pethidine-Met / Pethidine-Met Phertarmine / Pholedrine /222.72/ Physostigmine /246.2/32.51 Pirenzepine /281.6 Pizotifene p-methoxyamphetamine /223.5/273.9 p-methoxymetamphetamine /223.73/274.3 Pridinol / Procyclidine / Proguanil /256.74/ Prolinthan /257.52
10 7 Appendix 121 Substance Retention Relative λ max (nm) time (min) retention time Prolocaine / Promazin-S-oxide /271.38/298.1/ Promazin-S-oxide-Met /231.64/272.7/298.36/ Propafenone /28.6/248.22/33.77 Propranolol /29.7 Pseudoephedrien /25.38/ Psilocin /266.5 Remifentanil / Rifabutine /277.9/236.89/316.19/355.2 Ritodrine /221.94/ Ropivacaine / Scopolamine Sertindol /224.4/255.54/ Sertraline / Sildenafil /213.49/193.84/ Sildenafil-Met /213.67/194.38/ Sufentanil /226.6 Sulpiride / Talinolol /241.81/ Terfenadine Tetrazepam /24.49/28.43 Thebaine / Thiabendazole /31.63/ Thioridazine /229.23/31.4 Thioridazin-2,5-disulfoxide /233.97/217.88/31.99/ Thoncylamine /24.71/28.29/37.42 Tiapride / Tilidine / Tilidine-Met / Tilidine-Met /258.4 Tilidine-Met / Timolol / Tizanidine /227.11/ Tocainide / Tramadol /215.5/ Tramadol-Met / Tramadol-Met / Tramadol-Met /272.45/ Tranylcypromine / Trazodone /248.74/ Trichlorphone /261.4 Trifluperidole /246.3 Triflupromazine-Met. (S-oxide) /193.14/216./272.94/.77 Triflupromazine-Met. (S-oxide) /215.94/193.14/273.14/31.18 Triflurpromazine /193.14/36.37 Trihexyphenidyl / Trimethoprime /27.41 Trimetoprim-Met / Trimetoprim-Met / Trimipramine /25.49 Trimipramine-Met / Triperidene / Urapidil /267.86/ Urapidil-Met / Verapamil-Met /228.55/ Venlafaxine /225.63/274.17/329.26
11 7 Appendix 122 Substance Retention Relative λ max (nm) time (min) retention time Venlafaxin-Met /224.52/ Venlafaxin-Met /223.9/275.2 Venlafaxin-Met /223.85/ Verapamil /229.95/278.5 Verapamil-Met /23./ Verapamil-Met /229.87/ Verapamil-Met /229.9/ Veratrine /261.92/292.9 Xylometazoline / Yohimbine /27.71/ Ziprasidone-Met / Zolpidem /237.9/ Zolpidem-Met / Zopiclon-Met /34.3 Zopiclon-Met /34.12/214.55
12 7 Appendix 123 Library of the Screening Method for eutral, Weakly Acidic and Weakly Basic Compounds in Urine, Status 1/7 Substance Retention time Relative λ max (nm) (min) retention time Alprazolam / Amobarbital Bamipine /25.93/ Brallobarbital Bromazepam /194.3 Brotizolam /24.92 Butalbital Carbamazepine /21.95/284.4 Carbromal Chinine /245.49/341.4/ Chlordiazepoxide /194.3/22.85/37.7 Chlorphenamine /221.75/ Clobazam /194.3/288.8 Clomethiazole /194.3 Clonazepam /39.49 Clozapine /24.27 Colchicine /197.99/ Crotylbarbital Cyclicine /224.57/ Cyclobarbital Dantrolene /39.27/ Demoxepam /194.3/35.98 Desalkylflurazepam /194.3/31.63 Diazepam /232.37/279.41/36.44 Diltiazem / Dimenhydrinat /257.93/ Flumazenil /243.94/ Flurazepam /228.65/37.79 Glisoxepide / Glutethimide /255.47/ Heptabarbital Hexobarbital Hydroxymidazolam /218.12/ Hydroxymidazolam / Leflunomide /246.95/.46 Loprazolam /328.45/ Lorazepam /229.14/ Lormetazepam /23.58/ Mesoridazine /194.3/238.21/37.79 Mesuximide Methohexital /22.1 Methylphenobarbital Midazolam / Mirtazepin /313.66/ Desmethylchlordiazepoxide /245.21/ itrazepam /216.82/26.82 orclobazam /194.3/ ordiazepam /232./28.61 pipramol /253.94/215.5 xazepam /194.3/ xcarbazepine /255.9/35.43
13 7 Appendix 124 Substance Retention time Relative λ max (nm) (min) retention time Pentobarbital Phenmediphame /235.48/ Phenobarbital Quinapril /26.2 Ramipril / Risperidone /236.67/274.3 Secobarbital Secubutabarbital Temazepam /23.46/31.18 Tetrazepam /199.31/28.81/ Thonzylamine /24.44/28.32/37.27 Tiagabine / Trapidil /22.17/ Triflurpromazine /194.3/215.46/272.76/.27 Zopiclone /32.85
14 7 Appendix Stability Investigations Table 7-5 Stability investigations on PCS 2 stored at room temperature Analyte Recovery (day -28), % (Mean, ± SD) Recovery range, % RSD, % Codeine 97 ± EDDP 85 ± MDA 97 ± Morphine 96± Scopolamine 4 ± ± Table 7-6 Stability investigations on PCS 2 stored at 5-8 C (fridge) Analyte Recovery (day -28), % (Mean, ± SD) Recovery range, % RSD, % Codeine 98 ± EDDP 99 ± MDA 95 ± Morphine 98 ± Scopolamine 64 ± ± Table 7-7 Stability investigations on PCS 2 stored at -15 C (freezer) Analyte Recovery (day -28), % (Mean, ± SD) Recovery range, % RSD, % Codeine 99 ± EDDP 12 ± MDA 98 ± Morphine 95 ± Scopolamine 93 ± ± Table 7-8 Stability investigations on PCS 1 stored at 5-8 C (fridge) Analyte Recovery (day -28), % (Mean, ± SD) Recovery range, % RSD, % Codeine 99 ± EDDP ± MDA 98 ± Morphine 98 ± Scopolamine 95 ± ±
15 7 Appendix 126 Table 7-9 Stability investigations on PCS 1 stored at -18 ± 3 C (freezer) Analyte Recovery (day -28), % (Mean, ± SD) Recovery range, % RSD, % Codeine 98 ± EDDP 98 ± MDA 99 ± Morphine 99 ± Scopolamine 98 ± ± Table 7-1 Stability investigations on the new PCS 1* stored at -18 ± 3 C (freezer) Analyte Recovery (day -67), % (Mean, ± SD) Recovery range, % RSD, % 6-AM 96 ± Codeine 99 ± EDDP 99 ± MDA 98 ± Morphine 98 ± Tilidine 96 ± ± Table 7-11 Stability investigations on the PCS-BDP stored at -18 ± 3 C (freezer) Analyte Recovery (day -67), % (Mean, ± SD) Recovery range, % RSD, % Bromazepam 14 ± Demoxepam 12 ± ordiazepam 97 ± xazepam ± Temazepam 95 ± MPPH () 15 ±
16 7 Appendix Validation Data Table 7-12 Recovery, RSD, LLD and linearity data of the screening method for basic compounds in urine, PCS 2 Analyte Recovery (mean level 1-3) (%) ± SD RSD (recovery) (%) RSD (RRT) (%) LLD (µg/ml) Linearity Range (µg/ml) R 2 Codeine 9.6 ± EDDP 94.3 ± MDA 96.9 ± Morphine 83.2 ± Scopolamine 78.7 ± ± Table 7-13 Recovery, RSD, LLD and linearity data of the screening method for neutral, weakly acidic and weakly basic compounds in urine, PCS-BDP 2 Analyte Recovery (X Level 1-3) (%) ± x (SD) RSD (Recovery) (%) RSD (RRT) (%) LLD (µg/ml) Linearity Range (µg/ml) R 2 Bromazepam 95. ± Demoxepam 63. ± ordiazepam 95.7 ± xazepam 93.7 ± Temazepam 93.7 ± MPPH () 43.7 ±
17 7 Appendix 128 Table 7-14 Recovery, RSD, LLD and linearity data of the screening method for neutral, weakly acidic and weakly basic compounds in urine, PCS-BARB 2 Analyte Recovery (X Level 1-3) (%) ± x(sd) RSD (Recovery) (%) RSD (RRT) (%) LLD (µg/ml) Linearity Range (µg/ml) R 2 Cyclobarbital 1.7 ± Crotylbarbital 13. ± Methohexital 71.9 ± Phenobarbital 4.6 ± Pentobarbital 62.4 ± MPPH () 43.7 ±
18 7 Appendix Example Chromatograms STA: Antidepressants 4 mau 25nm,4nm (1.) Amitriptyline-Metabolites ortriptyline Amitriptyline min STA: Antidepressants mau 25nm,4nm (1.) Citalopram- Metabolites orcitalopram Citalopram min STA: Antidepressants 4 mau 25nm,4nm (1.) Citalopram Trimipramine- Metabolite Trimipramine min
19 7 Appendix 13 STA: Antidepressants 4 mau 25nm,4nm (1.) Amisulpride Amisulpride- Metabolite min STA: euroleptics 35 mau 25nm,4nm (1.) 25 Promethazine-Metabolites min STA: Analgetics mau 25nm,4nm (1.) Tramadol- Metabolites Amisulpride Amisulpride- Metabolite min
20 7 Appendix 131 STA: Antihistamines mau 25nm,4nm (1.) Diphenhydramine- Metabolites Diphenhydramine min STA: Sleeping medication 4 mau 25nm,4nm (1.) Zolpidem- Metabolite min STA: thers 4 mau 25nm,4nm (1.) Amitriptyline- Metabolites Ciprofloxacine Ambroxol min
21 7 Appendix 132 DA: piates mau 25nm,4nm (1.) Acetylmorphine ormorphine Morphine 15 5 Codeine min DA: Amphetamines 35 mau 25nm,4nm (1.) Amphetamine MDMA MDA min DA: Cocaine (BEC method) mau 25nm,4nm (1.) BEC min
22 7 Appendix 133 DA: Methadone substitution 4 mau 25nm,4nm (1.) Methadone EDDP 15 -Desmethyldoxepine min DA: pioid abuse 4 mau 25nm,4nm (1.) Bisnortilidine ortilidine min DA: pioid abuse mau 25nm,4nm (1.) Tramadol- Metabolites EDDP Tramadol min
23 7 Appendix Evaluation of Benzodiazepine Positive Samples Immunological result analysed by CEDIA with Detected benzodiazepines deglucuronidation reagent* 1774 xazepam, Temazepam 655 Temazepam Hydroxymidazolam 1654 xazepam, Temazepam 1654 verlapped spectra 169 xazepam, Temazepam 16 xazepam, Temazepam 747 Temazepam 1378 verlapped spectra 1819 xazepam 1524 Demoxepam, xazepam Demoxepam, xazepam, ordiazepam, 1918 Temazepam 1967 xazepam, Temazepam 1813 xazepam, Temazepam 1392 verlapped spectra 1998 xazepam, Temazepam 1375 xazepam, Temazepam xazepam, Temazepam xazepam, Temazepam Lorazepam, xazepam, Temazepam xazepam, Temazepam Flurazepam 1378 Temazepam 144 Temazepam 148 xazepam, Temazepam 1521 Hydroxymidazolam 164 Temazepam 164 xazepam 178 xazepam, Temazepam 1721 xazepam, Temazepam 1751 xazepam, Temazepam 181 Temazepam 1857 xazepam, ordiazepam, Temazepam 1861 xazepam, Temazepam 1876 xazepam, Temazepam 1927 xazepam, Temazepam 1928 xazepam, Temazepam 1929 xazepam, ordiazepam, Temazepam 194 xazepam, Temazepam 1997 xazepam, Temazepam
24 7 Appendix 135 Immunological result analysed by CEDIA with Detected benzodiazepines deglucuronidation reagent* 2182 xazepam, Temazepam 2258 xazepam, Temazepam 2297 xazepam, ordiazepam, Temazepam 2312 ordiazepam, Temazepam 2338 xazepam, Temazepam 2345 xazepam, Temazepam 2362 Temazepam 244 xazepam, Temazepam 2451 xazepam, ordiazepam, Temazepam 249 xazepam, Temazepam 255 xazepam, ordiazepam, Temazepam 2521 xazepam, Temazepam 2121 Temazepam 2157 Tetrazepam 234 xazepam, Temazepam *investigated within DA confirmation screening, creatinine ranged from g/l
25 7 Appendix egative List Compound Compound Allopurinol elfinavir Amantidine icotine Amodiaquine ifluminic acid Aripiprazol ilvadipine Atovaquone imodipine Bromocryptine methoat Caffeine Paracetamol Candesartan Perazine Cantharidine Pipamperone Ceftriaxone Pregabaline Cidofovir Propylthiouracil Cisapride Salicylic acid Clopenthixol Sulfadiazine Delavirdine Sultiam Diazoxid Theophylline Dimethoat Zidovudine Doxylamine Ziprasidon Enalapril Zotepin Ethenzamide Zuclopentixol Felbamat Felodipine Fenoterol Ganciclovir Gliborunide Glipizid Gliquidone Hydroxychloroquine Ibuprofen Indinavir Iomperol Itraconazol Lamivudine Lisinopril Lonazelac Loperamide Loratadine Mebendazol Memantine Meprobamat Mesoridazine Metronidazol aproxene
26 7 Appendix Comparison of Column Shelf-Lives: Developed System versus Remedi TM -HS Developed system Remedi TM -HS Column type Shelf-life Column type Shelf-life C18 (Pre-(guard)cartridge 5 injections Purification cartridge 25 injections* Extraction column injections Extraction cartridge 25 injections* SCX (Pre-(guard)cartridge injections Separation cartridge 1 25 injections* Analytical columns 5- injections per column Separation cartridge 2 25 injections* Saturator cartridge Filter 25 injections* 25 injections** * guaranteed shelf-life by manufacturer ** exchanged together with the saturator cartridge
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