List of compounds chromatographed

Journal q/" Chromatography

367

List of Compounds Chromatographed Acebutolol 30 Acecarbromal 8 Acenocoumarol 334, 335 (S)-Acenocoumarol 334 Acepromazine 16 Acepromethazine 16 Acetaldehyde 163, 181 Acetaldehyde methylformylhydrazone 289 A,cetammophen, see Paracetamol Acetanilide 342 Acetanilide 4-hydroxylase 344 Acetate 163 Acetazolamide 34 Acetazolamidc, monomethylated 35 Acetazolamide, trimethylated 35 Acetic acid 167, 177, 180. 181 Acetone 164, 173 Acetonitrile 171, 176 Acetophenone 236, 244 2-Acetylaminofluorene 340 2-Acetylaminofluorenc l-hydroxylase 344 2-Acetylaminofluorene 3-hydroxylase 344 Acetylatin 38 N2_Acetylbenzidine-DNA adducts 301 Acetylcholinesterase inhibitors 207 2-Acetylfluorenc 340 3-Acetylmorphine 57. 58 6-Acetylmorphine 51 53. 57, 58, 130 Acetylsalicylic acid 25 Adenine 343 Adenine N-hydroxylase 344 Adeoptolon 26 Aflatoxins 137 Ajmaline 33 Aldoamanitin 283 Aldrin 259, 341, 342 Alimemazine 16, 26 Alkaline phosphatase 328 Alkanolamine antihistamines 37 AIkanolamines 24 Alkoxyresorufins 336 Alkylamine antihistamines 37 Alkylamines 24 Alkylbenzenes 194, 235. 239, 243 245 Alkylphenols 238,242. 244, 245, 252 n-Alkyltrichloroacetates 274 AIIobarbilal 8 Alprazolam 12, 14 Alprcnolol 30 Aluminium complexes 200 Amanitin 279 291 ~-Amanitin 282-284, 287 /#Amanitin 282-284, 287 ,/-Amanitin 283,287 Amantadine 28 Amatoxins 281-287 Amines 198 Amines. aromatic 295 Amino acids 198

4-Aminoantipyrine 342 4-Aminobiphenyl 340, 341 4-Aminobiphenyl-deoxyguanosineadduct 319 4-Aminobiphenyl-DNA adduct 300, 306, 311,312, 318 4-Aminobiphenyl-haemoglobin adducts 316 N-(4-Amiunobutyl)-N-ethylisoluminol I19, 120 6-Aminochrysene 319 6-Aminochrysene-1,2-dihydrodiol 306 6-Aminochrysene-l,2-dihydrodiol DNA adduct 306 2-Amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole 341 2-Amino-3-methylimidazo[4,5:/qq uinoline 341 2-Amino-3-methyl-3 H-imidazo[4,5:/qq uinoline 138 3-Amino- I-methyl-5H-pyrido[4,5-b]indole 341 Aminophenazone 25 p-Aminophenol 238 Aminopyrine 341,342 Amitriptyline I5, 47, 128, I31 Ammonium ions 198 Amobarbital 8 (R)-( - )-Amphetamine 18, 24 (R,S)-Amphetamine 18 Amphetamines I4, 19, 77 95, 126-129, 131, 132 Anabolics i 11-124 AndrostanedJol 329 Androstenedione 330 333, 336 6~-Androstcnedione 332 6fl-Androstenedione 332 7ekAndrostenedione 332 16:~-Androstenedione 332 16fi-Androstenedione 332 Androstenedione 6fi-hydroxylase 344 Androstenedione 77-hydroxylase 344 Androstenedione 16/#hydroxylase 344 Anhydroecgonine methyl ester 46 Aniline 342 Antazoline 26 Anthracene 149, 153, 154 Antiarrhythmics 29, 35-37 Antibiotics 138 Anticonvulsants 11, 14, 35 37 Antidepressants 11, 14, 35 37, 128 Antiepileptics i 1 Antihistamines 24, 35, 36 Antiparkinsonian drugs 24, 35-37 Antitussives 2I Aprindine 33 Aprobarbital 8 Aroclor 267, 269, 272, see also PCB Aromatic hydrocarbons 229-255, 327 Arsenic 126 Aryl hydrocarbon hydroxylase 207 Arylhydroxycocaine 48 Arylhydroxymethoxycocaine 48 Aryltin I98 Atenolol 24, 30 ATP 298, 300 Atrazine 203 Azatidine 26

368 (R,S)-Bamethan 18 Bamipine 26 Barbital 8 Barbiturates 11, 36, 37 Bendroflumethiazide 34 Bendroflumethiazide, tetramethylated 35 Benperidol 17 Benzaldehyde 235 Benz[a]anthracene 336, 337 Benzatropine 28 Benzene 149, 230-232, 234, 235, 237, 242, 245, 249 251 Benzene epoxide 234 Benzidine-DNA adduct 306 Benzodiazepines 11 14, 35 37 Benzoic acid 91,235, 239, 242 Benzophenone 14 p-Benzoquinone 234 Benzoylecgonine 19, 46, 48 5 , 58,'59, 127, 130-132 Benzoylglucuronic acid 235 Benzoylnorecgonine 46, 51, 58, 59 Benzoylproline 244 Benzo[a]pyrene 149, 155, 202, 336, 337 Bcnzo[a]pyrene anti-diol-epoxide- DNA adducts 318 Benzo[aJpyrene DNA adducts 300, 308, 315 Benzo[h]fluoranthene 202 Benzo[k]fluoranthene 202 Benzo[ghi]perylene 202 Benzo[c]phenanthrene 336, 337 Bcnzphetamine 93, 94 Benzquinamide 26 Benzyl alcohol 235 Benzylic hydroxywarfarin 334 Betaxolol 30 Bevantolol 30 BHC 259, 265 Bile acids 142-I49, 155 Bile acids, glycine-conjugated I45 Bile acids, taurine-conjugated 145 Biperiden 28 Biphenyls 341 3',5'-Biphosphodeoxynucleotides297, 306 2,2-Bis(4-chlorophenyl)- 1,1, l-trichloroethane, see DDT Bisacodyl 36 Bisoprolol 30 /]-Blockers 24 29, 35 37 Bornaprine 28 Brallobarbital 8 Bromacil 203 Bromazepam 12, 13 I Bromisoval 8 Bromodichloromethane 195 Bromoform 195 Bromperidol 17 Brompheniramine 26 Brotizolam 12 Bucetine 25 Buclezine 26 Bufural 343 Bufuralol 30 Bumetanide 34 Bumetanide, trimethylated 35 Bunitrolol 30

Lisl O/Compound~" Chromalogral)ked Bupranolol 30 Buprenorphine 45, 56, 57 Buprenorphine-3-glucuronide 56 Buprenorphine, metabolites 57 Butabarbital 8 Butalbital 8 1-Butanol 171, 176 2-Butanol I66 ler:.-Butanol 173, 175 Butaperazine 16 Butobarbital 8 Butylated hydroxyanisole 138 Butylated hydroxytoluene I38 n-Butyltin 199 Butyrophenone 14, 36, 37 Butyrophenone neuroleptics 14, 35 Cadlnium-binding proteins 200 Cadmium complexes 199 Caffeine 25, 131, 337, 338 Caffeine 3-demcthylase 344 Calcium I36 Camazepam 12 Cannabinoids 129 Cannabinol 7I Cannabis constitucnts I9 Canrenone 34, 35 Carazolol 24, 30 Carbamate pcsticides 202 Carbamazepinc 10 Carbinoxamine 26 Carbon dioxide 18 I 9-Carboxy-I 1-nor-A%tetrahydrocannabinol 65 Carbromal 8 Carcinogen DNA adducts 293 323 Carotinoids 198 Cartcolol 30 Catechol 234, 235, 242 Central stimulants 14 19 Cetobemidone 22 Chenodeoxycholic acid 143. 144, 148, 149 Chlorbenzoxamine 26 Chlorcyclizine 26 Chlordane 259 Chlordiazepoxide 12 Chloridazone 203 Chlorinated hydrocarbons 257 278 Chlorinated paraffins 259 Chloroform 195 3-Chloro-4-hydroxybenzoic acid 239 2-Chloro-5-methylphenol 243 o-Chlorophenol 243 p-Chlorophenol 243, 245 Chlorophenols 205 207 Chlorophenoxy esters 328 Chloropyramine 26 Chloroquine 128, 131 Chlorothiazide 34 Chlorothiazide. trimethylated 35 Chloroxuron 203 Chlorphen(ir)amine 26 Chlorphenoxamine 26 Chlorpromazine 16

List qf Compounds Chromatographed Chlorprothixene 16 Chlorthalidone 34 Chlorthalidone. tetramethylated 35 Chlortoluron 203 Cholesterol 142, 148, 332, 333 Cholic acid 144, 148. 149 Chromium complexes 199 Chrysene 202, 336, 337 Cinnarizine 26 Clemastine 26 Clemizole 26 Clobazam 12 Clofibrate 328,329 Clomethiazole 8 Clomipromine 15 Clonazepam 10-12 Clopenthixol 16 Clophen 267 Clorazepate 12 Clotiazepam 12 Cloxazolam 12 Clozapine 16 Cocaethylene 46-48, 50, 51, 58, 59 Cocaine 14, 18, 19, 43-61, 127, 129-132 Cocaine. metabolites 48-51 Codeine 22.44, 45, 51-59. 130-132 Codeine. analogues 57 Codeine. metabolites 58 Copper complexes 199, 200 Coprostanol 142, 148 Coprostanone 146 Cotinine 347 353 Coumarin derivatives 333-335 Cresol 238. 241,245 m-Cresol 241,243,244 o-Cresol 235, 241,243,244, 250 p-Cresol 235. 241. 243. 244, 249, 250 Crotylbarbital 8 Cyclizine 26 Cyclobarbital 8 1.3-Cyclohexanedione 180 Cyclopenthiazide 34 Cyclopenthiazide, tetramethylated 35 Cyclopentobarbital 8 Cyproheptadine 26 Cytochrome P-450 enzymes 325-346 DCPP 203,204 DDD 259 DDE 259, 265 p,p'-DDE 197 DDT i93,259. 265. 270, 271 Debrisoquine 343 Decachlorobiphenyl 273 Dehydrowarfarin 334 Delorazepam 12 Demethoxybuprenorphine 56, 57 N-Demethyl-LSD 99, 104-106 Demethylimipramine 131 Deoxycholic acid 144, 148, 149 Deoxycorticosterone acetate 333 N-(Deoxyguanosin-8-yl)-4-aminobiphenyl 300, 304, 311 N-(Deoxyguanosin-8-yl)-N'-acetylbenzidine 301

369 Deoxyguanosine 300 Deoxyguanosine-DNA adducts 319 Deoxynucleoside phosphate 298 Deoxynucleoside-3'-phosphates 301 Deoxynucleotides 297 Deoxynucleotides, adducted 297 Deoxynucleotides. non-adducted 297 Deprenyl 93, 94 Desethylatrazine 203 Desethylterbutylazine 203 Desipramine 15 Desisopropylatrazine 203 Dexamethasone 327, 329 Dextromethorphan 343 Dextromoramine 22 Diazepam 10, 12 Dibenz[a]anthracene 149 Dibenzepin 15 Dibenzo[c,g]carbazole~DNA adducts 299, 30l Dibenzo-p-dioxins 271 Dibenzo-p-dioxins. chlorinated 271 Dibenzofuran 207, 271. 333 Dibromochloromethane 195 Di-n-butyltin 199 I. l-Dichloro-2,2-bis(p-chlorophenyl)ethene 264 Dichloromethane 219 2,4-Dichlorophenol 204 2,5-Dichlorophenol 243 3,4-Dichlorophenol 243 2-(2.4-Dichlorophenoxy)propionic acid, see DCPP Dichlorphenamide 34 Dichlorphenamide, tetramethylated 35 Dielectric fluids 259 Dienestrol 113, 114, 116, 117, 120 Diethyl ether 171 Diet hylallylacetamide 8 17fl-N.N-Diethylcarbamoyl-4-methyl-4-aza-5~-androstan-3-one 330 Di(2-ethylhexyl)phthalate 329 Diethylperazine 27 Diethylstilbestrol 113 118, 120, 121 Digoxin 127 Dihydrocodeine 22, 130 trans-Dihydrodihydroxybenzene 234 Dihydromorphine 22, 130 5c~-Dihydrotestosterone 329 4,5-Dihydroxybenzo[a]pyrene 337 7,8-Dihydroxybenzo[a]pyrene 337 9,10-Dihydroxybenzo[a]pyrene 337 2.2'-Dihydroxybiphenyl 341 4,4'-Dihydroxybiphenyl 341 7c~,12c~-Dihydroxy-5fl-cholanoic acid 146 (20R,22R)-Dihydroxycholest-4-ene-3-one 333 Diltiazem 33 Dimetacrine 15 6.7-Dimethoxycoumarin 335 3,4-Dimethoxyphenylacetic acid methyl ester 244 Dimethylamphetamine 93.94 4-N,N-Dimethylantipyrine 342 Dimethylbenz[a]anthracene 149 7,12-Dimethylbenz[a]anthraeene 336. 339 7,12-Dimethylbenzanthracene-DNA adducts 295, 301

370 7,12-Dimethylbenzanthraccne-3,4-diol 337 7,12-Dimethylbenzanthracene-5,6-diol 337 7,12-Dimethylbenzanthracene-8,9-diol 337 7,12- Dimethylbenzanthracene-10,11 -diol 337 Dimethylbenzene oxide 236 2,3-Dimethylphenol 245 2,4-Dimethylphenol 244. 245 3A-Dimethylphenol 245 3,5-Dimethylphenol 244 1,3-Dimethyluric acid 338 1,7-Dimethyluric acid 338 3,7-Dimethyluric acid 338 1,3-Dimethylxanthine, see Theophylline 1,7-Dimethylxanthine 338 3,7-Dimethylxanthinc 338 Dimetindene 26 Dimetotiazine 26 o-Dinitrobenzene 243 3,5-Dinitro-4-chlorobenzene trifluoride 245 1,4-Dioxane 173 Dioxins 138,207, 327 Dioxyanthraquinone 36 Diphenhydramine 26 Diphenol laxatives 35 Diphenylpyraline 27 Diphenyltin 199 Dipropylbarbital 9 Dipyrone, see Metamizol Disopyramine 33 Diuretics 29 Diuron 203 Dixyrazine 16 DNA 296, 298 300, 310 DNA, eucaryotic 295 Dodecylthioacetic acid 339 Doxepin 15 Doxylamine 27 Droperidol 17 Drugs 3 4l Drugs, metabolites 3 41 Ecgonidine 50 Ecgonine 46, 49, 130 Ecgonine methyl ester 46. 48 51, 58, 59 Environmental chemicals 215 228 Ephedrine 82.89 Ergot alkaloids 98 Ergotaminc 98 17fl-Estradiol 113, 144, 121 Ethacrynic acid 34 Ethacrynic acid, monomethylated 35 Ethanol 161 190, 232, 327 Ethenzamide 25 Ethinamate 9 Ethmylestradiol 114 Ethosuximide 10 Ethotoin I0 Ethoxycomnarin 334, 335 Ethoxyresorutin 336 Ethoxyresoruiin O-deethylase 328, 344 Ethyl alcohol, see Ethanol Ethylbenzcne 230, 232, 233,235 245, 247, 248, 250, 25I Ethylbenzene oxide 236

LL*t o/' Compoundv CllromaloC.,req#Ted Ethylenediamine antihistamines 37 Ethylencdiamincs 24 Ethyl lollazepate 12 Ethylmorphine 22 Ethylphcnol 245, 250 2-Ethylphenol 235, 236, 245 (R,S)-Etilefrine I8 Etodroxizine 27 Faecal mutagens I38 142 Fatty acids 136, 138, I42 149 Fecahexaencs 142 Fecapentaene- 12 139 Fecapemaene- 14 139 Fecapentaenes 138 142. I55 Fecatetraenes I42 Fencamine 93, 94 Flame retardants 259 Flecainide 33 Fluanisonc 17 Flunitrazepam 12 Fluoranthren~DNA adducts 300 Fluorene 244 Fluorobenzene 233 Flupenthixol 16 Fluphenazine 16 Flurazcpam I2 Fluspirilene 17 Formaldehyde 164 Formic acid 164 4-Formylaminoantipyrine 342 Fungicides 259 Furfenorex 93, 94 Furosemide 34 Furosemide, trimethylated 35 Gallium complexes 200 Gallopamil 33 Glutethimide 9 D-Glyceraldehyde-3-phosphate 298 Glycine 91 Guaifenesin 9 Guanine 203 Guanosine 203 Gyromitrin 289 Haemoglobin. acetylated 18I Halazcpam 12 Hallucinogens 19. 20 Haloperidol 17, 127 Haloxazolam 12 Hashish 64 HCB 265 HCH 194, 205, 206, 210 ,x-HCH 209, 210 .,-HCH 209 Heavy metals 138 tfeptabarbital 9 Hcptadecanoic acid I46, 244 Heptyl-zY~-tetracannabinol 72 Hcroin 21. 22, 44, 45, 51 54, 57, I30, 131 Heroin, metabolites 51 53 Hexuchlorobenzene 259 3,3'-4A',5,5'-Hexachlorobiphenyl 206 1.2,3,4,5,6-Hexachlorocyclohexane, see HCH

List of Compounds Chromatographed Hexaenes 141 Hexahydrocannabinol 71 Hexane I53,219 Hexazinone 203 Hexestrol 113, 114, 120 Hexobarbital 9 Hippuric acid 91,231,235, 237, 239 246, 249 Histamine Ha-receptor blockers 24 Histapyrrodine 27 Homophenazine 16 Horseradish peroxidase 328 Hydrocarbons, adducts with DNA 246 Hydrochlorothiazide 34 Hydrochlorothiazide, tetramethylated 35 Hydrocodone 22, 45, 55, 56 Hydroflumethiazide, tetramethylated 35 Hydromorphone 22, 45, 55 58 Hydroquinone 234, 242 2-Hydroxyacetanilide 342 3-Hydroxyacetanilide 342 4-Hydroxyacetanilide 342 3-Hydroxy-2-acetylaminofluorene 34I 5-H ydroxy-2-acetylaminofluorene 341 7-Hydroxy-2-acetylaminofluorene 341 9-Hydroxy-2-acetylaminofluorene 341 N-Hydroxy-6-aminochrysene adduct 300 Hydroxyamphetamine 91

(R,S)-Hydroxyamphetamine 18 Hydroxyatrazine 203 (3'-Hydroxy)benzethenol-(1 ,N 2)deoxyguanosine 246 3-Hydroxybenzoic acid 239 3-Hydroxybenzo[a]pyrene 337 9-Hydroxybenzo[a]pyrene 337 m-Hydroxybenzoylecgonine 50 2-Hydroxybiphenyl 341 3-Hydroxybiphenyl 341 4-Hydroxybiphenyl 341 3-Hydroxycholestane 332 22-Hydroxycholest-4-ene-3-one 344 (22R)-Hydroxycholest-4-ene-3-one 332, 333 (22R)-Hydroxycholesterol 332, 333, 344 7:~-Hydroxycholesterol 332 7fl-Hydroxycholesterol 333 7-Hydroxycoumarin 335 11-Hydroxylauric acid 339 12-Hydroxylauric acid 339 (eg- 1)-Hydroxylauric acid 339 13-Hydroxy-LSD 99 I4-Hydroxy-LSD 99 Hydroxymethamphetamine 91 Hydroxymethoxybenzoylmethylecgonine, metabolites 49 6-Hydroxy-7-methoxycoumarin 335 7-Hydroxy-6-methoxycoumarin 335 7-Hydroxymethylbenzanthracene 337 12-Hydroxymethylbenzanthracene 337 3-Hydroxymethyl-2-methyl-4-dimethylamino-1-phenyl-3pyrazoline-5-one 342 Hydroxynorephedrine 91 (R,S)-Hydroxynorephedrine 18 17et-Hydroxypregnenolone 332 Hydroxypropazine 203 4-Hydroxy- 1-(3-pyridyl)- l-butanone 318

371 Hydroxysimazine 203 l:~-Hydroxytestosterone 330, 331 lfl-Hydroxytestosterone 330, 331 2~-Hydroxytestosterone 331,336 2fl-Hydroxytestosterone 330, 331,336 6e-Hydroxytestosterone 330 6fl-Hydroxytesterone 329, 330, 331,336 77-Hydroxytesterone 330, 331,336 11:~-Hydroxytestosterone 331 l lfl-Hydroxytestosterone 330, 331 14~-Hydroxytestosterone 329 157-Hydroxytestosterone 331 15fl-Hydroxytestosterone 330, 331 16-Hydroxytestosterone 331 167-Hydroxytestosterone 329, 336 16fi-Hydroxytestosterone 329, 331 18-Hydroxytestosterone 330, 331 19-Hydroxytestosterone 329, 331 Hydroxytriazines 202 8_H ydroxy_3',4',5'.tris-nor-A 9-tetrahydrocannabinol-2'-oic acid 71 6-Hydroxytryptophan 287 4'-Hydroxywarfarin 334, 335 6-Hydroxywarfarin 334, 335 7-Hydroxywarfarin 334, 335 8-Hydroxywarfarin 334, 335 Hydroxyzine 27 Hyodeoxycholic acid 146, 148 Hypnotics 14 Ibotenic acid 289 Imipramine 15, 128 lndeno[1,2,3-cd]pyrene 202 Insecticides 259 Iron complexes 199, 200 lsoamyl alcohol 175 lsodeoxycholic acid 148, 149 Isolithocholic acid 148 Iso-LSD 98, 102, 106, 107 lsoniazid 328, 329 Isopropanol, see 2-Propanol lsopoturon 203 lsopyrine 25 Isosafrole 329 lsothipendyl 27 Ketazolam 12 6-Keto-opioids 55, 56 Ketoprofen 71 Ketotifin 27 Labetalol 30 Lactylphenetidine 25 LAMPA, see Lysergic acid methylpropylamide Laprazolam 12 Lauric acid 338 340 Lauric acid 20-hydroxylase 344 Laxatives 29, 36, 37 Levobunolol 30 Levomepromazine 16 Levorphanol 22, 23 Lidocaine 33 Linoleic acid 146 Linuron 203 Lithocholic acid 144, 148

372 Lofepramine 15 Lorazepam 13 Lorcainide 33 Lormetazepam 13 LSD 97 109 Lubricants 259 Lysergic acid diethylamide, see LSD Lysergic acid ethylvinylamide 99 Lysergic acid methylpropylamide 102, 104, 106 Lysergide 19, 20 Magnesium complexes 199 Mandelic acid 235 237, 239 244, 248 Manganese complexes 199, 200 Maprotiline 15 Marijuana 64 Marine pollutants 191-214 Mebhydroline 27 Meclofamic acid 71 Mecloxamine 27 Meclozine 27 Medazepam 13 Medroxyprogesterone 113, 114, 116, 121 Medroxyprogesterone acetate I 16, 12 I Medrylamine 27 Mefruside 34 Mefruside, dimethylated 35 Melitracene 15 Melperone 17 Memantine 28 Meperidine, see Pethidine Mephenytoin 10 Mepindolol 24. 30 Meprobamate 9 Mepyramine 27 Mequitazine 27 Mesuximide 10 Metaclazepam 13 Metalloproteins 200 Metallothioneins 200 Metamitron 203 Metamizol 25 (R)-( )-Metaraminol 18 Metabenzthiazuron 203 Methadone 23, 127, 131 Methamphetamine 14, 19, 77-95, 126-129 (R,5)-M ethamphetamine 18 Methanol 163, 164, 167, 176180, I82, I83,222 Methaqualone 9 Metharbital 9 Methohexital 9 Methorphan 23 Methoxytetraenols 140 Methyl alcohol, see Methanol 4-Methylaminoantipyrine 342 Methylbenzaldehyde 236 Met hyl benz[a]anthracene 149 12-Methylbenz[a]anthracene 336 Methylbenzene oxide 235 Methylenzoic acid 236 m-Melhylbenzoic acid 239 o-Methylbenzoic acid 239 p-Methylbenzoic acid 239

List o[' Compounds' Chromatographed Methylbenzyl alcohol 236 3-Methylbenzyl alcohol 245 3-Methylcholanthrene 327, 329 20-Methylcholanthrene 150 Methylecgonine 19 4,4'-Methylenebis(2-chloroaniline) 344 Methylene chloride 231 Methylenechloroaniline 344 I -Methyl-2,3-epoxycyclohexadiene235 Methyl ethyl ketone 17l, 173, 178 Methylformylhydrazine 289 7-Methylguanine 3 l 8 Methylhippuric acid 235, 236, 240, 241,243,244, 250 m-Methylhippuric acid 237, 239 p-Methylhippuric acid 237, 239 Methylhydrazine 289 MethylphenobarbitaI 9, 10 2-Methylphenol 245 4-Methylphenol 245 17,~-Methyltestosterone 113, 114, 116, 120, 121, 333 1-Methyluric acid 338 3-Methyluric acid 338 7-Methyluric acid 338 l-Methylxanthine 338 3-Methylxanthine 338 7-Methylxanthine 338 Methylprylone 9 Metipranol 30 Metixene 28 Metobromuron 203 Metolazone 34 Metolazone, trimethylated 35 Metroprolol 30, 31 Metoxuron 203 Mexiletine 33 Mianserin 15 Midazolam 13, 14 Mirex 259, 265 Mitomycin C-DNA adduct 319 6-Monoacetylmorphine 21 Monodesmethylchloroquine 128, 13 I Monolinuron 203 Moperonc 17 Morazone 25 Morphine 23, 23, 44, 45, 5l 59, I27, I30-132 Morphine. metabolites 5(~58 trans,lrans-Muconic acid 234, 235, 238, 24I, 248,249, 252 Muscimol 289 Muscle relaxants 14 Myristic acid 340 Nadolol 3 I NADPH 328 Nalorphine 23 Naloxone 23, 55 6/~-Naltrexol 56 Naltrexone 55 fl-Naphthoflavone 327, 329, 330 2-Naphthylamine 340, 341 Narcotic analgesics 21 24 Nefopam 23 Neuroleptics 36 Neutral fats I36

List qf Compounds Chromatographed Neutral steroids 142-149, 155 Nickel complexes 199 Nicotine 131,347-353 Nifenazone 25 Nitrazepam 13 p-Nitroanisole 342 Nitrobenzene 243 6-Nitrochrysene 300, 318 6-Nitrochrysene- 1,2-dihydrodiol 300 6-Nitrochrysene DNA adduct 300 Nitrogen-containing pollutants 205, 206 Nitrophenol 202, 207 o-Nitrophenol 243 p-Nitrophenol 238 4'-Nitrowarfarin 334 Nomifensine 15 Non-opioid analgesics 24, 36, 37 Norbuprenorphine 56, 57 l l-Nor-9-carboxy-A9-tetrahydrocannabinol 129, 131, 132 Norcocaethylene 46, 51, 58, 59 Norcocaine 46, 48 51, 58, 59, 130 Norcodeine 57, 58 Nordazapam 13 Nordeoxycholic acid 146 Norecgonidine methyl ester 50 Norecgonine methyl ester 50 Norephedrine 91 (R,S-Norfenefrine 18 Normethadone 23 Normorphine 57 59 19-Nortestosterone 333, 334 19-Nor- 17fl-testerone 113, 114, 116-119 11-Nor-A8-tetrahydrocannabinol-9-carboxylic acid 71 11-Nor-A9-tetrahydrocannabinol-9-carboxylic acid 19, 20, 63-75 1 l-Nor-A9-tetrahydrocannabinol-9-carboxylic acid-O-fl-Dglucuronide 65 Nortriptyline 15, 131 Noscapine 57 Noxiptyline 15 N ucleoside-3'-phosphates 301 Octachloronaphthalene 274 (R,S)-Octopamine 18 Oleic acid 146 Oncogenes 296 Opiates 43-61, 126, 127, 131 Opiates, metabolites 58 Opioid analgesics 21-24, 35 37 Opipramol 15 Orellanine 288 Orelline 288 Orellinine 288 Organometallics 198 200, 206 Organophosphates 205-207 Organotin derivatives 205 Oripavine 57 Orphenadrine 27 Orthophosphate 298 Oxatomide 27 Oxazepam 13, 131 Oxazolam 13 Oxedrine, see Synephrine 2-Oxo-LSD 99

373 Oxomemazine 27 Oxosteroids 146 Oxprenolol 31 Oxycodone 23, 45, 55, 56 Oxymorphone 45, 55, 56 Oxypertine 16 Oxyphenbutazone 71 Oxyphenisatin 36 PAH 138, 149-155, 194, 200, 201,205, 295, 319, 337 Palmitic acid 340 Papaverine 57 Paracetamol 25, 336, 343 Paramethadione 10 Paraxanthine 337, 338 PCB 193, 194, 197, 205 207, 259-261,263-268, 270-274, 333 PCB congeners 194, 197, 208, 273 PCCH 209, 210 fl-PCCH 209, 210 7-PCCH 209, 210 fll-PCCH 210 fl2-PCCH 210 ?,I-PCCH 210 yz-PCCH 210 PCN 259 PCT 259, 260, 265, 266, 269-271,273 Pecazine 16 Penbutolol 31 Penfluridol 17 3,3',4,4',5-Pentachlorobiphenyl 206, 207 1,3,4,5,6-Pentachloro-l-cyclohezane, see PCCH 2,3,4,7,8-Pentachlorodibenzofuran 206 Pentazocine 23, 131 Pentobarbital 9 Pentyl-A 9-tetrahydrocannabinol 72 Perazine 16 Periciazine 16 Perphenazine 16 Perylene 149 Pesticides 138, 201-203, 260, 264, 267 Pethidine 23 Phalloidin 287 Phallotoxins 280-287 Phenacetin 25, 336, 343 Phenacetin O-deethylase 344 Phenanthrene 149 Phenazocine 23 Phenazone 25 Phencyclidine 19, 20, 127, 131 Pehnglutarimide 28 Phenindamine 27 Pheniramine 27 Phenobarbital 9, 10, 127, 327, 329 Phenol 231,234, 235, 237, 238, 241-2443, 245, 249, 342 Phenolalkylamines 19 Phenolphthalein 36 Phenothiazine 14, 24 Phenothiazine antihistamines 37 Phenothiazine neuroleptics 14, 35 Phenoxycarboxylic acids 203 Phensuximide 10 Phentermine 18, 82 S-Phenyl-N-acetylcysteine, see S-Phenylmercapturic acid 3e-Phenyl-fl-acetyl-4-hydroxycoumarin 334

List o/' Compounds Chromatographed

374 Phenylacetone 9 I (R)-( - )-Phenylefrine 18 Phcnylene glycol 235, 245 DL-Phenylethanol 235 1-Phenylethanol 236, 245 2-Phenylethanol 245 Phenylglucuronide 237 Phenylglycol 236 Phenylglyoxylic acid 235 237, 239 244, 248 N-7-Phenylguanine 246 S-Phenylmercapturic acid 234, 235, 238,241,242, 248, 249, 252 Phenylpremercapturic acid 234 Phenylpropanolamine 82 Phenyl salicylate 237 Phenyl sulphate 237 Phenyltoloxamine 27 Phenylurea herbicides 202 Phenytoin 10, 33 Pholcodine 21, 23, 24, 130 (R,S)-Pholedrine 18 Phosphates 136 3'-Phosphodeoxynucleotide adducts 302 3'-Phosphodeoxynucleotide~carcinogenadducts 300 3'-Phosphodeoxynucleotides297, 300, 301 Phospholipids 136, 140 Photosynthetic pigments 198 Phthalate ester 328 Picosulphate 36 Pimozide 17 Pindolol 24. 31 Pipamperone 17 Piperazines 24 Piretanide 34 Plasticizers 259 Polybrominated compounds 271 Polychlorinated biphenyls, see PCB Polychlorinated dibenzo-p-dioxins 207 Polychlorinated dibenzofurans 207 Polychlorinated naphthalenes, see PCN Polychlorinated terphenyls, see PCT Polychlorobiphenyls, see PCB Polychlorodibenzodioxins 207 Polychlorodibenzofurans 207 Polycyclic aromatic hydrocarbons, see PAH Portiromycin-DNA adduct 319 Prajmaline 33 Prazepam 13 Pregnenolone 332 Prcgnenolone-16-carbonitrile 329 Pregnenolone- 16~-carbonitrile 327 Pridinol 28 Primidone 10 Probenecid 34 Probcnecid, monomethylated 35 Prochlorperazine I6 Procyclidine 28 Profenamine 28 Pregesterone 113, 333 Promazine 16 Promethazine 16, 27 Propafenone 31, 33

Propallylonal 9 Propanol 166 2-Propanol 163, 164, 166, 167, 171~ 175, 178, I82 n-Propanol 171, I73, 175 Propazine 203 Propoxyphen 23 Propranolol 31, 32 Propranolol, n-butylboronated 29 Propylhexedrine 10 Propyphenazone 25 Prostaglandin E 1 339, 340 Prostaglandins 340 Prothipendyl 16 Protriptyline 15 Pseudoephedrine 89 Pyrahexyl 71 Pyrene 202 1-Pyrenebutyric acid 71 Pyrilamine, see Mepyraminc Pyrithyldione 9 Pyrrobutamine 27 Quazepam 13 Quinethazone 34 Quinethazone, tetramethylated 35 Quinidine 33 Quinol 235 Resorufins 336 Riboflavin 340 RNA 296, 298 Salicylamide 25 Scoparone 334, 335 Sealants 259 Secobarbital 9 Sedative-hypnotics 1I, 35, 37 Selegilinc 18, I9, 24, 28 Simazine 203 Snake venoms 355 363 Sotalol 3 I Sparteine 33 Stearic acid 244. 340 Steroids Ill 124, 136, 138, 329 333 Styrene 237 Sulphoridazine 16 Sultiame I 0 Sympathomimetics 14

(R,S)- Synephrine 18 Taleranol 12 I Tamoxifen 341 TCDD 206, 207, 270, 274, 329 Temazepam 13 Terbutylazine 203 Tcrfcnadine 27 Terphenyls 273 Testosterone 329-331,333, 336 I ~-Testosterone 329 l/i-Testosterone 329 2~-Testosterone 329 6~-Testosterone 329 7zc-Tcstosterone 329 17fi-Testosterone 113, 120 Testosterone 2u-hydroxylase 344 Testosterone 6fi-hydroxylase 344

List ~)/'Compoun&' Chromatographed Testosterone 7~-hydroxylase 344 Testosterone 16fl-hydroxylase 344 Tetrabenazine 16 Tetra-n-butyltin 199 3,3',4,4'-Tetrachlorobiphenyl 206 Tetrachlorodibenzodioxin 207 2,3,7,8-Tetrachlorodibenzo-p-dioxin, see TCDD Tetrachloroethylene 195 Tetrachloromethane 195 Tetraenes 141 Ag-Tetrahydrocannabinol 19, 65, 66, 129 Ag-Tetrahydrocannabinol carboxytic acid 127 A1-Tetrahydrocannabinol-7-oic acid 65 Ag-Tetrahydrocannabinol-I I-oic acid 65 Tetrahydrofuran 173 (6 R)-trans-6a,7,8,10a-Tetrahydro- l-hydroxy-6,6-dimethyl-3pentyl-6H-dibenzo[b,dlpyran-9-carboxylicacid 65 9-THC, see A9-Tetrahydrocannabinol 8-THC-acid, see 11-Nor-AS-tetrahydrocannabinol-9-carboxylic acid 9-THC-acid, see I l-Nor-Ag-tetrahydrocannabinol-9-carboxylic acid Thebaconc 23 Thebaine 57 Theobromine 337, 338 Theophylline 337, 338 Thiobutabarbital 9 Thiopental 9 Thiopropazate 16 Thioproperazine 16 Thioridazine 16 Tiapride 28 Tilidine 23 Timolot 31 Tocainide 33 Toliprolol 31 Tolpropamine 27 Toluene 230-233,235,237-245, 247-251 m-Toluric acid 242 o-Toluric acid 242 p-Toluric acid 242 Tolylbarbiturate 9 Toxaphene 259, 265 Tramadol 23 Tranquillizers l Tranylcypromine 15 Trazodone 15 Trenbolone 113-117, 121, 122 Trendione 155

375 Triamterene 34 sym-Triazine herbicides 207 Triazolam 13, 14 Tributyltin 198 Tri-n-butyltin 199 Tri-n-butyltin, hydroxylated [99 Trichloroethane 195,203 Trichloroethylene 195 Tridecanoic acid 244 Trifluoperazine 16 Trifluperidol 17 Triflupromazine 16, 27 Trihexylphenidyl 28 1,2,4-Trihydroxybenzene 234 Trimethadione 10 1,3,7-Trimethyluric acid 338 Trimipramine 15 Tripelenamine 27 Triphenyltin 199 Tri-n-propyltin 199 Tryptathionine 28 I Tyramine 18 Uracils, chlorinated 203 Ursodeoxycholic acid 148 Verapamil 33 Viloxazine 15 Vinbarbital 9 VinylbitaI 9 Volatile toxicants 138 Warfarin 334-335 (R)-Warfarin 334, 335 (R.R)-Warfarin alcohol 334 (R,S)-Warfarin alcohol 334 (S,R)-Warfarin alcohol 334 (S,S)-Warfarin alcohol 334 Wastewater toxicants 217-222 Xanthine oxidase 328 Xipamide 34 Xylene 230, 235, 237-245, 247-251 m-Xylene 232 p-Xylene 233 Xylenol 235, 236, 245. 250 Zearalanone I21 Zeranol 113, 114, 121 Zinc 138 Zinc complexes 199 Zinc-binding proteins 200