You are on page 1of 6

naproxen as crystals (mp 53) (Pharm.Res. 1990, 7, 1262).

Dissolve 1 mmole 1,1-thiocarbonyldiimidazole in 15 mL ice-cold chloroform, stir at 0, add drop wise 1 mmole of the
amine dissolved in 10 mL chloroform, stir at room temperature for 1.5 h, evaporate to
dryness, reconstitute with carbon tetrachloride (Caution! Carbon tetrachloride is a carcinogen!), filter, evaporate the filtrate to dryness, store the resulting oil in a desiccator,
purify on a short silica gel column with dichloromethane: light petroleum 50:50 to give
l-(6-methoxy-2-naphthyl)ethyl isothiocyanate as a slightly yellow liquid (store in the
freezer under argon).)
HPLCVARIABLES
Column: 250 X 4 5 (xm Zorbax ODS
Mobile phase: MeCN: water 55:45
Flow rate: 1
Injection volume: 100
Detector: UV 230; F ex 270 em 350
CHROMATOGRAM
Retention time: k' 20.4 (S-(-)), 25.4 (R-(+))
KEYWORDS
derivatization; chiral; F not much more sensitive than UV; a = 1.25
REFERENCE
Buschges, R.; Linde, H.; Mutschler, E.; Spahn-Langguth, H. Chloroformates and isothiocyanates derived
from 2-arylpropionic acids as chiral reagents: synthetic routes and chromatographic behaviour of
the derivatives. J.Chromatogr.A, 1996, 725, 323-334

SAMPLE
Matrix: solutions
HPLCVARIABLES
Column: 250 X 4.6 CSP-4 (Prepare as follows. Add a solution of 1.07 g L-valyl-L-valyl-Lvaline isopropylester (Bunseki Kagaku 1979, 28, 125) in 30 mL dry dioxane (Caution! Dioxane is a carcinogen!) dropwise to a mixture of 2.2 g 2,4,6-trichloro-l,3,5-triazine (cyanuric
chloride) in 20 mL dry dioxane stirred at 0, add 3 g anhydrous sodium carbonate at room
temperature, stir, filter, evaporate to give a colorless solid. Dissolve 8.3 g of this solid in 30
mL dry dioxane, add 2 g N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, add 1.5 g anhydrous sodium carbonate, reflux with stirring for 40 h, filter, add 3 g dried 10 |xm LiChrosorb Si 100, reflux with slow stirring for 1Oh, cool, filter. Wash the solid with dioxane,
MeOH, and diethyl ether, dry under reduced pressure (J.Chromatogr. 1984, 292, 427).)
Mobile phase: Hexane: 1,2-dichloroethane: EtOH: trifluoroacetic acid 62.5:35:0.625:0.25
Detector: UV
CHROMATOGRAM
Retention time: k/ 1.22 (first* enantiomer)
KEYWORDS
chiral; a = 1.05
REFERENCE
Oi, N.; Kitahara, H.; Matsushita, Y.; Kisu, N. Enantiomer separation by gas and high-performance liquid
chromatography with tripeptide derivatives as chiral stationary phases. J.Chromatogr.A, 1996, 722,
229-232

SAMPLE
Matrix: solutions

HPLC VARIABLES

Guard column: 10 X 3.2 5 |xm Partisil 0DS3


Column: 100 X 4.6 5 jxm Partisil 0DS3
Mobile phase: MeCN: buffer 25:75 (Buffer was 60 mM KH2PO4 adjusted to pH 3.0 with
phosphoric acid.)
Flow rate: 0.6-1
Injection volume: 10-100
Detector: UV 270
OTHER SUBSTANCES

Also analyzed: oxprenolol


REFERENCE
Palm, K.; Luthman, K.; Ungell, A.-L.; Strandlund, G.; Artursson, P. Correlation of drug absorption with
molecular surface properties. J.Pharm.Sci., 1996, 85, 32-39

SAMPLE

Matrix: solutions
HPLC VARIABLES

Column: 250 X 4.6 Chirex 3022 (Phenomenex)


Mobile phase: Hexane: 1,2-dichloroethane: EtOH/trifluoroacetic acid 60:35:5 (EtOH/
trifluoroacetic acid was premixed 20:1.)
Flow rate: 0.7-1
Injection volume: 20
Detector: UV 276
KEYWORDS

chiral; a = 1.08
REFERENCE
Cleveland, T. Pirkle-concept chiral stationary phases for the HPLC separation of pharmaceutical racemates. J.Liq.Chromatogr., 1995, 18, 649-671

SAMPLE

Matrix: solutions
Sample preparation: Inject a 20 |xL aliquot of a 1 mg/mL solution.
HPLCVARIABLES

Column: 250 X 4.6 10 ^m Chiralcel OD


Mobile phase: Hexane: isopropanol: diethylamine 80:20:0.1
Flow rate: 0.5
Injection volume: 20
Detector: UV 275
CHROMATOGRAM

Retention time: k' 0.69, 2.02 (enantiomers)


KEYWORDS

chiral
REFERENCE
Ekelund, J.; van Arkens, A.; Bronnum-Hansen, K.; Fich, K.; Olsen, L.; Peter sen, RV. Chiral separations
of (3-blocking drug substances using chiral stationary phases. J.Chromatogr.A, 1995, 708, 253-261

SAMPLE
Matrix: solutions
Sample preparation: Inject an aliquot of a 200 |JLM solution in MeOH.
HPLCVARIABLES
Column: 100 X 4.7 7 Lim Hypercarb (Shandon)
Mobile phase: MeOH containing 5 mM N-benzyloxycarbonylglycyl-L-proline and 4.5 mM
NaOH
Column temperature: 17
Injection volume: 20
Detector: UV 270
CHROMATOGRAM
Retention time: k' 18 (first enantiomer)
KEYWORDS
chiral; a = 1.09
REFERENCE
Huynh, N.-H.; Karlsson, A.; Pettersson, C. Enantiomeric separation of basic drugs using N-benzyloxycarbonylglyclyl-L-proline as counter ion in methanol. J.Chromatogr.A, 1995, 705, 275-287

SAMPLE
Matrix: solutions
HPLCVARIABLES
Column: 150 X 4.6 12 |xm l-myristoyl-2-[(13-carboxyl)-tridecoyl]-sn-3-glycerophosphocholine chemically bonded to silica (Regis)
Mobile phase: MeCN: 100 mM pH 7.0 phosphate buffer 20:80
Flow rate: 1
Detector: UV 254
CHROMATOGRAM
Retention time: k' 2.72
OTHER SUBSTANCES
Also analyzed: acebutolol, alprenolol, antazoline, atenolol, betaxolol, bisoprolol, bopindolol,
bupranolol, carteolol, celiprolol, chloropyramine, chlorpheniramine, cicloprolol, cimetidine, cinnarizine, cirazoline, clonidine, dilevalol, dimethindene, diphenhydramine, doxazosin, esmolol, famotidine, isothipendyl, ketotifen, metiamide, moxonidine, nadolol, naphazoline, nifenalol, nizatidine, oxprenolol, pheniramine, phentolamine, pindolol,
pizotyline (pizotifen), practolol, prazosin, promethazine, propranolol, pyrilamine (mepyramine), ranitidine, roxatidine, sotalol, tiamenidine, timolol, tramazoline, tripelennamine,
triprolidine, tymazoline, UK-14,304
REFERENCE
Kaliszan, R.; Nasal, A.; Turowski, M. Binding site for basic drugs on a r acid glycoprotein as revealed by
chemometric analysis of biochromatographic data. Biomed.Chromatogr., 1995, 9, 211215

SAMPLE
Matrix: solutions
HPLC VARIABLES
Column: 250 X 4.6 5 fjim Supelcosil LC-DP (A) or 250 X 4 5 p,m LiChrospher 100 RP-8 (B)

Mobile phase: MeCN: 0.025% phosphoric acid .buffer 25:10:5 (A) or 60:25:15 (B) (Buffer
was 9 mL concentrated phosphoric acid and 10 mL triethylamine in 900 mL water, adjust
pH to 3.4 with dilute phosphoric acid, make up to 1 L.)
Flow rate: 0.6
Injection volume: 25
Detector: UV 229
CHROMATOGRAM
Retention time: 7.12 (A), 4.19 (B)
OTHER SUBSTANCES
Also analyzed: acebutolol, acepromazine, acetaminophen, acetazolamide, acetophenazine,
albuterol, alprazolam, amitriptyline, amobarbital, amoxapine, antipyrine, atenolol, atropine, azatadine, baclofen, benzocaine, bromocriptine, brompheniramine, brotizolam,
bupivacaine, buspirone, butabarbital, butalbital, caffeine, carbamazepine, cetirizine,
chlorcyclizine, chlordiazepoxide, chlormezanone, chloroquine, chlorpheniramine,
chlorpromazine, chlorpropamide, chlorprothixene, chlorthalidone, chlorzoxazone, cimetidine, cisapride, clomipramine, clonazepam, clonidine, clozapine, cocaine, codeine, colchicine, cyclizine, cyclobenzaprine, dantrolene, desipramine, diazepam, diclofenac, diflunisal,
diltiazem, diphenhydramine, diphenidol, diphenoxylate, dipyridamole, disopyramide, dobutamine, doxapram, doxepin, droperidol, encainide, ethidium bromide, ethopropazine,
fenoprofen, fentanyl, flavoxate, fluoxetine, fluphenazine, flurazepam, flurbiprofen, fluvoxamine, furosemide, glutethimide, glyburide, guaifenesin, haloperidol, homatropine, hydralazine, hydrochlorothiazide, hydrocodone, hydromorphone, hydroxychloroquine, hydroxyzine, ibuprofen, imipramine, indomethacin, ketoconazole, ketoprofen, ketorolac,
labetalol, levorphanol, lidocaine, loratadine, lorazepam, lovastatin, loxapine, mazindol,
mefenamic acid, meperidine, mephenytoin, mepivacaine, mesoridazine, metaproterenol,
metformin, methadone, methdilazine, methocarbamol, methotrexate, methotrimeprazine,
methoxamine, methyldopa, methylphenidate, metoclopramide, metolazone, metronidazole, midazolam, moclobemide, morphine, nadolol, nalbuphine, naloxone, naphazoline,
naproxen, nifedipine, nizatidine, norepinephrine, nortriptyline, oxazepam, oxycodone, oxymetazoline, paroxetine, pemoline, pentazocine, pentobarbital, pentoxifylline, perphenazine, pheniramine, phenobarbital, phenol, phenolphthalein, phentolamine, phenylbutazone, phenyltoloxamine, phenytoin, pimozide, pindolol, piroxicam, pramoxine, prazepam,
prazosin, probenecid, procainamide, procaine, prochlorperazine, procyclidine, promazine,
promethazine, propafenone, propantheline, propiomazine, propofol, propranolol, protriptyline, quazepam, quinidine, quinine, racemethorphan, ranitidine, remoxipride, risperidone, salicylic acid, scopolamine, secobarbital, sertraline, sotalol, spironolactone, sulfinpyrazone, sulindac, temazepam, terbutaline, terfenadine, tetracaine, theophylline,
thiethylperazine, thiopental, thioridazine, thiothixene, timolol, tocainide, tolbutamide,
tolmetin, trazodone, triamterene, triazolam, trifluoperazine, triflupromazine, trimeprazine, trimethoprim, trimipramine, verapamil, warfarin, xylometazoline, yohimbine,
zopiclone
KEY WORDS
some details of plasma extraction
REFERENCE
Koves, E.M. Use of high-performance liquid chromatography-diode array detection in forensic toxicology.

J.ChromatogrA, 1995, 692, 103-119


SAMPLE
Matrix: solutions
HPLCVARIABLES
Column: 150 X 4.6 cellulose 3,5-dimethylphenylcarbamate/10-undecenoate bonded to
allylsilica

Mobile phase: Heptane: isopropanol: diethylamine 80:20:0.1


Flow rate: 1
Injection volume: 1000
Detector: UV 254
CHROMATOGRAM
Retention time: k' 1.61
KEYWORDS
chiral; a = 1.24
REFERENCE
Oliveros, L.; Lopez, P.; Minguillon, C; Franco, P. Chiral chromatographic discrimination ability of a
cellulose 3,5-dimethylphenylcarbamate/10-undecenoate mixed derivative fixed on several chromatographic matrices. J.Liq.Chromatogr., 1995, 18, 1521-1532

SAMPLE
Matrix: solutions
HPLCVARIABLES
Column: 300 X 3.9 5 |xm Nova-Pak C18
Mobile phase: MeOH: buffer 30:70 (Buffer was pH 4.0 phosphate buffer (ionic strength =
0.1) containing 2.86 mM N, N-dimethyloctylamine, pH readjusted to 4.00 with 85% phosphoric acid.)
Column temperature: 30
Flow rate: 1
Injection volume: 100
Detector: UV 220
CHROMATOGRAM
Retention time: k; 2.81
OTHER SUBSTANCES
Also analyzed: acebutolol, bunitrolol, carazolol, celiprolol, esmolol, mepindolol, timolol
REFERENCE
Hamoir, T.; Verlinden, Y.; Massart, D.L. Reversed-phase liquid chromatography of (3-adrenergic blocking
drugs in the presence of a tailing suppressor. J.Chromatogr.Sci., 1994, 32, 14-20

SAMPLE
Matrix: solutions
HPLCVARIABLES
Column: 250 X 4.6 Zorbax RX
Mobile phase: Gradient. A was 10 mL concentrated orthophosphoric acid and 7 mL triethylamine in 1 L water. B was 10 mL concentrated orthophosphoric acid and 7 mL triethylamine in 200 mL water, make up to 1 L with MeCN. A:B from 100:0 to 0:100 over
30 min, maintain at 0:100 for 5 min.
Column temperature: 30
Flow rate: 2
Detector: UV 210

OTHER SUBSTANCES
Also analyzed: acepromazine, acetaminophen, acetophenazine, albuterol, aminophylline,
amitriptyline, amobarbital, amoxapine, amphetamine, amylocaine, antipyrine, aprobarbital, aspirin, atenolol, atropine, avermectin, barbital, benzocaine, benzoic acid, benzotropine, benzphetamine, berberine, bibucaine, bromazepan, brompheniramine, buprenorphine, buspirone, butabarbital, butacaine, butethal, caffeine, carbamazepine, carbromal,
chloramphenicol, chlordiazepoxide, chloroquine, chlorothiazide, chloroxylenol, chlorphenesin, chlorpheniramine, chlorpromazine, chlorpropamide, chlortetracycline, cimetidine,
cinchonidine, cinchonine, clenbuterol, clonazepam, clonixin, clorazepate, cocaine, codeine,
colchicine, cortisone, coumarin, cyclazocine, cyclobenzaprine, cyclothiazide, cyheptamide,
cymarin, danazol, danthron, dapsone, debrisoquine, desipramine, dexamethasone, dextromethorphan, dextropropoxyphene, diamorphine, diazepam, diclofenac, diethylpropion,
diethylstilbestrol, diflunisal, digitoxin, digoxin, diltiazem, diphenhydramine, diphenoxylate, diprenorphine, dipyrone, disulfiram, dopamine, doxapram, doxepin, dronabinol,
ephedrine, epinephrine, epinine, estradiol, estriol, estrone, ethacrynic acid, ethosuximide,
etonitazene, etorphine, eugenol, famotidine, fenbendazole, fencamfamine, fenoprofen, fenproporex, fentanyl, flubendazole, flufenamic acid, flunitrazepam, 5-fluorouracil, fluoxymesterone, fluphenazine, furosemide, gentisic acid, gitoxigenin, glipizide, glunixin,
glutethimide, glybenclamide, guaiacol, halazepam, haloperidol, hydrochlorothiazide,
hydrocodone, hydrocortisone, hydromorphone, hydroxyquinoline, ibogaine, ibuprofen, iminostilbene, imipramine, indomethacin, isocarbostyril, isocarboxazid, isoniazid, isoproterenol, isoxsuprine, ivermectin, ketamine, ketoprofen, kynurenic acid, levorphanol, Iidocaine, lorazepam, lormetazepam, loxapine, mazindol, mebendazole, meclizine,
meclofenamic acid, medazepam, mefenamic acid, megestrol, mepacrine, meperidine, mephentermine, mephenytoin, mephesin, mephobarbital, mepivacaine, mescaline, mesoridazine, methadone, methamphetamine, methapyrilene, methaqualone, methazolamide,
methocarbamol, methoxamine, methsuximide, methyl salicylate, methyldopa, methyldopamine, methylphenidate, methylprednisolone, methyltestosterone, methyprylon, mibolerone, morphine, nadolol, nalorphine, naloxone, naltrexone, naphazoline, naproxen, nefopam, niacinamide, nicotine, nicotinic acid, nifedipine, niflumic acid, nitrazepam,
norepinephrine, nortriptyline, noscapine, nylidrin, oxazepam, oxycodone, oxymorphone,
oxyphenbutazone, oxytetracycline, papaverine, pargyline, pemoline, pentazocine, pentobarbital, persantine, phenacetin, phenazocine, phenazopyridine, phencyclidine, phendimetrazine, phenelzine, pheniramine, phenobarbital, phenothiazine, phensuximide, phentermine, phenylbutazone, phenylephrine, phenylpropanolamine, piperocaine, prazepam,
prednisolone, primidone, probenecid, progesterone, propiomazine, propranolol, propylparaben, pseudoephedrine, puromycin, pyrilamine, pyrithyldione, quazepam, quinaldic acid,
quinidine, quinine, ranitidine, recinnamine, reserpine, resorcinol, saccharin, albuterol,
salicylamide, salicylic acid, scopolamine, scopoletin, secobarbital, strychnine, sulfacetamide, sufadiazine, sulfadimethoxine, sulfaethidole, sulfamerazine, sulfamethazine, sulfamethoxizole, sulfanilamide, sulfapyridine, sulfasoxizole, sulindac, tamoxifen, temazepam,
testosterone, tetracaine, tetracycline, tetramisole, thebaine, theobromine, theophylline,
thiabendazole, thiamine, thiamylal, thiobarbituric acid, thioridazine, thiosalicylic acid,
thiothixene, thymol, tolazamide, tolazoline, tobutamide, tolmetin, tranylcypromine, triamcinolone, tribenzylamine, trichloromethiazide, trifluoperazine, trihexyphenidyl, trimethoprim, tripelennamine, triprolidine, tropacocaine, tyramine, verapamil, vincamine,
warfarin, yohimbine, zoxazolamine
REFERENCE
Hill, D.W.; Kind, A.J. Reversed-phase solvent gradient HPLC retention indexes of drugs. J.Anal.ToxicoL,
1994, 18, 233-242

SAMPLE
Matrix: solutions
HPLCVARIABLES
Column: 250 X 4.6 10 |xm Chiralpak OD (Daicel)