lecture 4 organic compounds toxicological drug analysis
Post on 22-Dec-2015
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Lecture 4
Organic CompoundsToxicological Drug
Analysis
Barbituric acid
N
NO O
O
R5a
R5b
H
H Drug R5a R5b
Amobarbital ethyl isopentylButabarbital ethyl sec-ButylButalbital allyl isobutylPhenobarbital ethyl phenyl…………………………….
Some common barbiturates:
HPLCAN/water 1:1
UV@254nm
O
OH
H
H
O
OH
H
H
O
OH
H
H
O
OH
H
H
COOH
OH
Tetrahydrocannabinol
Major metabolic route:
Primary active
Primary inactive
Marijuana
HPLC acetonitrile/phosphate buffer
1-THC acid2-Tetrahydrocannabinol
HN
NH2
methamphetamine
amphetamine
HN
O ORitalin
Amphetamines
HN
NH2
HN
HO
NH2
HO
NH2
HO
OH
NH2
OHO
COOH
Norephedrine 2%
Methamphetamine (50%)
4-7%
15%
3%
Metabolism of methamphetamine
Amphetamine and Methamphetamine (TFAA Derivatives)
Chiral GC separation
NPhencyclidine
N
HN
NS
Analogs:
pKa=8.5
Solid Phase Extraction:@strong cation exchangecolumn
Elution: 2% NH3 in Ethyl Acetate
Determination: GC/MS
NH2
O
O
O
Mescaline
psilocybin
psilocin
Gamma-Hydroxybutyric acid (GHB)
HO
OHO
O O
γ-butyrolactone
1,4-butanediol
HO
OH
Very unstable in vivo
1. -hydroxybutyrate (GHB) / -butyrolactone (GBL)
2. -methylene- -butyrolactone (AMGBL)
Headspace GC
O CH2OAMGBL
10μg/mL each in water
4. 1,4-butanediol5. γ-butyrolactone
naloxene