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Stimulants
stimulates the central nervous system / can increase alertness, energy, and confidence / can be snorted, injected, swallowed, or smoked
Ex of stimulants
cocaine, methamphetamine, amphetamine, methylphenidate, caffeine, nicotine, pseudoephedrine
Cocaine
alkaloid and 2 plant metabolite / obtained from erythroxylum coca and novogranatense / recreational drug with minimal medical use / mostly snorted or injected / effects felt within minutes of use and last 5 to 90 minutes / recognized as a narcotic drug as well
Cocaine street names
big bloke, big flake, blanca, crack, icing, line, pearl
History of cocaine
indigenous people of south america chewed on the leaves
1855 (cocaine)
cocaine alkaloid was isolated from the coca leaf (Gaedeke/Albert Neiman)
1884 (cocaine)
Dr. Carl Koller discovered local anesthetic properties - ophthalmic
1886 (cocaine)
coca-cola with a pinch of coca leaves
1906
Pure Food and Drug Act
1914
Harrison Narcotic Act
Coca plant
grows between 7-10 ft in height / straight branches / thin, opaque, lanceolate leaves / small, clustered flowers with short stalks / flowers mature into red berries / E. coca requires acidic soil below pH 5.5, optimal 3.5 / typically harvested 3-4 times per year
Kingdom (coca plant)
plant
Division (coca plant)
spermatophyta
Class (coca plant)
dicotyledons
Order (coca plant)
geraniales
Family (coca plant)
erthroxylaceae
Genus (coca plant)
erythroxylum
Species I (coca plant)
erythroxylum coca
Variety I (coca plant)
erythroxylum ipadu
Species 2 (coca plant)
erythroxylum novagranatense
Variety 2 (coca plant)
erythroxylum truxillense
Coca alkaloids (tropane-type)
benzoylecogine, cocaine, ecgonidine, ecgonine, hydroxytropaeocaine, methlecgonine cinnamate, tropacocaine, truxilline
Coca alkaloids (pyrrolidine type)
cuscohygrine, dihydrocuscohygrine, hygrine, nicotine
Name of cocaine
benzoylmethylecgonine (C17H21NO4)
Tertiary amine in cocaine
functional group attached at 3 different layers / key site for protonation / this allows cocaine to exist in acid or base forms
Aromatic ring of cocaine
allows it to come in and out of its 3 dimensional shape
Ester group of cocaine
2 esters, benzo ester and methyl ester / important in metabolism and degradation
Isomers of cocaine
pseudococaine, allococaine, pseudoallococaine / same chemical formula, but different structure
Semisynthetic production of cocaine
natural precursor: ecgonine or related tropane alkaloid / chemical modification produces cocaine / yielding a greater amount of cocaine
Synthesized yield of cocaine
145 kg of dried coca leaves = 1 kg cocaine HCl
Clandestine yield of cocaine
240 kg of dried coca leaves = 1.4 kg coca paste = 0.9 kg of cocaine base = 1kg of cocaine HCl
Adulterants
added to cut product / produces more money
Crack (cocaine base)
cocaine + sodium bicarbonate + water + heat
Cocaine base
free base form (crack) / not very flammable / contains cuts / solid off white chunks / mostly odorless / makes cracking sounds when smoked
Cocaine HCl
cocaine salt / white powder / dissolves in water / higher purity than cocaine base / more expensive
Biochemistry of cocaine
binds to dopamine transporter and forms complex / the complex blocks the function and dopamine accumulates
Metabolism and excretion of cocaine
extensively metabolized by the liver / broken down by hydrolytic ester cleavage / eliminated metabolites consist mostly of benzoylecgonine, ecgonine methyl ester, and ecgonine
Amphetamine
stimulant / pharmaceutical preparation / used for ADHD and ADD / sch II
Common street names for amphetamine
bennies, ampes, cartwheels, speed, hearts, wake ups, dexies, footballs
1887 (amphetamine)
first synthesized in Germany
1932 (amphetamine)
benzedrine inhaler - asthma
1937 (amphetamine)
used in WWII to fight fatigue and maintain energy levels / calming effects in children with ADHD or ADD
1951 (amphetamine)
now regulated
1970 (amphetamine)
controlled substance act put restrictions on the substance
Enantiomers of amphetamine
mirror image / levoamphetamine and dextroamphetamine
Methamphetamine
has enantiomers / produced in clandestine labs
P2P amalgan method of production for methamphetamine
P2P + methylamine → methamphetamine
Red phosphorus reduction method of production for methamphetamine
ephedrine + iodine or a red phosphorus system → methamphetamine
Red phosphorus reduction procedure for methamphetamine
hydriodic acid or iodine solution + red phosphorus / add ephedrine and heat for 5 - 8 hours / strong alkali added followed by solvent / solvent poured off and hydrogen chloride gas added / precipitating methamphetamine HCl crystals
Biochemistry of methamphetamine
interferes with a normal reuptake of dopamine, serotonin, and norepinephrine / acts directly on the nerve terminals causing an increased amount of these neurotransmitters to be released / this increase results in a massive stimulation to the central nervous system / the increase in serotonin contributes to the mood changes; psychotic behavior, and aggressiveness in users / in therapeutic doses, it has a common effect on children with ADD or ADHD, but in adults there is an increased stimmulation