View source for Amphetamine detailed information

{{Drugbox|
| IUPAC_name = 1-phenylpropan-2-amine
| image = Amphetamine-2D-skeletal.svg
| image2 = Amphetamine-3d-CPK.png
| CAS_number=300-62-9
| CAS_supplemental ={{CAS|405-41-4}} (hydrochloride), {{CAS|60-13-9}} (sulfate)
| ATC_prefix=N06
| ATC_suffix=BA01
| ATC_supplemental=
| PubChem=3007
| DrugBank=APRD00480
| synonyms = (±)-alpha-methylbenzeneethanamine, alpha-methylphenethylamine, beta-phenyl-isopropylamine 
| smiles = CC(CC1=CC=CC=C1)N
| C=9 | H=13 | N=1 |
| molecular_weight = 135.2084
| bioavailability= Oral 20–25%; nasal 75%; rectal 95–99%; intravenous 100%
| solubility = {{nowrap|50–100 mg/mL}} (16C°)
| melting_point = 280
| melting_high = 281
| protein_bound = 15–40%
| metabolism = [[Hepatic]] ([[CYP2D6]]<ref>[http://cat.inist.fr/?aModele=afficheN&cpsidt=18501830 Determination of amphetamine, methamphetamine, and ...]</ref>)
| elimination_half-life= 10 hours for d-isomer, 13 hours for l-isomer
| excretion = [[Renal]]; significant portion unaltered
| pregnancy_US = C
| legal_AU = Schedule 8
| legal_CA = Schedule III
| legal_UK = Class B
| legal_NL = List I
| legal_US = Schedule II
| legal_status = Prescription-Only Medicine
| routes_of_administration= Oral, [[Intravenous infusion|intravenous]], [[Vaporize|vaporization]], [[insufflation]], [[suppository]], [[sublingual]]
}} 

{{CMG}}

{{editor help}}

'''Amphetamine''' is a prescription [[Central nervous system|CNS]] stimulant commonly used to treat [[attention-deficit hyperactivity disorder]] (ADHD) in adults and children. It is also used to treat symptoms of [[traumatic brain injury]] and the daytime drowsiness symptoms of [[narcolepsy]] and [[chronic fatigue syndrome]]. Initially it was more popularly used to [[anorectic|diminish the appetite]] and to control weight. Brand names of the drugs that contain amphetamine include '''[[Adderall]]''' and '''[[Dexedrine]]'''. The drug is also used illegally as a recreational [[club drug]] and as a performance enhancer. The name ''amphetamine'' is derived from its chemical name: '''a'''lpha-'''m'''ethyl'''ph'''en'''et'''hyl'''amine'''. The name is also used to refer to the class of compounds derived from amphetamine, often referred to as the '''[[substituted amphetamines]]'''.

==History==
Amphetamine was first synthesized in 1887 by [[Lazar Edeleanu]] at the University of Berlin. He named the compound phenylisopropylamine. It was one of a series of compounds related to the plant derivative [[ephedrine]], which had been isolated from Ma-Huang that same year by [[Nagayoshi Nagai]]. No pharmacological use was found for amphetamine until 1927, when pioneer [[psychopharmacology|psychopharmacologist]] Gordon Alles resynthesized it.<ref>{{cite book |last= Shulgin |first= Alexander |authorlink= Alexander Shulgin |coauthors= Shulgin, Ann |title= [[PiHKAL]] |year= 1992 |publisher= Transform Press |location= Berkeley, California |isbn= 0-9630096-0-5 |pages= 39 |chapter= 6 &ndash; MMDA }}</ref><ref>{{cite journal |last= |first= |authorlink= |coauthors= |year= 2005 |month= April |title= meth &ndash; Anatomy of a designer drug |journal= Massey University Alumni Magazine |volume= |issue= 18 |pages= 12 |id= |url= http://masseynews.massey.ac.nz/magazine/2005_Apr/stories/cover-3.html |accessdate= 2007-06-23 |quote= But amphetamine's pharmacological potential was missed, and the molecule lapsed into obscurity until 1927, when it was resynthesised by Gordon Alles, one of a group of chemists looking for an ephedrine substitute. Alles also prepared amphetamine in a volatile form. In 1932 it became available under the brand name [[Benzedrine]] as an over-the-counter inhaler to treat respiratory problems – and the contents were widely used for purposes other than the treatment of respiratory disorders. }}</ref> Alles was part of a group of researchers looking for an [[ephedrine]] substitute. In 1937, it became available in tablet form. During World War II it was extensively used to combat fatigue and increase alertness in soldiers. After decades of reported abuse, the [[United States Food and Drug Administration|FDA]] banned [[Benzedrine]] inhalers, and limited amphetamines to prescription use in 1965, but illegal use became common. Amphetamine became a schedule II drug with the passage of the [[Controlled Substances Act]] in 1970.

The related compound [[methamphetamine]] was first synthesized from ephedrine in Japan in 1918 by chemist [[Akira Ogata]] via reduction of ephedrine using red phosphorus and [[iodine]]. The German military was notorious for their use of methamphetamine in World War II. It is also known that Adolf Hitler was receiving daily shots of a medicine that contained certain essential vitamins and amphetamines. The German pharmaceutical [[Pervitin]] is an oral pill of {{nowrap|3 mg}} which was made available in 1938, but by mid-1941 it became a controlled substance, reportedly because of the amount of time needed for a soldier to rest and recover after use. Military doctors were then given guidelines on how they should issue it.

In 1997<ref>Clement, Beverly A., Goff, Erik Allen Burt, Christina M. and Forbes, T. David A. (1997). Toxic amines and alkaloids from Acacia berlandieri. Phytochemistry 46(2), pp 249-254</ref> and 1998,<ref>Clement, Beverly A., Goff, Christina M. and Forbes, T. David A. (1998). Toxic amines and alkaloids from Acacia rigidula. Phytochemistry 49(5), pp 1377-1380</ref> researchers at Texas A&M University reported finding amphetamine and methamphetamine in the foliage of two Acacia species native to Texas, ''[[Acacia berlandieri|A. berlandieri]]'' and ''[[Acacia rigidula|A. rigidula]]''. Previously, both of these compounds had been thought to be human inventions.<ref>[http://www.cognitiveliberty.org/shulgin/adsarchive/acacia.htm Ask Dr. Shulgin Online: Acacias and Natural Amphetamine]</ref>

==Indications==

{| bgcolor="#ffffff" border="1" cellpadding="3" cellspacing="0" align="right" width="167px" style="border-collapse: collapse; clear: right; margin: 0 0 0 0.5em"
|-
|'''Indicated for:'''<br/>
*[[Diet suppressant]]
*[[Attention deficit disorder|ADD]]
*[[Attention deficit hyperactivity disorder|ADHD]]
*[[Narcolepsy]]
*Treatment-resistant [[clinical depression|depression]]

|-
|'''[[Contraindication]]s:'''<br/>
*CNS Stimulants
*Agitated states
*Patients with a history of drug abuse
*Glaucoma
*[[MAOI]] use
|-
|'''[[Adverse drug reaction|Side effects]]:'''
*[[Dizziness]]
*Decrease in appetite/weight loss
*[[Euphoria (emotion)|Euphoria]]
*[[Insomnia]]
*Visual disturbance
*Aggressiveness

'''''[[Cardiovascular]]:'''''
*[[Vasoconstriction]]
*[[Tachycardia]]
*[[Palpitation]]

'''''[[Ear]], [[nose]], and [[throat]]:'''''
*[[Decongestant]]
*[[Xerostomia]]

'''''[[Eye]]:'''''
*[[Mydriasis]]
*Relaxation of ciliary muscle

'''''[[Gastrointestinal]]:'''''
*Decreased secretions
*Decreased [[peristalsis]]

'''''[[Muscle|Musculo]][[skeletal]]:'''''
*Involuntary movements

'''''[[Neuropharmacology]]:'''''
*Indirect [[dopamine]] [[agonist]]
*Indirect [[norepinephrine]] [[agonist]]
*Indirect [[serotonin]] [[agonist]] (lesser)
*[[MAOI]]

'''''[[Respiration (physiology)|Respiratory]]:'''''
*[[Bronchodilation]]
|}
Along with [[methylphenidate]] ([[Ritalin]], Concerta, etc.), amphetamine is one of the standard treatments for [[ADHD]]. Beneficial effects for ADHD can include improved impulse control, improved concentration, decreased sensory overstimulation, decreased irritability and decreased anxiety. These effects can be dramatic in both young children and adults. The ADHD medication Adderall is composed of four different amphetamine [[Salt (chemistry)|salts]], and [[Adderall XR]] is a timed-release formulation of these same salt forms.

When used within the recommended doses, side-effects like loss of appetite tend to decrease over time. However, amphetamines last longer in the body than methylphenidate ([[Ritalin]], [[Concerta]], etc.), and tend to have stronger side-effects on appetite and sleep.

Amphetamines are also a standard treatment for [[narcolepsy]], as well as other sleeping disorders. They are generally effective over long periods of time without producing addiction or physical dependence.

Amphetamines are sometimes used to augment anti-depressant therapy in treatment-resistant depression. 

Medical use for weight loss is still approved in some countries, but is regarded as obsolete and dangerous in others.

==Contraindications==

Stimulants such as amphetamines elevate cardiac output and blood pressure making them dangerous for use by patients with a history of heart disease or hypertension. Also, patients with a history of drug dependence or [[anorexia]] should not be treated with amphetamines due to their addictive and appetite suppressing properties. Amphetamines can cause a life-threatening complication in patients taking [[MAOI]] antidepressants. Amphetamine is not suitable for patients with a history of glaucoma.

Amphetamines have also been shown to pass through into breast milk. Because of this, mothers taking medications containing amphetamines are advised to avoid breastfeeding during their course of treatment.<ref>[http://www.fda.gov/cder/foi/label/2004/021303s005lbl.pdf] FDA PDF 2004</ref>

==Pharmacology== 
===Chemical Properties===
Amphetamine is a [[chirality (chemistry)|chiral]] compound. The [[racemic]] mixture can be divided into its optical antipodes: levo- and [[dextroamphetamine|dextro-amphetamine]]. Amphetamine is the parent compound of its own structural class, comprising a broad range of psychoactive [[derivative (chemistry)|derivative]]s, e.g., [[MDMA]] (Ecstasy) and the ''N''-methylated form, [[methamphetamine]]. Amphetamine is a [[homologous series|homologue]] of [[phenethylamine]].

At first, the medical drug came as the salt racemic-amphetamine sulfate (racemic-amphetamine contains both isomers in equal amounts). Today, dextroamphetamine sulfate is the predominant form of the drug used;{{Fact|date=July 2007}} it consists entirely of the ''d''-[[isomer]]. Attention disorders are often treated using [[Adderall]] or a generic equivalent, a formulation of mixed amphetamine salts that contain both racemic-amphetamine and ''d''-amphetamine in the sulfate and saccharate forms mixed to a final ratio of 3 parts ''d''-amphetamine to 1 part ''l''-amphetamine.

===Pharmacodynamics===
Amphetamine has been shown to both diffuse through the cell membrane and travel via the [[dopamine transporter]] (DAT) to increase concentrations of [[dopamine]] in the neuronal terminal. 

Amphetamine, both as d-amphetamine ([[dextroamphetamine]]) and l-amphetamine (or a racemic mixture of the two isomers), is believed to exert its effects by binding to the monoamine transporters and increasing extracellular levels of the biogenic amines [[dopamine]], [[norepinephrine]] (noradrenaline) and [[serotonin]]. It is hypothesized that d-amphetamine acts primarily on the dopaminergic systems, while l-amphetamine is comparatively norepinephrinergic (noradrenergic). The primary reinforcing and behavioral-stimulant effects of amphetamine, however, are linked to enhanced dopaminergic activity, primarily in the mesolimbic [[dopamine system]].
 
Amphetamine and other amphetamine-type stimulants principally act to release dopamine into the [[synaptic cleft]]. The increased amphetamine concentration releases endogenous stores of dopamine from [[vesicular monoamine transporters]] (VMATs), thereby increasing intra-neuronal concentrations of transmitter. This increase in concentration effectively reverses transport of dopamine via the [[dopamine transporter]] (DAT) into the synapse.<ref>Sulzer, D., (2005). Mechanisms of neurotransmitter release by amphetamines: A review. Progress in Neurobiology, 75(6);406-433.</ref> In addition, amphetamine binds reversibly to the DATs and blocks the transporter's ability to clear DA from the synaptic space. Amphetamine also acts in this way with norepinephrine (noradrenaline) and to a lesser extent serotonin.

In addition, amphetamine binds to a group of receptors called TrAce Amine Receptors ([[TAAR]]).<ref>[http://jpet.aspetjournals.org/cgi/content/abstract/321/1/178 jpet.aspetjournals.org Research published in the Journal of Pharmacology And Experimental Therapeutics (2007)]</ref> TAAR are a newly discovered receptor system which seems to be affected by a range of amphetamine-like substances called [[trace amines]].

===Physical effects===
* Short-term [[physiology|physiological]] effects vary greatly, depending on dosage used and the method in which the drug is taken. At therapeutic levels, the most common effects are [[decreased appetite]], increased [[endurance|stamina]], and physical energy.{{Fact|date=December 2007}}.  

* Abuse or overdose effects{{Fact|date=December 2007}}  can include [[tremor]], restlessness, changed sleep patterns, [[anxiety]] [[hyperhidrosis]],[[psychomotor agitation]], [[nausea]], [[tachycardia]], irregular heart rate, [[hypertension]], [[headache]]s, [[hyperreflexia]], [[tachypnea]], gastrointestinal narrowing, and weakened [[immune system]] and increase in pre-existing anxiety and poor skin condition. {{Fact|date=December 2007}}Fatigue and [[Depression (mood)|depression]] can follow the excitement stage. [[Erectile dysfunction]], heart problems, stroke, and liver, kidney and lung damage can result from prolonged abuse {{Fact|date=February  2008}}. When insufflated, amphetamine can lead to a deterioration of the lining of the nostrils{{Fact|date=December 2007}}. Overdose can be treated with [[chlorpromazine]].<ref>[http://www.rxlist.com/cgi/generic/amphsulf_od.htm rxlist.com]</ref>

===Psychological effects===
* Short-term psychological effects of the drug at therapeutic levels could include alertness, euphoria, increased concentration, rapid talking, increased confidence, and increased social responsiveness {{Fact|date=February  2008}}. Effects of the drug when abused could include, hallucinations, and loss of [[REM sleep]] the night after use {{Fact|date=February  2008}}.

* Long-term amphetamine abuse can induce psychological effects that include insomnia, mental states resembling [[schizophrenia]], aggressiveness (not associated with schizophrenia), addiction or dependence with accompanying withdrawal symptoms, irritability, confusion, and panic {{Fact|date=February  2008}}. Chronic and/or extensively-continuous use can lead to amphetamine psychosis, which causes delusions and paranoia, but this is uncommon when taken as prescribed. The abuse of an amphetamine is highly addictive, and, with chronic abuse, tolerance develops very quickly. Withdrawal, although not physiologically threatening, is an unpleasant experience (including [[paranoia]], depression, difficult breathing, [[dysphoria]], gastric fluctuations and/or pain, and [[lethargy|lethargia]]) {{Fact|date=February  2008}}. This commonly leads chronic users to re-dose amphetamine frequently, explaining tolerance and increasing the possibility of addiction.

===Dependence & Addiction===
[[Drug tolerance|Tolerance]] is developed rapidly in amphetamine abuse, therefore increasing the amount of the drug that is needed to satisfy the addiction.<ref>{{cite web 
| title=Amphetamines: Drug Use and Abuse: Merck Manual Home Edition
| publisher = Merck
| url=http://www.merck.com/mmhe/sec07/ch108/ch108g.html
| format = html
| accessmonthday=February 28 
| accessyear=2007

}}</ref> Repeated amphetamine use can produce "reverse tolerance", or sensitization to some psychological effects.<!--    
- --><ref>{{cite journal | author = Leith N, Kuczenski R | title = Chronic amphetamine: tolerance and reverse tolerance reflect different behavioral actions of the drug. | journal = Pharmacol Biochem Behav | volume = 15 | issue = 3 | pages = 399-404 | year = 1981 | id = PMID 7291243}}</ref><!--    
- --><ref>{{cite journal | author = Chaudhry I, Turkanis S, Karler R | title = Characteristics of "reverse tolerance" to amphetamine-induced locomotor stimulation in mice. | journal = Neuropharmacology | volume = 27 | issue = 8 | pages = 777-81 | year = 1988 | id = PMID 3216957}}</ref><!--    
- --><ref>[http://www.acnp.org/g4/GN401000166/CH162.htm#SSAT Chronic Amphetamine Use and Abuse<!-- Bot generated title -->]</ref><!--    
- --><ref>{{cite journal | journal = J Addict Dis. | year = 2001 | volume = 20 | issue = 3 | pages = 55-65 | title = Behavioral sensitization in humans | author = Sax KW, Strakowski SM | pmid = 11681593}}</ref><!--    
- --><ref>{{cite journal | author = I. Boileau, A. Dagher, M. Leyton, R. N. Gunn, G. B. Baker, M. Diksic and C. Benkelfat | title = Modeling Sensitization to Stimulants in Humans: An <nowiki>[11C]</nowiki>Raclopride/Positron Emission Tomography Study in Healthy Men | year = 2006 | journal = [[Arch Gen Psychiatry]] | volume = 63 | issue = 12 | pages = 1386-1395 | url = http://archpsyc.ama-assn.org/cgi/content/abstract/63/12/1386 }}</ref> <!--    
- -->Many abusers will repeat the amphetamine cycle by taking more of the drug during the [[withdrawal]]. This leads to a very dangerous cycle and may involve the use of other drugs to get over the withdrawal process. Abusers will commonly stay up for 2 or 3 days avoiding the withdrawals then dose themselves with benzodiazepines or barbiturates to help them stay calm while they recuperate. The constant switching from uppers to downers can cause serious damage to the CNS and brain {{Fact|date=February  2008}}. Chronic abusers of amphetamines typically snort or resort to drug injection to experience the full effects of the drug in a faster and more intense way, with the added risks of infection, vein damage, and higher risk of overdose. Because of the abuse of amphetamines in the U.S., most brands were discontinued by the 1990s, including the highly abused brand names [[Biphetamine]] (known as "black beauties") and [[Preludin]], known on the street as "slams", whose coating was peeled and then injected. Only a few brands of amphetamines are still produced in the United States: those prescribed for narcolepsy, attention-deficit hyperactivity disorder, treatment-resistant depression, and extreme obesity.{{Fact|date=October 2007}}

==Performance-enhancing use==
Amphetamine is used by college and high-school students as a study and test-taking aid.<ref>{{Cite web | publisher = JS Online | last = Twohey | first = Megan | title = Pills become an addictive study aid | accessdate = 2007-12-02 | date=  2006-03-25 | url = http://www.jsonline.com/story/index.aspx?id=410902}}</ref> Amphetamine increases energy levels, concentration, and motivation, allowing students to study for an extended period of time. These drugs are often acquired through ADHD prescriptions to students and peers, rather than illicitly produced drugs. <ref>{{Citation 
  | title = The Illicit Market for ADHD Prescription Drugs in Queensland
  | publisher = Queensland Crime and Misconduct Commission
  | date = April 2002
  | url = http://www.cmc.qld.gov.au/data/portal/00000005/content/63420001125986217865.pdf
  | accessdate = 13 January 2008}}</ref>

Amphetamine is also used by professional,<ref>{{Cite journal | volume = 25 | issue = 3 | pages = 434-451 | last = Yesalis | first = Charles E. | coauthors = Michael S. Bahrke | title = Anabolic Steroid and Stimulant Use in North American Sport between 1850 and 1980 | journal = Sport in History | accessdate = 2007-12-02 | date=  2005-12 | url = http://www.informaworld.com/smpp/content~content=a727721070~db=all}}</ref> collegiate<ref>{{Cite | publisher = National Collegiate Athletic Association | last = National Collegiate Athletic Association | title = NCAA Study of Substance Use Habits of College Student-Athletes | accessdate = 2007-12-02 | date=  2006-01 | url = http://www1.ncaa.org/membership/ed_outreach/health-safety/drug_ed_progs/2005/DrugStudy2005_ExecutiveSummary.pdf | pages = 2-4, 11-13 }}</ref> and high school<ref>{{Cite | publisher = National Collegiate Athletic Association | last = National Collegiate Athletic Association | title = NCAA Study of Substance Use Habits of College Student-Athletes | accessdate = 2007-12-02 | date=  2006-01
| url = http://www1.ncaa.org/membership/ed_outreach/health-safety/drug_ed_progs/2005/DrugStudy2005_ExecutiveSummary.pdf
| pages = 3, 13}}</ref> athletes for its strong stimulant effect. Energy levels are perceived to be dramatically increased and sustained, believed to allow for more vigorous and longer play, though at least one study has found that this effect is not measurable.<ref>{{Cite journal | doi = 10.1007/BF00697020 | volume = 20 | issue = 4 | pages = 281-287 | last = Margaria | first = R | coauthors = P Aghemo, E Rovelli | title = The effect of some drugs on the maximal capacity of athletic performance in man | journal = European Journal of Applied Physiology | accessdate = 2007-12-02 | date=  1964-07-01 | url = http://dx.doi.org/10.1007/BF00697020
}}</ref> This practice can be extremely dangerous, and athletes have died as a result, for example, British cyclist Tom Simpson. 
A doctor (the same doctor who prescribed 800 children Adderall in order to lose weight) has created a diet based around amphetamines, called the adderall diet. CNN ran a story about the diet and the doctor and people expressed outrage. {{Fact|date=December 2007}}

Amphetamine use has historically been especially common among Major League Baseball (MLB) athletes and is usually known by the slang term "greenies".<ref>
{{Cite web
| last = Frias
| first = Carlos
| title = Baseball and amphetamines
| work = Palm Beach Post
| accessdate = 2007-12-02
| date=  2006-04-02
| url = http://www.palmbeachpost.com/sports/content/sports/epaper/2006/04/02/PBP_AMPHET_0402.html
}}</ref> In 2006, MLB banned the use of amphetamines and the ban is enforced by periodic drug-testing. Consequences if a player tests positive are significant, but MLB has received some criticism because these consequences are dramatically less severe than for steroids, with the first offense bringing only a warning and further testing<ref>{{Cite web
| last = Kreidler
| first = Mark
| title = Baseball finally brings amphetamines into light of day
| work = ESPN.com
| accessdate = 2007-12-02
| date=  2005-11-15
| url = http://sports.espn.go.com/mlb/columns/story?columnist=kreidler_mark&id=2225013
}}</ref>.<ref>{{Cite web
| last = Klobuchar
| first = Jim
| title = Can baseball make a clean sweep? 
| work = Christian Science Monitor
| accessdate = 2007-12-02
| date=  2006-03-31
| url = http://www.csmonitor.com/2006/0331/p12s02-alsp.html
}}</ref><ref>
{{Cite web
| last = Associated Press
| title = MLB owners won't crack down on 'greenies'
| work = MSNBC.com
| accessdate = 2007-12-02
| date=  2007-01-18
| url = http://www.msnbc.msn.com/id/16691245/
}}</ref> 

Truck drivers, especially long-haul drivers, take amphetamine<ref>{{Cite book
| publisher = National Institute on Drug Abuse
| pages = 47-67
| editors = Steven W. Gust (ed.)
| last = Lund
| first = Adrian K
| coauthors = David F. Preusser, Richard D. Blomberg, Allan F. Williams, J. Michael Walsh
| title = Drugs in the Workplace: Research and Evaluation Data
| chapter = Drug Use by Tractor-Trailer Drivers
| location = Rockville, MD
| series = National Institute on Drug Abuse Research
| accessdate = 2007-12-02
| date=  1989
| chapterurl = http://bib1lp1.rz.tu-bs.de/docportal/servlets/MCRFileNodeServlet/DocPortal_derivate_00002043/091.pdf?hosts=local#page=54
|quote = This study has provided the first objective data regarding the use of potentially abusive drugs by tractor-trailer drivers... Prescription stimulants, such as amphetamine, methamphetamine, and phentermine were found in 5 percent of the [317] drivers [who participated in the study], often in combination with similar but less potent stimulants, such as phenylpropanolamine. Nonprescription stimulants were detected in 12 percent of the drivers, about half of whom gave no medical explanation for their presence... One limitation of these findings is that 12 percent of the randomly selected drivers refused to participate in the study or provided insufficient urine and blood for testing; the distribution of drugs among these 42 drivers is unknown... Finally, the results apply to tractor-trailer drivers operating on a major east-west interstate route in Tennessee. Drug incidence among other truck-driver populations are unknown and may be higher or lower than reported here. (64)}}</ref> to combat symptoms of somnolence and to increase their concentration on driving.

==Legal issues==
*In the United Kingdom, amphetamines were regarded as [[Misuse of Drugs Act 1971#Class B drugs|Class B]] drugs. The maximum penalty for unauthorised possession is five years in prison and an unlimited fine. The maximum penalty for illegal supply is fourteen years in prison and an unlimited fine. Methamphetamine has recently been reclassified to [[Misuse of Drugs Act 1971#Class A drugs|Class A]], penalties for possession of which are more severe (7 years in prison and an unlimited fine).<ref>{{cite web title=homeoffice url=http://www.homeoffice.gov.uk/drugs/drugs-law/Class-a-b-c/ accessdate=2007-07-23}}</ref>
*In the Netherlands, amphetamine and methamphetamine are List I drugs of the [[Opium Law]], but the dextro isomer of amphetamine is indicated for ADD/ADHD and narcolepsy and available for prescription as 5 and {{nowrap|10 mg}} generic tablets, and 5 and {{nowrap|10 mg}} gelcapsules. 
*In the United States, amphetamine and methamphetamine are [[Controlled Substances Act#Schedule II drugs|Schedule II]] drugs, classified as CNS (Central Nervous System) Stimulants.<ref>{{cite web 
| title=Trends in Methamphetamine/Amphetamine Admissions to Treatment: 1993-2003
| publisher = Substance Abuse and Mental Health Services Administration
| url=http://www.oas.samhsa.gov/2k6/methTX/methTX.htm
| format = html
| accessmonthday=February 28 
| accessyear=2007
}}</ref> A Schedule II drug is classified as one that has a high potential for abuse, has a currently-accepted medical use and is used under severe restrictions, and has a high possibility of severe psychological and physiological dependence.

Internationally, amphetamine is a Schedule II drug under the [[Convention on Psychotropic Substances]].<ref>{{cite web 
| title=List of psychotropic substances under international control
| publisher = International Narcotics Control Board
| url=http://www.incb.org/pdf/e/list/green.pdf
| format = PDF
| accessmonthday=November 19 
| accessyear=2005
}}</ref>

[[Image:Methamphetamines.PNG|thumb|A chart comparing the chemical structures of different [[Template:Amphetamines|amphetamine derivatives]]]]

==Books==
*{{cite book
 | last = Seabrook | first = Jeremy
 | title=In the Cities of the South: scenes from a developing world
 | location = London; New York
 | publisher = Verso
 | year=1996
 | id=ISBN 1-85984-986-5
 }}

==See also==
* [[Adderall]]
* [[Attention Deficit Hyperactivity Disorder]]
* [[Benzylpiperazine]]
* [[Clandestine chemistry]]
* [[Ethylamphetamine]]
* [[Dextroamphetamine]] (Dexedrine)
* [[Lisdexamfetamine]]  (Vyvanse)
* [[Methamphetamine]] ([[Desoxyn]])
* [[Methylphenidate]] (Ritalin, Concerta)
* [[Phenethylamine]]s
* [[Propylamphetamine]]
* [[Psychostimulant]]s

==References and notes==

{{reflist|2}}

==External links==
[//addictionrehabtreatment.com/drugs/prescription/stimulants/adderall]
*{{PubChemLink|5826}} ([[D-form]] &mdash; dextroamphetamine)
*{{PubChemLink|3007}} (L-form and D, L-forms) 
*{{PubChemLink|32893}} ([[L-form]] &mdash; Levamphetamine or L-amphetamine)
*[http://www.ncbi.nlm.nih.gov/sites/entrez?Db=pccompound&DbFrom=pccompound&Cmd=Link&LinkName=pccompound_pccompound&LinkReadableName=Similar%20Compounds&IdsFromResult=3007&ordinalpos=1&itool=EntrezSystem2.PEntrez.Pccompound.Pccompound_ResultsPanel.Pccompound_RVDocSum List of 504 Compounds Similar to Amphetamine (PubChem)]
*[http://www.emcdda.europa.eu/?nnodeid=25479 EMCDDA drugs profile: Amphetamine (2007)]
*[http://www.drugs.com/Amphetamine Drugs.com - Amphetamine]
*[http://www.apaic.org Asia & Pacific Amphetamine-Type Stimulants Information Centre]
*[http://www.erowid.org/chemicals/amphetamines/amphetamines.shtml Erowid Amphetamine (Adderall) Vault]

{{Phenethylamines}}
{{Amphetamines}}
{{Psychostimulants, agents used for ADHD and nootropics}}
{{Stimulants}}
{{Methamphetamine}}

[[Category:Amphetamine alkaloids]]
[[Category:Sympathomimetic amines]]
[[Category:Stimulants]]
[[Category:Amphetamines]]
[[Category:Drugs]]

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[[sv:Amfetamin]]
[[tr:Amfetamin]]
[[uk:Амфетамін]]
[[zh:苯丙胺]]

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