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Identification
NameMethamphetamine
Accession NumberDB01577
Typesmall molecule
Groupsapproved, illicit
Description

Methamphetamine is a psychostimulant and sympathomimetic drug. It is a member of the amphetamine group of sympathomimetic amines. Methamphetamine can induce effects such as euphoria, increased alertness and energy, and enhanced self-esteem. It is a scheduled drug in most countries due to its high potential for addiction and abuse.

Structure
Thumb
Synonyms
SynonymLanguageCode
(+)-(S)-N-α-dimethylphenethylamineNot AvailableNot Available
(S)-N,α-dimethylbenzeneethanamineNot AvailableNot Available
(αS)-N,α-dimethylbenzeneethanamineNot AvailableNot Available
d-1-phenyl-2-methylaminopropaneNot AvailableNot Available
d-deoxyephedrineNot AvailableNot Available
d-desoxyephedrineNot AvailableNot Available
d-N-methylamphetamineNot AvailableNot Available
d-phenylisopropylmethylamineNot AvailableNot Available
MétamfétamineFrenchINN
MetamfetaminumLatinINN
MetanfetaminaSpanishINN
MethamphetaminumLatinINN
methyl-β-phenylisopropylamineNot AvailableNot Available
Salts
Name/CAS Structure Properties
Methamphetamine hydrochloride
Thumb
  • InChI Key: MYWUZJCMWCOHBA-VIFPVBQESA-N
  • Monoisotopic Mass: 149.120449485
  • Average Mass: 149.2328
DBSALT000734
Brand names
NameCompany
DesoxynNot Available
Brand mixturesNot Available
Categories
CAS number537-46-2
WeightAverage: 149.2328
Monoisotopic: 149.120449485
Chemical FormulaC10H15N
InChI KeyInChIKey=MYWUZJCMWCOHBA-VIFPVBQESA-N
InChI
InChI=1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m0/s1
IUPAC Name
methyl[(2S)-1-phenylpropan-2-yl]amine
SMILES
CN[C@@H](C)CC1=CC=CC=C1
Mass Specshow(2.96 KB)
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassPhenethylamines
Direct parentAmphetamines and Derivatives
Alternative parentsPolyamines; Dialkylamines
Substituentspolyamine; secondary aliphatic amine; secondary amine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
Pharmacology
IndicationFor the treatment of Attention Deficit Disorder with Hyperactivity (ADHD) and exogenous obesity.
PharmacodynamicsMethamphetamine is a potent central nervous system stimulant which affects neurochemical mechanisms responsible for regulating heart rate, body temperature, blood pressure, appetite, attention, mood and responses associated with alertness or alarm conditions. The acute effects of the drug closely resemble the physiological and psychological effects of an epinephrine-provoked fight-or-flight response, including increased heart rate and blood pressure, vasoconstriction (constriction of the arterial walls), bronchodilation, and hyperglycemia (increased blood sugar). Users experience an increase in focus, increased mental alertness, and the elimination of fatigue, as well as a decrease in appetite.
Mechanism of actionMethamphetamine enters the brain and triggers a cascading release of norepinephrine, dopamine and serotonin. To a lesser extent methamphetamine acts as a dopaminergic and adrenergic reuptake inhibitor and in high concentrations as a monamine oxidase inhibitor (MAOI). The mechanism of action involved in producing the beneficial behavioral changes seen in hyperkinetic children receiving methamphetamine is unknown.
AbsorptionMethamphetamine is rapidly absorbed from the gastrointestinal tract with peak methamphetamine concentrations occurring in 3.13 to 6.3 hours post ingestion. Methamphetamine is also well absorbed following inhalation and following intranasal administration. It is distributed to most parts of the body. Because methamphetamine has a high lipophilicity it is distributed across the blood brain barrier and crosses the placenta.
Volume of distributionNot Available
Protein bindingNot Available
Metabolism

Hepatic. The primary site of metabolism is in the liver by aromatic hydroxylation, N-dealkylation and deamination. At least seven metabolites have been identified in the urine, with the main metabolites being amphetamine (active) and 4-hydroxymethamphetamine. Other minor metabolites include 4-hydroxyamphetamine, norephedrine, and 4-hydroxynorephedrine.

SubstrateEnzymesProduct
Methamphetamine
    NorephedrineDetails
    Methamphetamine
      4-hydroxyamphetamineDetails
      Methamphetamine
        4-hydroxymethamphetamineDetails
        Methamphetamine
          4-HydroxynorephedrineDetails
          Route of eliminationExcretion occurs primarily in the urine, the rate of which is dependent on urine pH. Between 30-54% of an oral dose is excreted in urine as unchanged methamphetamine and 10-23% as unchanged amphetamine. Following an intravenous dose, 45% is excreted as unchanged parent drug and 7% amphetamine.
          Half lifeThe biological half-life has been reported in the range of 4 to 5 hours.
          ClearanceNot Available
          ToxicityManifestations of acute overdosage with methamphetamine include restlessness, tremor, hyperreflexia, rapid respiration, confusion, assaultiveness, hallucinations, panic states, hyperpyrexia, and rhabdomyolysis. Fatigue and depression usually follow the central stimulation. Cardiovascular effects include arrhythmias, hypertension or hypotension, and circulatory collapse. Gastrointestinal symptoms include nausea, vomiting, diarrhea, and abdominal cramps. Fatal poisoning usually terminates in convulsions and coma.
          Affected organisms
          • Humans and other mammals
          PathwaysNot Available
          SNP Mediated EffectsNot Available
          SNP Mediated Adverse Drug Reactions
          Interacting Gene/EnzymeSNP RS IDAllele nameDefining changeAdverse ReactionReference(s)
          PRKCA-binding protein
          Gene symbol: PICK1
          UniProt: Q9NRD5
          rs713729 Not AvailableT alleleMethamphetamine psychosis and addiction17606663
          PRKCA-binding protein
          Gene symbol: PICK1
          UniProt: Q9NRD5
          rs2076369 Not AvailableG alleleMethamphetamine psychosis and addiction17606663
          ADMET
          Predicted ADMET features
          Property Value Probability
          Human Intestinal Absorption + 0.993
          Blood Brain Barrier + 0.9695
          Caco-2 permeable + 0.8675
          P-glycoprotein substrate Non-substrate 0.6682
          P-glycoprotein inhibitor I Non-inhibitor 0.9338
          P-glycoprotein inhibitor II Non-inhibitor 0.9816
          Renal organic cation transporter Non-inhibitor 0.736
          CYP450 2C9 substrate Non-substrate 0.7898
          CYP450 2D6 substrate Substrate 0.8919
          CYP450 3A4 substrate Non-substrate 0.7
          CYP450 1A2 substrate Non-inhibitor 0.6771
          CYP450 2C9 substrate Non-inhibitor 0.957
          CYP450 2D6 substrate Inhibitor 0.8695
          CYP450 2C19 substrate Non-inhibitor 0.7754
          CYP450 3A4 substrate Non-inhibitor 0.9536
          CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9095
          Ames test Non AMES toxic 0.9306
          Carcinogenicity Non-carcinogens 0.8161
          Biodegradation Not ready biodegradable 0.7508
          Rat acute toxicity 3.1862 LD50, mol/kg Not applicable
          hERG inhibition (predictor I) Weak inhibitor 0.9443
          hERG inhibition (predictor II) Non-inhibitor 0.9118
          Pharmacoeconomics
          Manufacturers
          • Lundbeck inc
          • Able laboratories inc
          • Coastal pharmaceuticals inc
          • Rexar pharmacal
          • Teva pharmaceuticals usa inc
          Packagers
          Dosage forms
          FormRouteStrength
          TabletOral
          Prices
          Unit descriptionCostUnit
          Desoxyn 5 mg tablet5.1USDtablet
          Methamphetamine 5 mg tablet3.6USDtablet
          DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
          PatentsNot Available
          Properties
          Statesolid
          Experimental Properties
          PropertyValueSource
          logP2.07HANSCH,C ET AL. (1995)
          pKa9.87 (at 25 °C)PERRIN,DD (1965)
          Predicted Properties
          PropertyValueSource
          water solubility9.28e-01 g/lALOGPS
          logP2.23ALOGPS
          logP2.24ChemAxon
          logS-2.2ALOGPS
          pKa (strongest basic)10.21ChemAxon
          physiological charge1ChemAxon
          hydrogen acceptor count1ChemAxon
          hydrogen donor count1ChemAxon
          polar surface area12.03ChemAxon
          rotatable bond count3ChemAxon
          refractivity48.48ChemAxon
          polarizability18.04ChemAxon
          number of rings1ChemAxon
          bioavailability1ChemAxon
          rule of fiveYesChemAxon
          Ghose filterNoChemAxon
          Veber's ruleYesChemAxon
          MDDR-like ruleNoChemAxon
          Spectra
          SpectraNot Available
          References
          Synthesis Reference

          Nobuyuki Shigetoh, Hiroshi Nakayama, Jinsei Miyazaki, Tadayasu Mitsumata, “Labelling colors for detecting cocaine or methamphetamine, method of preparing the same and detector for cocaine or methamphetamine.” U.S. Patent US5571727, issued October, 1981.

          US5571727
          General Reference
          1. Schepers RJ, Oyler JM, Joseph RE Jr, Cone EJ, Moolchan ET, Huestis MA: Methamphetamine and amphetamine pharmacokinetics in oral fluid and plasma after controlled oral methamphetamine administration to human volunteers. Clin Chem. 2003 Jan;49(1):121-32. Pubmed
          2. McGregor C, Srisurapanont M, Jittiwutikarn J, Laobhripatr S, Wongtan T, White JM: The nature, time course and severity of methamphetamine withdrawal. Addiction. 2005 Sep;100(9):1320-9. Pubmed
          3. Bennett BA, Hollingsworth CK, Martin RS, Harp JJ: Methamphetamine-induced alterations in dopamine transporter function. Brain Res. 1998 Jan 26;782(1-2):219-27. Pubmed
          4. Hasan AA, Ciancio S: Relationship between amphetamine ingestion and gingival enlargement. Pediatr Dent. 2004 Sep-Oct;26(5):396-400. Pubmed
          5. Shaner JW: Caries associated with methamphetamine abuse. J Mich Dent Assoc. 2002 Sep;84(9):42-7. Pubmed
          External Links
          ResourceLink
          KEGG CompoundC07164
          PubChem Compound10836
          PubChem Substance46508541
          ChemSpider10379
          ChEBI6809
          ChEMBLCHEMBL1201201
          Therapeutic Targets DatabaseDAP001496
          PharmGKBPA450403
          RxListhttp://www.rxlist.com/cgi/generic/methamphetamine.htm
          Drugs.comhttp://www.drugs.com/methamphetamine.html
          WikipediaMethamphetamine
          ATC CodesN06BA03
          AHFS CodesNot Available
          PDB EntriesNot Available
          FDA labelshow(55.2 KB)
          MSDSNot Available
          Interactions
          Drug Interactions
          Drug
          ChlorpromazineDecreased anorexic effect, may increases psychotic symptoms
          FluoxetineRisk of serotoninergic syndrome
          FluphenazineDecreased anorexic effect, may increase psychotic symptoms
          FluvoxamineRisk of serotoninergic syndrome
          GuanethidineMethamphetamine may decrease the effect of guanethidine.
          IsocarboxazidPossible hypertensive crisis
          MesoridazineDecreased anorexic effect, may increase psychotic symptoms
          MethotrimeprazineDecreased anorexic effect, may increase psychotic symptoms
          ParoxetineRisk of serotoninergic syndrome
          PerphenazineDecreased anorexic effect, may increase psychotic symptoms
          PhenelzinePossible hypertensive crisis
          ProchlorperazineDecreased anorexic effect, may increase pyschotic symptoms
          PromethazineDecreased anorexic effect, may increase pyschotic symptoms
          PropericiazineDecreased anorexic effect, may increase pyschotic symptoms
          RasagilinePossible hypertensive crisis
          TerbinafineTerbinafine may reduce the metabolism and clearance of Methamphetamine. Consider alternate therapy or monitor for therapeutic/adverse effects of Methamphetamine if Terbinafine is initiated, discontinued or dose changed.
          ThioridazineDecreased anorexic effect, may increase psychotic symptoms
          TramadolIncreased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
          TrandolaprilMethamphetamine may reduce the efficacy of Trandolapril.
          TranylcypromineThe MAO inhibitor, Tranylcypromine, may increase the vasopressor effect of the amphetamine, Methamphetamine. Concomitant therapy should be avoided.
          TrifluoperazineDecreased anorexic effect, may increase psychotic symptoms
          TriprolidineTriprolidine may reduce the sedative effect of the antihistamine, Methamphetamine.
          Food InteractionsNot Available

          1. Sodium-dependent dopamine transporter

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: negative modulator

          Components

          Name UniProt ID Details
          Sodium-dependent dopamine transporter Q01959 Details

          References:

          1. Escubedo E, Camarasa J, Chipana C, Garcia-Rates S, Pubill D: Involvement of nicotinic receptors in methamphetamine- and MDMA-induced neurotoxicity: pharmacological implications. Int Rev Neurobiol. 2009;88:121-66. Pubmed
          2. Lott DC, Kim SJ, Cook EH Jr, de Wit H: Dopamine transporter gene associated with diminished subjective response to amphetamine. Neuropsychopharmacology. 2005 Mar;30(3):602-9. Pubmed
          3. Fone KC, Nutt DJ: Stimulants: use and abuse in the treatment of attention deficit hyperactivity disorder. Curr Opin Pharmacol. 2005 Feb;5(1):87-93. Pubmed
          4. Miller GM, Verrico CD, Jassen A, Konar M, Yang H, Panas H, Bahn M, Johnson R, Madras BK: Primate trace amine receptor 1 modulation by the dopamine transporter. J Pharmacol Exp Ther. 2005 Jun;313(3):983-94. Epub 2005 Mar 11. Pubmed
          5. Garcia BG, Wei Y, Moron JA, Lin RZ, Javitch JA, Galli A: Akt is essential for insulin modulation of amphetamine-induced human dopamine transporter cell-surface redistribution. Mol Pharmacol. 2005 Jul;68(1):102-9. Epub 2005 Mar 28. Pubmed
          6. Madras BK, Miller GM, Fischman AJ: The dopamine transporter and attention-deficit/hyperactivity disorder. Biol Psychiatry. 2005 Jun 1;57(11):1397-409. Epub 2005 Jan 5. Pubmed
          7. Kahlig KM, Binda F, Khoshbouei H, Blakely RD, McMahon DG, Javitch JA, Galli A: Amphetamine induces dopamine efflux through a dopamine transporter channel. Proc Natl Acad Sci U S A. 2005 Mar 1;102(9):3495-500. Epub 2005 Feb 22. Pubmed
          8. Fleckenstein AE, Volz TJ, Riddle EL, Gibb JW, Hanson GR: New insights into the mechanism of action of amphetamines. Annu Rev Pharmacol Toxicol. 2007;47:681-98. Pubmed

          2. Sodium-dependent serotonin transporter

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: negative modulator

          Components

          Name UniProt ID Details
          Sodium-dependent serotonin transporter P31645 Details

          References:

          1. Numachi Y, Ohara A, Yamashita M, Fukushima S, Kobayashi H, Hata H, Watanabe H, Hall FS, Lesch KP, Murphy DL, Uhl GR, Sora I: Methamphetamine-induced hyperthermia and lethal toxicity: role of the dopamine and serotonin transporters. Eur J Pharmacol. 2007 Oct 31;572(2-3):120-8. Epub 2007 Jun 27. Pubmed
          2. Tellez R, Rocha L, Castillo C, Meneses A: Autoradiographic study of serotonin transporter during memory formation. Behav Brain Res. 2010 Sep 1;212(1):12-26. Epub 2010 Mar 11. Pubmed
          3. Sora I, Li B, Fumushima S, Fukui A, Arime Y, Kasahara Y, Tomita H, Ikeda K: Monoamine transporter as a target molecule for psychostimulants. Int Rev Neurobiol. 2009;85:29-33. Pubmed

          3. Sodium-dependent noradrenaline transporter

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: negative modulator

          Components

          Name UniProt ID Details
          Sodium-dependent noradrenaline transporter P23975 Details

          References:

          1. Fleckenstein AE, Volz TJ, Riddle EL, Gibb JW, Hanson GR: New insights into the mechanism of action of amphetamines. Annu Rev Pharmacol Toxicol. 2007;47:681-98. Pubmed
          2. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed

          4. Synaptic vesicular amine transporter

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: inhibitor

          Components

          Name UniProt ID Details
          Synaptic vesicular amine transporter Q05940 Details

          References:

          1. Horton DB, Siripurapu KB, Norrholm SD, Culver JP, Hojahmat M, Beckmann JS, Harrod SB, Deaciuc AG, Bardo MT, Crooks PA, Dwoskin LP: meso-Transdiene Analogs Inhibit Vesicular Monoamine Transporter-2 Function and Methamphetamine-evoked Dopamine Release. J Pharmacol Exp Ther. 2010 Dec 21. Pubmed
          2. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed
          3. Sulzer D, Chen TK, Lau YY, Kristensen H, Rayport S, Ewing A: Amphetamine redistributes dopamine from synaptic vesicles to the cytosol and promotes reverse transport. J Neurosci. 1995 May;15(5 Pt 2):4102-8. Pubmed
          4. Yasumoto S, Tamura K, Karasawa J, Hasegawa R, Ikeda K, Yamamoto T, Yamamoto H: Inhibitory effect of selective serotonin reuptake inhibitors on the vesicular monoamine transporter 2. Neurosci Lett. 2009 May 1;454(3):229-32. Epub 2009 Mar 18. Pubmed
          5. Fleckenstein AE, Volz TJ, Riddle EL, Gibb JW, Hanson GR: New insights into the mechanism of action of amphetamines. Annu Rev Pharmacol Toxicol. 2007;47:681-98. Pubmed

          5. Chromaffin granule amine transporter

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: inhibitor

          Components

          Name UniProt ID Details
          Chromaffin granule amine transporter P54219 Details

          References:

          1. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed
          2. Henry JP, Sagne C, Bedet C, Gasnier B: The vesicular monoamine transporter: from chromaffin granule to brain. Neurochem Int. 1998 Mar;32(3):227-46. Pubmed
          3. Fleckenstein AE, Volz TJ, Riddle EL, Gibb JW, Hanson GR: New insights into the mechanism of action of amphetamines. Annu Rev Pharmacol Toxicol. 2007;47:681-98. Pubmed

          6. Trace amine-associated receptor 1

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: agonist

          Components

          Name UniProt ID Details
          Trace amine-associated receptor 1 Q96RJ0 Details

          References:

          1. Grandy DK: Trace amine-associated receptor 1-Family archetype or iconoclast? Pharmacol Ther. 2007 Dec;116(3):355-90. Epub 2007 Jul 17. Pubmed
          2. Borowsky B, Adham N, Jones KA, Raddatz R, Artymyshyn R, Ogozalek KL, Durkin MM, Lakhlani PP, Bonini JA, Pathirana S, Boyle N, Pu X, Kouranova E, Lichtblau H, Ochoa FY, Branchek TA, Gerald C: Trace amines: identification of a family of mammalian G protein-coupled receptors. Proc Natl Acad Sci U S A. 2001 Jul 31;98(16):8966-71. Epub 2001 Jul 17. Pubmed
          3. Reese EA, Bunzow JR, Arttamangkul S, Sonders MS, Grandy DK: Trace amine-associated receptor 1 displays species-dependent stereoselectivity for isomers of methamphetamine, amphetamine, and para-hydroxyamphetamine. J Pharmacol Exp Ther. 2007 Apr;321(1):178-86. Epub 2007 Jan 11. Pubmed
          4. Xie Z, Westmoreland SV, Bahn ME, Chen GL, Yang H, Vallender EJ, Yao WD, Madras BK, Miller GM: Rhesus monkey trace amine-associated receptor 1 signaling: enhancement by monoamine transporters and attenuation by the D2 autoreceptor in vitro. J Pharmacol Exp Ther. 2007 Apr;321(1):116-27. Epub 2007 Jan 18. Pubmed
          5. Wolinsky TD, Swanson CJ, Smith KE, Zhong H, Borowsky B, Seeman P, Branchek T, Gerald CP: The Trace Amine 1 receptor knockout mouse: an animal model with relevance to schizophrenia. Genes Brain Behav. 2007 Oct;6(7):628-39. Epub 2006 Dec 21. Pubmed
          6. Xie Z, Miller GM: Trace amine-associated receptor 1 is a modulator of the dopamine transporter. J Pharmacol Exp Ther. 2007 Apr;321(1):128-36. Epub 2007 Jan 18. Pubmed
          7. Miller GM, Verrico CD, Jassen A, Konar M, Yang H, Panas H, Bahn M, Johnson R, Madras BK: Primate trace amine receptor 1 modulation by the dopamine transporter. J Pharmacol Exp Ther. 2005 Jun;313(3):983-94. Epub 2005 Mar 11. Pubmed

          7. Alpha-2A adrenergic receptor

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: agonist

          Components

          Name UniProt ID Details
          Alpha-2A adrenergic receptor P08913 Details

          References:

          1. Jeng CH, Wang Y: Methamphetamine modulates GABA-induced electrophysiological depression by alternating noradrenergic actions in cerebellar Purkinje neurons. Psychopharmacology (Berl). 1998 Mar;136(2):132-8. Pubmed
          2. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed
          3. Nishio M, Kanda Y, Mizuno K, Watanabe Y: Methamphetamine increases the hippocampal alpha(2A)-adrenergic receptor and Galpha(o) in mice. Neurosci Lett. 2002 Dec 16;334(3):145-8. Pubmed

          8. Alpha-2B adrenergic receptor

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: agonist

          Components

          Name UniProt ID Details
          Alpha-2B adrenergic receptor P18089 Details

          References:

          1. Jeng CH, Wang Y: Methamphetamine modulates GABA-induced electrophysiological depression by alternating noradrenergic actions in cerebellar Purkinje neurons. Psychopharmacology (Berl). 1998 Mar;136(2):132-8. Pubmed
          2. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed

          9. Alpha-2C adrenergic receptor

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: agonist

          Components

          Name UniProt ID Details
          Alpha-2C adrenergic receptor P18825 Details

          References:

          1. Jeng CH, Wang Y: Methamphetamine modulates GABA-induced electrophysiological depression by alternating noradrenergic actions in cerebellar Purkinje neurons. Psychopharmacology (Berl). 1998 Mar;136(2):132-8. Pubmed
          2. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed

          10. Amine oxidase [flavin-containing] A

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: inhibitor

          Components

          Name UniProt ID Details
          Amine oxidase [flavin-containing] A P21397 Details

          References:

          1. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed
          2. Ulus IH, Maher TJ, Wurtman RJ: Characterization of phentermine and related compounds as monoamine oxidase (MAO) inhibitors. Biochem Pharmacol. 2000 Jun 15;59(12):1611-21. Pubmed

          11. Amine oxidase [flavin-containing] B

          Kind: protein

          Organism: Human

          Pharmacological action: yes

          Actions: inhibitor

          Components

          Name UniProt ID Details
          Amine oxidase [flavin-containing] B P27338 Details

          References:

          1. Sulzer D, Sonders MS, Poulsen NW, Galli A: Mechanisms of neurotransmitter release by amphetamines: a review. Prog Neurobiol. 2005 Apr;75(6):406-33. Pubmed
          2. Ulus IH, Maher TJ, Wurtman RJ: Characterization of phentermine and related compounds as monoamine oxidase (MAO) inhibitors. Biochem Pharmacol. 2000 Jun 15;59(12):1611-21. Pubmed

          1. Cytochrome P450 2D6

          Kind: protein

          Organism: Human

          Pharmacological action: unknown

          Actions: substrate inhibitor

          Components

          Name UniProt ID Details
          Cytochrome P450 2D6 P10635 Details

          References:

          1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. Epub 2009 Nov 24. Pubmed

          1. Solute carrier family 22 member 3

          Kind: protein

          Organism: Human

          Pharmacological action: unknown

          Actions: inhibitor

          Components

          Name UniProt ID Details
          Solute carrier family 22 member 3 O75751 Details

          References:

          1. Wu X, Kekuda R, Huang W, Fei YJ, Leibach FH, Chen J, Conway SJ, Ganapathy V: Identity of the organic cation transporter OCT3 as the extraneuronal monoamine transporter (uptake2) and evidence for the expression of the transporter in the brain. J Biol Chem. 1998 Dec 4;273(49):32776-86. Pubmed

          2. Solute carrier family 22 member 5

          Kind: protein

          Organism: Human

          Pharmacological action: unknown

          Actions: inhibitor

          Components

          Name UniProt ID Details
          Solute carrier family 22 member 5 O76082 Details

          References:

          1. Wu X, Prasad PD, Leibach FH, Ganapathy V: cDNA sequence, transport function, and genomic organization of human OCTN2, a new member of the organic cation transporter family. Biochem Biophys Res Commun. 1998 May 29;246(3):589-95. Pubmed
          2. Wu X, Huang W, Prasad PD, Seth P, Rajan DP, Leibach FH, Chen J, Conway SJ, Ganapathy V: Functional characteristics and tissue distribution pattern of organic cation transporter 2 (OCTN2), an organic cation/carnitine transporter. J Pharmacol Exp Ther. 1999 Sep;290(3):1482-92. Pubmed

          Comments
          Drug created on August 29, 2007 08:51 / Updated on September 16, 2013 17:15