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Drug

D0081 | Metamfetamine

Molecular Formula C10H15N
Molecular Weight 149.23
Structure
State solid
Route of elimination Excretion 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 life The biological half-life has been reported in the range of 4 to 5 hours.
Absorption Methamphetamine is rapidly absorbed from the gastrointestinal tract with peak methamphetamine concentrations occurring in 3.13 to 6.3 hours post ingestion. Moreover, when administered intranasally or as an inhalation, methamphetamine also demonstrates a high degree of absorption. 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.
Trade names Desoxyn, Methedrine
Description a potent central nervous system (CNS) stimulant

N

N06BA03 Metamfetamine


[N06BA] Centrally acting sympathomimetics


[N06B] PSYCHOSTIMULANTS, AGENTS USED FOR ADHD AND NOOTROPICS


[N06] PSYCHOANALEPTICS


[N] Nervous system

Toxicity Dose Time Species Model Method Action Positive criterion Reference
MITOCHONDRIAL DYNAMICS 0.5, 1, 2 mM Meth for 24 hrs Human neuroblastoma SH- SY5Y 247

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 40 companies from 1 notifications to the ECHA C&L Inventory.


H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


 P264, P270, P301+P310, P321, P330, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]


H301: Toxic if swallowed [Danger Acute toxicity, oral]


H311: Toxic in contact with skin [Danger Acute toxicity, dermal]


H331: Toxic if inhaled [Danger Acute toxicity, inhalation]


H370: Causes damage to organs [Danger Specific target organ toxicity, single exposure]


 P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P310, P302+P352, P303+P361+P353, P304+P340, P307+P311, P311, P312, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
mammal (species unspecified) LD50 subcutaneous 14mg/kg (14mg/kg) German Offenlegungsschrift Patent Document. Vol. #2901868,
rat LD50 subcutaneous 10930ug/kg (10.93mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 253, Pg. 466, 1990.
mouse LD50 intraperitoneal 15mg/kg (15mg/kg) "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 346, 1972.
mammal (species unspecified) LD50 intravenous 9500ug/kg (9.5mg/kg) German Offenlegungsschrift Patent Document. Vol. #2901868,
man TCLo inhalation 28mg/kg (28mg/kg) Veterinary and Human Toxicology. Vol. 41, Pg. 28, 1999.
guinea pig LD50 oral 90mg/kg (90mg/kg) Schweizerische Medizinische Wochenschrift. Vol. 84, Pg. 351, 1954.
mouse LD50 intravenous 6300ug/kg (6.3mg/kg) U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02170,
mouse LD50 subcutaneous 7560ug/kg (7.56mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 214, 1946.

  • Affect lability

  • Agitation

  • Attention deficit/hyperactivity disorder

  • Distractibility

  • Electroencephalogram abnormal

  • Hyperkinesia

  • Learning disability

  • Mood swings

  • Obesity

    • (+ )-Methylamphetamine (+)-(S)-Deoxyephedrine (+)-(S)-N-.alpha.-Dimethylphenethylamine
    (+)-(S)-N-alpha-Dimethylphenethylamine (+)-2-(N-Methylamino)-1-phenylpropane (+)-Methylamphetamine
    (+)-N,.alpha.-Dimethyl-.beta.-phenylethylamine (+)-N,.alpha.-Dimethylphenethylamine (+)-N,.alpha.-Dimethylphenethylamine hydrochloride (Salt/Mix)
    (+)-N,alpha-Dimethyl-beta-phenylethylamine (+)-N,alpha-Dimethylphenethylamine (+)-N-Methylamphetamine
    (+)-methamphetamine (2S)-N-methyl-1-phenylpropan-2-amine (S)-(+)-Deoxyephedrine
    (S)-(+)-Methamphetamine (S)-(+)-N,alpha,dimethylphenethylamine (S)-Methamphetamine
    (S)-Methylamphetamine (S)-N,alpha-Dimethylbenzeneethanamine (S)-N,alpha-Dimethylbenzeneethanoamine
    (S)-N-methyl-1-phenylpropan-2-amine (alphaS)-N,alpha-dimethylbenzeneethanamine 1-Phenyl-2-methylamino-propan
    1-Phenyl-2-methylamino-propan [German] 1-Phenyl-2-methylaminopropane 139-47-9
    2S-(+)-Methamphetamine 44RAL3456C 537-46-2
    B40 BDBM50359499 Benzeneethanamine, N,.alpha.-dimethyl-, (+)-
    Benzeneethanamine, N,.alpha.-dimethyl-, (S)- Benzeneethanamine, N,alpha-dimethyl-, (+)- Benzeneethanamine, N,alpha-dimethyl-, (S)-
    Benzeneethanamine, N,alpha-dimethyl-, (alphaS)- Benzeneethanamine, N,alpha-dimethyl-, (alphaS)- (9CI) Benzeneethanamine,.alpha.-dimethyl-, (+)-
    Benzeneethanamine,.alpha.-dimethyl-, (S)- C07164 C10H15N
    CHEBI:6809 CHEMBL1201201 Crank
    Crank [Street Name] Crystal Meth Crystal Meth [Street Name]
    D-1-Phenyl-2-methylaminopropan D-1-Phenyl-2-methylaminopropane D-N,alpha-dimethylphenethylamine
    D08187 DB01577 DEA No. 1105
    DTXSID8037128 Desoxyephedrine hydrochloride (Salt/Mix) Desyphed
    Desyphed hydrochloride (Salt/Mix) EINECS 208-668-7 Epitope ID:178090
    HSDB 3359 ICE [Street Name] LS-103331
    METHAMPHETAMINE MYWUZJCMWCOHBA-VIFPVBQESA-N Metamfetamina
    Metamfetamina [INN-Spanish] Metamfetamine Metamfetamine (INN)
    Metamfetamine [INN] Metamfetaminum Metamfetaminum [INN-Latin]
    Metamfetaminum [Latin] Metamphetamine Metanfetamina
    Metanfetamina [INN-Spanish] Metanfetamina [Spanish] Meth
    Meth (Street Name) Methamphetamine hydrochloride Methamphetamine, its salts, isomers, and salts of its isomers
    Methamphetaminum Methamphetaminum [INN-Latin] Methamphetaminum [JP]
    Methyl-.beta.-phenylisopropylamine Methyl-beta-phenylisopropylamine Methylamphetamine
    N-Methyl-1-phenyl-2-propanamine N-Methyl-1-phenyl-2-propanamine # N-Methyl-beta-phenylisopropylamin
    N-Methyl-beta-phenylisopropylamin [German] N-Methyl-beta-phenylisopropylamine N-Methylamphetamine
    NSC 25115 NSC-25115 NSC25115
    Norodin PDSP1_001404 PDSP1_001405
    PDSP2_001388 PDSP2_001389 Phenethylamine, N,.alpha.-dimethyl-, (+)-
    Phenethylamine, N,.alpha.-dimethyl-, (S)-(+)- Phenethylamine, N,alpha-dimethyl-, (+)- Phenethylamine, N,alpha-dimethyl-, (S)-(+)-
    Phenethylamine, N,alpha-dimethyl-, (S)-(+)- (8CI) Phenethylamine,.alpha.-dimethyl-, (+)- Phenethylamine,.alpha.-dimethyl-, (S)-(+)-
    Q191924 S(+)-Methamphetamine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material S-(+)-Methamphetamine
    SCHEMBL42615 Speed Speed [Street Name]
    Stimulex UNII-13ZT6YG5SD component MYWUZJCMWCOHBA-VIFPVBQESA-N UNII-44RAL3456C
    WLN: 1MY1&1R -D ZINC6021043 d-(S)-Methamphetamine
    d-1-Phenyl-2-methylaminopropan [German] d-Deoxyephedrine d-Desoxyephedrine
    d-Methamphetamine d-Methylamphetamine d-N,.alpha.-Dimethylphenethylamine
    d-N,a-dimethylphenethylamine d-N-Methylamphetamine d-Phenylisopropylmethylamine
    dextromethamphetamine intra-venous methamphetamine methyl[(2S)-1-phenylpropan-2-yl]amine

    DrugBank Name Metamfetamine
    DrugBank DB01577
    CAS Number 51-57-0, 537-46-2
    PubChem Compound 10836
    KEGG Compound ID C07164
    KEGG Drug D08187
    PubChem.Substance 46508541
    ChEBI 6809
    PharmGKB PA450403
    ChemSpider 10379
    BindingDB 50359499.0
    TTD DAP001496
    Wikipedia Methamphetamine
    HET B40

    1. Dykens et al. (2007)