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Substance Name: Metamfetamine [INN]
RN: 537-46-2
UNII: 44RAL3456C
InChIKey: MYWUZJCMWCOHBA-VIFPVBQESA-N

Note

  • A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed.

Molecular Formula

  • C10-H15-N

Molecular Weight

  • 149.2355
 

Classification Codes

Classification Codes

  • Adrenergic Agents
  • Adrenergic Uptake Inhibitors
  • Autonomic Agents
  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Dopamine Agents
  • Dopamine Uptake Inhibitors
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Stimulant (Central)
  • Sympathomimetics

Superlist Classification Code

  • DEA Schedule II

Names and Synonyms

Name of Substance

  • d-Methamphetamine
  • Metamfetamine [INN]
  • Methamphetamine

MeSH Heading

  • Methamphetamine

Synonyms

  • (+)-(S)-Deoxyephedrine
  • (+)-2-(N-Methylamino)-1-phenylpropane
  • (+)-Methylamphetamine
  • (+)-N,alpha-Dimethyl-beta-phenylethylamine
  • (+)-N,alpha-Dimethylphenethylamine
  • (+)-N-Methylamphetamine
  • (S)-(+)-Deoxyephedrine
  • (S)-Methamphetamine
  • (S)-Methylamphetamine
  • (S)-N,alpha-Dimethylbenzeneethanamine
  • 1-Phenyl-2-methylamino-propan
  • 1-Phenyl-2-methylamino-propan [German]
  • 1-Phenyl-2-methylaminopropane
  • Benzeneethanamine, N,alpha-dimethyl-, (+)-
  • Crank
  • Crank [Street Name]
  • Crystal Meth
  • Crystal Meth [Street Name]
  • d-(S)-Methamphetamine
  • d-1-Phenyl-2-methylaminopropan
  • d-1-Phenyl-2-methylaminopropan [German]
  • d-1-Phenyl-2-methylaminopropane
  • d-Deoxyephedrine
  • d-Desoxyephedrine
  • d-Methamphetamine
  • d-Methylamphetamine
  • d-N,alpha-Dimethylphenethylamine
  • d-N-Methylamphetamine
  • d-Phenylisopropylmethylamine
  • Desyphed
  • EINECS 208-668-7
  • HSDB 3359
  • ICE
  • ICE [Street Name]
  • l-Methamphetamine
  • Metamfetamina
  • Metamfetamina [INN-Spanish]
  • Metamfetamine
  • Metamfetaminum
  • Metamfetaminum [INN-Latin]
  • Metamfetaminum [Latin]
  • Metamphetamine
  • Metanfetamina
  • Metanfetamina [INN-Spanish]
  • Metanfetamina [Spanish]
  • Meth (Street Name)
  • Methamphetamine
  • Methamphetaminum
  • Methamphetaminum [INN-Latin]
  • Methamphetaminum [JP]
  • Methyl-beta-phenylisopropylamine
  • N-Methyl-beta-phenylisopropylamin
  • N-Methyl-beta-phenylisopropylamin [German]
  • N-Methyl-beta-phenylisopropylamine
  • N-Methylamphetamine
  • Norodin
  • NSC 25115
  • Phenethylamine, N,alpha-dimethyl-, (+)-
  • S-(+)-Methamphetamine
  • Speed
  • Speed [Street Name]
  • Stimulex
  • UNII-44RAL3456C

Systematic Names

  • Benzeneethanamine, N,alpha-dimethyl-, (alphaS)-
  • Benzeneethanamine, N,alpha-dimethyl-, (S)-
  • Methamphetamine
  • Phenethylamine, N,alpha-dimethyl-, (S)-(+)-

Superlist Names

  • DEA No. 1105
  • Methamphetamine, its salts, isomers, and salts of its isomers

Registry Numbers

CAS Registry Number

  • 537-46-2

FDA UNII

  • 44RAL3456C

Other Registry Numbers

  • 139-47-9
  • 14611-50-8
  • 1690-86-4
  • 45952-89-4

System Generated Number

  • 0000537462

Structure Descriptors

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

InChIKey

MYWUZJCMWCOHBA-VIFPVBQESA-N

Smiles

CN[C@@H](C)Cc1ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo unreported 14mg/kg (14mg/kg) BEHAVIORAL: EXCITEMENT Veterinary and Human Toxicology. Vol. 41, Pg. 28, 1999.
mouse LD50 unreported 82mg/kg (82mg/kg)   Forensic Science International. Vol. 96, Pg. 61, 1998.
rat LDLo intraperitoneal 10mg/kg (10mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 98, Pg. 121, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 9.87 (none) 25 EXP
log P (octanol-water) 2.07 (none)   EXP
Water Solubility 1.33E+04 mg/L 25 EST
Vapor Pressure 0.163 mm Hg 25 EST
Henry's Law Constant 2.37E-06 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.26E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.