Amphetamine

• Catalog No.: DB00182
• CAS Number: 300-62-9
• M. F.: C9H13N
• M. W.: 135.20622

SYNONYMS

• IUPAC name: (2S)-1-phenylpropan-2-amine
• IUPAC Traditional name: dextroamphetamine
• Brand Name: Allodene; Sympamin; Benzolone; Raphetamine; Benzedrine; Dexampex; Dextrostat; Fenamin; Phenedrine; Psychedrine; Rhinalator; Sympamine; Sympatedrine; Dexedrine; Finam; Mecodrin; Norephedrane; Oktedrin; Paredrine; Profamina; Simpatedrin; Actedron; Adipan; Anorexide; Anorexine; Benzebar; Desoxyn; Elastonon; Ferndex; Isoamycin; Isoamyne; Isomyn; Methampex; Novydrine; Ortedrine; Percomon; Phenamine; Propisamine; Simpatina; Weckamine
• Synonyms: Amphetamine Sulfate; 1-Methyl-2-phenylethylamine; 1-Phenyl-2-aminopropane; Methamphetamine HCL; (+/-)-beta-Phenylisopropylamine; (+/-)-Benzedrine; (+/-)-Desoxynorephedrine; 3-Methoxy-a-methylbenzeneethanamine; 3-Methoxyamphetamine; alpha-Methylbenzeneethaneamine; dl-1-Phenyl-2-aminopropane; DL-alpha-Methylphenethylamine; dl-Amphetamine; dl-Benzedrine; Fenylo-izopropylaminyl; m-Methoxyamphetamine; [1-(3-Methoxyphenyl)-2-propyl]amine; Phenylisopropylamine; 3-Methoxyphenylisopropylamine; beta-Aminopropylbenzene; m-Methoxy-a-methylphenethylamine; Amfetamine; beta-phenyl-isopropylamine

DATABASE IDS

• CAS Number: 300-62-9

PROPERTIES

• Hydrophobicity(logP): 1.8
• Solubility: Slightly

DETAILS

Description (English)

• Drug Groups: illicit; approved
• Description: Amphetamine is a chiral compound. The racemic mixture can be divided into its optical antipodes: levo- and dextro-amphetamine. Amphetamine is the parent compound of its own structural class, comprising a broad range of psychoactive derivatives, e.g., MDMA (Ecstasy) and the N-methylated form, methamphetamine. Amphetamine is a homologue of phenethylamine.
• Indication: For treatment of Attention Deficit Disorder with Hyperactivity (ADDH) and narcolepsy in children.
• Pharmacology: Amphetamine and dextroamphetamine, non-catechloamine sypathomimetic agents, are used in combination to treat attention-deficit hyperactivity disorder (ADHD) or narcolepsy. Adderall consists of equivalent amounts of amphetamine aspartate, amphetamine sulfate, dextroamphetamine saccharate, and dextroamphetamine sulfate.
• Toxicity: LD₅₀=180 mg/kg(subcutaneous injection in rat). The most common presenting symptoms seen are agitation, hallucinations, suicidal behaviour, and chest pain.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Amphetamine forms easily absorbed molecules that are highly lipid soluble
• Half Life: 10 hours
• Protein Binding: 15-40%
• References: Leith NJ, Kuczenski R: Chronic amphetamine: tolerance and reverse tolerance reflect different behavioral actions of the drug. Pharmacol Biochem Behav. 1981 Sep;15(3):399-404. [Pubmed] ; Chaudhry IA, Turkanis SA, Karler R: Characteristics of "reverse tolerance" to amphetamine-induced locomotor stimulation in mice. Neuropharmacology. 1988 Aug;27(8):777-81. [Pubmed] ; Sax KW, Strakowski SM: Behavioral sensitization in humans. J Addict Dis. 2001;20(3):55-65. [Pubmed] ; 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]
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

REFERENCES

• 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
• Sax KW, Strakowski SM: Behavioral sensitization in humans. J Addict Dis. 2001;20(3):55-65. Pubmed
• Leith NJ, Kuczenski R: Chronic amphetamine: tolerance and reverse tolerance reflect different behavioral actions of the drug. Pharmacol Biochem Behav. 1981 Sep;15(3):399-404. Pubmed
• Chaudhry IA, Turkanis SA, Karler R: Characteristics of "reverse tolerance" to amphetamine-induced locomotor stimulation in mice. Neuropharmacology. 1988 Aug;27(8):777-81. Pubmed