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amphetamine

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Identification
Molecular formula
C9H13N
CAS number
300-62-9
IUPAC name
(2R)-1-phenylpropan-2-amine
State
State

At room temperature, amphetamine is typically in a liquid state but can also be found as a solid in its salt forms.

Melting point (Celsius)
11.30
Melting point (Kelvin)
284.45
Boiling point (Celsius)
203.00
Boiling point (Kelvin)
476.15
General information
Molecular weight
135.21g/mol
Molar mass
135.2110g/mol
Density
0.9200g/cm3
Appearence

Amphetamine is a colorless liquid at room temperature and can also be encountered as a white or off-white crystalline powder when purified and processed for use.

Comment on solubility

Solubility of (2R)-1-phenylpropan-2-amine

(2R)-1-phenylpropan-2-amine, also known as isomer of phenylpropan-2-amine, exhibits interesting solubility characteristics due to its structural properties. This compound, which contains both an aromatic ring and an amine functional group, shows varying solubility in different solvents. Below are some key aspects of its solubility:

  • Polar solvents: (2R)-1-phenylpropan-2-amine is generally soluble in polar solvents such as water and alcohols. The amine group can participate in hydrogen bonding, enhancing its solubility.
  • Nonpolar solvents: In contrast, the presence of the hydrophobic phenyl group may render the compound less soluble in nonpolar solvents. Thus, caution should be taken when considering solvent choice.
  • Temperature effects: Solubility can also be influenced by temperature, with higher temperatures typically increasing solubility in many cases.

Understanding the solubility of (2R)-1-phenylpropan-2-amine is critical for its application in various chemical reactions and formulations. In conclusion, while the amine group significantly enhances solubility in polar environments, the aromatic ring introduces complexities that can affect its behavior in nonpolar mediums. Thus, always take into account both the functional groups and the solvent properties when assessing solubility.

Interesting facts

Interesting Facts about (2R)-1-phenylpropan-2-amine

(2R)-1-phenylpropan-2-amine, also known as amphetamine, holds a significant place in both pharmacology and popular culture. It is a powerful central nervous system stimulant that has been utilized in various therapeutic contexts.

Uses and Applications

  • Medical Uses: Amphetamine is primarily used to treat attention deficit hyperactivity disorder (ADHD) and narcolepsy. Its stimulant properties help increase attention and decrease impulsiveness in patients.
  • Psychological Effects: The compound enhances the release of neurotransmitters such as dopamine and norepinephrine, contributing to its mood-elevating and energy-boosting effects.
  • Weight Control: Historically, amphetamine was also used as an appetite suppressant for weight management.

Historical Context

The discovery of amphetamine dates back to the late 19th century and it was synthesized for the first time in 1887. However, it became widely known during the 1930s when it was used as a treatment for various respiratory conditions. Its stimulating effects were later recognized and repurposed for ADHD during the mid-20th century.

Controversies and Regulations

Due to its potential for abuse and addiction, amphetamine is classified as a controlled substance in many countries. Some important points include:

  • Amphetamines have been associated with performance-enhancing use in sports, leading to debates about fairness and integrity in athletic competition.
  • While they offer therapeutic benefits, non-medical use of amphetamines can lead to serious health risks, including cardiovascular problems and psychological dependency.

Modern Research

Recent studies have continued to explore the therapeutic benefits of amphetamines and their mechanism of action in the brain. Researchers are investigating:

  • The potential of amphetamines to treat other conditions, such as treatment-resistant depression.
  • Innovative formulations with fewer side effects and decreased potential for abuse.

As with many compounds, (2R)-1-phenylpropan-2-amine reflects the double-edged nature of chemistry—where scientific progress must balance with responsible use and ethical consideration. Its journey from a medical marvel to a controlled substance highlights the importance of understanding both the benefits and risks associated with stimulating agents.

Synonyms
Levamfetamine
(-)-Amphetamine
156-34-3
Levanfetamina
(R)-alpha-Methylbenzeneethanamine
(-)-Phenylisopropylamine
(R)-alpha-Methylphenethylamine
Levamfetamina
Levamfetaminum
Amfetamine, (r)-
R87US8P740
DTXSID20166016
lAvamphAtamine
Amphetamine l-
RefChem:1049081
DTXCID4088507
205-850-8
L-Amphetamine
(R)-Amphetamine
Levamphetamine
(2R)-1-phenylpropan-2-amine
(R)-1-Phenylpropan-2-amine
l-(R)-Amphetamine
l-alpha-Methylphenethylamine
Amphetamine l-form
CHEMBL19393
CHEBI:42724
Levamphetaminum
Levamfetamina [DCIT]
r-amphetamine
Levamfetamine [INN:BAN]
R(-)amphetamine
Levamfetaminum [INN-Latin]
Levanfetamina [INN-Spanish]
(-)-alpha-Methylphenethylamine
EINECS 205-850-8
l-Amphetamine Hydrochloride
UNII-R87US8P740
(R)-Phenaminum
Phenethylamine, alpha-methyl-, (-)-
Benzeneethanamine, alpha-methyl-, (R)-
l-a-Methylphenethylamine
(R)-phenylisopropylamine
(R)-a-methylphenethylamine
LEVAMFETAMINE [INN]
Levamfetamine (in methanol)
SCHEMBL2636
(R)-a-methylbenzeneethanamine
(R)-a-Methyl-benzeneethanamine
GTPL2146
SCHEMBL6931237
AMPHETAMINE L-FORM [MI]
SCHEMBL10567690
SCHEMBL27959917
(R)-alpha-Methyl-benzeneethanamine
BDBM50022721
PDSP1_001510
PDSP2_001494
AKOS022172419
C105
(R)-1-METHYL-2-PHENYL-ETHYLAMINE
NS00070159
(-)-(R)-.ALPHA.-METHYLPHENETHYLAMINE
(-)-(R)-.ALPHA.-METHYLBENZENEETHANAMINE
Q2506823
R(-)-Amphetamine (levo-Amphetamine), 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material