(-)-Amphetamine
Completing data — refresh the page later to see the latest
Basic information
- CAS
156-34-3- Standard SMILES
C[C@@H](N)Cc1ccccc1- InChIKey
KWTSXDURSIMDCE-MRVPVSSYSA-N- Molecular formula
- C9H13N
- Average molar mass
- 135.21 g/mol
- Monoisotopic mass
- 135.10479942
Overview
(R)-amphetamine is a 1-phenylpropan-2-amine that has R configuration. It is an enantiomer of a (S)-amphetamine.
Names & identifiers
- Preferred name
- (-)-Amphetamine
- IUPAC
- (2R)-1-phenylpropan-2-amine
- English name
- L-AMPHETAMINE
- Molecular formula
- C9H13N
- Molecular weight
- 135.21
Names & synonyms
Levamfetamine(-)-Amphetamine156-34-3Levanfetamina(R)-alpha-Methylbenzeneethanamine(-)-Phenylisopropylamine(R)-alpha-MethylphenethylamineLevamfetaminaLevamfetaminumAmfetamine, (r)-R87US8P740DTXSID20166016
Show more names
(-)-PhenaminumLEVO-AMPHETAMINER(-)-AMPHETAMINEL-AMPHETAMINE-D5(-)-phenethylamin
lAvamphAtamineAmphetamine l-RefChem:1049081DTXCID4088507205-850-8L-AmphetamineLevamphetamine(R)-Amphetamine
Database identifiers
- CAS
156-34-3- PubChem CID
- 32893
- DTXSID
DTXSID20166016- ChEMBL
CHEMBL19393- ChEBI
CHEBI:42724- UNII
- R87US8P740
- EC Number
- 205-850-8
- Nikkaji
- J9.368H
Properties
Computed structural propertiesFilling in
- XLogP
- 1.8
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 84.7
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesOptical coefficient
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 203 °C · 203 °C
- Density
- 0.946 · 0.946±0.06 g/cm3(Predicted)
- Flash point
- 11 °C · 11 °C
- storage temp.
- -20 °C · -20°C
- pka
- 9.94 · 9.94±0.10(Predicted)
- FDA UNII
- 87 US8P740 · R87US8P740
- Symbol(GHS)
- 2 · GHS02,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H301+H311+H331-H370
- Precautionary statements
- 210 · P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P262, P264, P270, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: Levamfetamine (EC: 205-850-8)
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- 1
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- Toxicity
- mouse,LD50,intravenous,> 100mg/kg (100mg/kg),Journal of Medicinal Chemistry. Vol. 16, Pg. 1394, 1973.
- risk_code
- 11-23/24/25-39/23/24/25-24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- hazard_code
- F,T
- safety_code
- 16-36/37-45
- Hazard statements
- H225-H301+H311+H331-H370
- REACH Registrations
- Active
- Precautionary statements
- P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
Chemistry & industry
Pharmacology
Metabolism/MetabolitesAmphetamine has known human metabolites that include 4-Hydroxyamphetamine.
Applications
UsesCNS stimulant; anorexic. Controlled substance (stimulant)
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: (R)-amphetamine is a 1-phenylpropan-2-amine that has R configuration. It is an enantiomer of a (S)-amphetamine.
Related reactions
2 records
Compound notes
Loading…