bis((2S)-1-phenylpropan-2-amine); sulfuric acid

• ChemBase ID: 130715
• Molecular Formular: C18H28N2O4S
• Molecular Mass: 368.49092
• Monoisotopic Mass: 368.17697839
• SMILES: C[C@@H](Cc1ccccc1)N.C[C@@H](Cc1ccccc1)N.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.C[C@@H](Cc1ccccc1)N.C[C@@H](Cc1ccccc1)N
• InChI: InChI=1S/2C9H13N.H2O4S/c2*1-8(10)7-9-5-3-2-4-6-9;1-5(2,3)4/h2*2-6,8H,7,10H2,1H3;(H2,1,2,3,4)/t2*8-;/m00./s1
• InChIKey: PYHRZPFZZDCOPH-QXGOIDDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2S)-1-phenylpropan-2-amine); sulfuric acid
• IUPAC Traditional name: bis(amphetamine); sulfuric acid
• Synonyms: D-Amphetamine hemisulfate salt solution; (+)-α-Methylphenethylamine hemisulfate salt; Dextroamphetamine hemisulfate salt; D-Amphetamine hemisulfate salt; D-安非他明 半硫酸盐 溶液; D-安非他明 半硫酸盐

Database IDs

• CAS Number: 51-63-8
• EC Number: 200-111-6
• MDL Number: MFCD00069209
• PubChem SID: 162224993; 24890756; 24891028
• PubChem CID: 5825

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.2147744
• LogD (pH = 7.4): -0.67093694
• Log P: 1.8042505
• Molar Refractivity: 43.7052 cm^3
• Polarizability: 17.364613 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble; H2O: soluble
• Flash Point: 11 °C; 51.8 °F

Safety Information

• RTECS: SI1400000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1230; 2811
• German water hazard class: 1; 3
• Hazard Class: 3; 6.1
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25; 25
• Safety Statements: 16-36/37-45; 45
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H311-H331-H370; H300
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311; P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1230 3/PG 2; UN 2811 6.1/PG 2
• Drug Control: Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Concentration: 1.0 mg/mL±5% in methanol
• Grade: analytical standard, for drug analysis

DETAILS

Sigma Aldrich - A5880

Other Notes
More active isomer of amphetamine
Application
D-Amphetamine induces the release of catecholamines and blocks catecholamine reuptake. D-Amphetamine has also been used to study the extinction of cued fear, as well as the therapeutic implications for learned phobias and post-traumatic stress disorder.
Biochem/physiol Actions
Induces release of catecholamines and serotonin by displacing the monoamines from their vesicular storage sites; blocks catecholamine reuptake.