methyl[(2S)-1-phenylpropan-2-yl]amine hydrochloride

• ChemBase ID: 130689
• Molecular Formular: C10H16ClN
• Molecular Mass: 185.69374
• Monoisotopic Mass: 185.0971272
• SMILES: C[C@@H](Cc1ccccc1)NC.Cl
• Canonical SMILES: CN[C@H](Cc1ccccc1)C.Cl
• InChI: InChI=1S/C10H15N.ClH/c1-9(11-2)8-10-6-4-3-5-7-10;/h3-7,9,11H,8H2,1-2H3;1H/t9-;/m0./s1
• InChIKey: TWXDDNPPQUTEOV-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl[(2S)-1-phenylpropan-2-yl]amine hydrochloride
• IUPAC Traditional name: crank hydrochloride
• Synonyms: d-Desoxyephedrine hydrochloride; d-N,α-Dimethylphenethylamine hydrochloride; Methylamphetamine hydrochloride; (+)-Methamphetamine hydrochloride; (+)-Methamphetamine hydrochloride solution; (αS)-N,α-Dimethylbenzeneethanamine Hydrochloride; L-(+)-Methamphetamine Chloride; Adipex; Amphedroxyn; Deofed; Desfedrin; Desoxo 5; Hiropon; Isophen; Madrine; Methedrine; Tonedron; S-(+)-Methamphetamine Hydrochloride; (+)-甲基苯丙胺 盐酸盐; (+)-甲基苯丙胺 盐酸盐 溶液

Database IDs

• CAS Number: 51-57-0
• EC Number: 200-106-9
• MDL Number: MFCD00056130
• PubChem SID: 162224967; 24897282; 24896988
• PubChem CID: 66124

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.9906569
• LogD (pH = 7.4): -0.43709657
• Log P: 2.236831
• Molar Refractivity: 48.4798 cm^3
• Polarizability: 19.21153 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; ethanol: soluble; H2O: soluble; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 166-168°C
• Flash Point: 11 °C; 51.8 °F

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: SH5455000
• 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; 3
• 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; H301
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311; P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1230 3/PG 2; UN 2811 6.1/PG 3
• 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 - M8750

Biochem/physiol Actions
Sympathomimetic with more potent central effects than amphetamine. It is transported into terminals via the monoamine transporters and induces release of dopamine, norepinephrine, epinephrine, and serotonin. Dopamine release is important for the addictive properties of methamphetamine while norepinephrine and epinephrine release are important for the cardiovascular effects. Serotonin neurotoxin.

Toronto Research Chemicals - M258790

A CNS stimulant. Anorexic. In attention deficit disorder with hyperactivity. Controlled substance (stimulant).

REFERENCES

• Lands, M., et al.: J. Pharmacol. Exp. Ther., 89, 382 (1947)
• Repke, D.B., et al.: J. Pharm. Sci., 67, 1167 (1947)
• Pope, H.G., et al.: J. Clin. Psychiatry, 47, 339 (1947)
• Cho, A.K., et al.: Science, 249, 631 (1947)