2-(3,4,5-trimethoxyphenyl)ethan-1-amine hydrochloride

• ChemBase ID: 134034
• Molecular Formular: C11H18ClNO3
• Molecular Mass: 247.71852
• Monoisotopic Mass: 247.09752112
• SMILES: COc1cc(cc(c1OC)OC)CCN.Cl
• Canonical SMILES: NCCc1cc(OC)c(c(c1)OC)OC.Cl
• InChI: InChI=1S/C11H17NO3.ClH/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3;/h6-7H,4-5,12H2,1-3H3;1H
• InChIKey: FVZVSNDNKMOYKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4,5-trimethoxyphenyl)ethan-1-amine hydrochloride
• IUPAC Traditional name: mescaline hydrochloride
• Synonyms: Mescaline hydrochloride; 3,4,5-Trimethoxybenzeneethanamine Hydrochloride; 2-(3,4,5-Trimethoxyphenyl)ethylamine Hydrochloride; Mescaline Hydrochloride; 3,4,5-Trimethoxyphenethylamine, Hydrochloride; 3,4,5-三甲氧基苯乙胺 盐酸盐; 墨斯卡灵 盐酸盐

Database IDs

• CAS Number: 832-92-8
• EC Number: 212-626-3
• MDL Number: MFCD00058257
• PubChem SID: 162228311
• PubChem CID: 71580

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.0942051
• LogD (pH = 7.4): -1.3747406
• Log P: 0.91466165
• Molar Refractivity: 58.676 cm^3
• Polarizability: 23.01609 Å^3
• Polar Surface Area: 53.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 180-182°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: SI2800000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Drug Control: USDEA Schedule I; Home Office Schedule 1; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

DETAILS

Sigma Aldrich - M8500

Biochem/physiol Actions
最初从佩奥特掌分离出来的迷幻剂；非选择性血清素受体激动剂

Toronto Research Chemicals - T795730

Psychotomimetic alkaloid isolated from peyote (mescal buttons), the flowering heads of Lophophora williamsii (Lemaire).Controlled substance (hallucinogen).

REFERENCES

• Denber, H.C.B., et al.: J. Nerv. Ment. Dis., 122, 463 (1955)
• Hardman, H.F., et al.: Toxicol. Appl. Pharmacol., 25, 299 (1955)
• Trulson, M.E., et al.: Eur. J. Pharmacol., 96, 151 (1955)