2-(5-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride

• ChemBase ID: 72243
• Molecular Formular: C11H15ClN2
• Molecular Mass: 210.7032
• Monoisotopic Mass: 210.09237617
• SMILES: [nH]1cc(c2c1ccc(c2)C)CCN.Cl
• Canonical SMILES: NCCc1c[nH]c2c1cc(C)cc2.Cl
• InChI: InChI=1S/C11H14N2.ClH/c1-8-2-3-11-10(6-8)9(4-5-12)7-13-11;/h2-3,6-7,13H,4-5,12H2,1H3;1H
• InChIKey: RBHDFGBPJGEYCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride
• IUPAC Traditional name: 2-(5-methyl-1H-indol-3-yl)ethanamine hydrochloride
• Synonyms: [2-(5-Methyl-1H-indol-3-yl)-ethyl]amine hydrochloride; 2-(5-Methyl-1H-indol-3-yl)ethylamine hydrochloride; 3-(Aminoethyl)-5-methyl-1H-indole hydrochloride; 5-Methyl-1H-Indole-3-ethanamine Hydrochloride; 5-Methyltryptamine Hydrochloride; 2-(5-methyl-1H-indol-3-yl)ethanamine hydrochloride; 3-(2-Aminoethyl)-5-methylindole hydrochloride; 5-Methyltryptamine hydrochloride; 3-(2-氨基乙基)-5-甲基吲哚 盐酸盐; 5-甲基色胺 盐酸盐

Database IDs

• CAS Number: 1010-95-3; 55795-89-6
• EC Number: 213-777-8
• MDL Number: MFCD00012683
• Beilstein Number: 3707780
• PubChem SID: 24848138; 162037336; 24885945
• PubChem CID: 6917145

CALCULATED PROPERTIES

• Acid pKa: 17.40123
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -1.0077838
• LogD (pH = 7.4): -0.27150404
• Log P: 1.9998589
• Molar Refractivity: 55.4141 cm^3
• Polarizability: 22.534512 Å^3
• Polar Surface Area: 41.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Light Tan Solid
• Melting Point: >225°C (dec.); 289-292 °C (dec.)(lit.); 289-292°C; 290-292 °C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Corrosive/Harmful/Light Sensitive/Store under Argon/Keep Cold; IRRITANT
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (AT); 98%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C11H14N2 · HCl
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 134228

Packaging
250 mg in glass bottle
Application

• reactant in synthesis of kinesin spindle protein (KSP) inhibitors1
• reactant in intramolecular furan Diels-Alder reactions2
• reactant in Pictet-Spengler-like reactions3

Toronto Research Chemicals - M331940

5-Methyltryptamine is a methylated derivative of tryptamine. 5-Methyltryptamine is a weak antagonist of 5-Hydroxytryptamine (H974990) with weak potency as stimulants of the cardiac sympathetic nerves. 5-Methyltryptamine is also used in the preparation of

REFERENCES

• Fozard, J.R. et al.: Naun.-Schmied. Arch. Pharmacol., 301, 223 (1978)
• Slotkin, T. et al.: Mol. Pharmacol., 15, 607 (1978)
• Liu, F. et al.: Bioorg. Med, Chem., 18, 4167 (1978)