1-[5-(thiophen-2-ylmethoxy)-1H-indol-3-yl]propan-2-amine hydrochloride

• ChemBase ID: 131573
• Molecular Formular: C16H19ClN2OS
• Molecular Mass: 322.85286
• Monoisotopic Mass: 322.09066192
• SMILES: CC(Cc1c[nH]c2c1cc(cc2)OCc1cccs1)N.Cl
• Canonical SMILES: CC(Cc1c[nH]c2c1cc(OCc1cccs1)cc2)N.Cl
• InChI: InChI=1S/C16H18N2OS.ClH/c1-11(17)7-12-9-18-16-5-4-13(8-15(12)16)19-10-14-3-2-6-20-14;/h2-6,8-9,11,18H,7,10,17H2,1H3;1H
• InChIKey: PYJBJMIBANAOFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[5-(thiophen-2-ylmethoxy)-1H-indol-3-yl]propan-2-amine hydrochloride
• IUPAC Traditional name: 1-[5-(thiophen-2-ylmethoxy)-1H-indol-3-yl]propan-2-amine hydrochloride
• Synonyms: α-methyl-5-(2-thienylmethoxy)-1H-Indole-3-ethanamine monohydrochloride; BW 723C86; BW 723C86; α-Methyl-5-(2-thienylmethoxy)-1H-indole-3-ethanamine Monohydrochloride

Database IDs

• CAS Number: 160521-72-2
• MDL Number: MFCD01321066
• PubChem SID: 162225851; 24278284
• PubChem CID: 5311036

CALCULATED PROPERTIES

• Acid pKa: 17.397675
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.36471376
• LogD (pH = 7.4): 0.9304809
• Log P: 3.3826957
• Molar Refractivity: 82.7574 cm^3
• Polarizability: 33.284737 Å^3
• Polar Surface Area: 51.04 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: soluble5.6 mg/mL
• Apperance: white solid

Safety Information

• RTECS: NL8504715
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HTR2B(3357)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - B175

Biochem/physiol Actions
5-HT2B serotonin receptor agonist.
Caution
Hygroscopic; photosensitive

Toronto Research Chemicals - M330410

A selective 5-HT2B receptor agonist. It is used in the treatment of certain CNS disorders, in particular epilepsy, migraine and feeding disorders.

REFERENCES

• Cohen, M., et al.: J. Pharmacol. Exp. Ther., 243, 264 (1987)
• Forbes, I.T., et al.: J. Med. Chem., 36, 1104 (1987)
• Fujino, K., et al.: J. Physiol., 550, 227 (1987)