dimethyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine hydrochloride

• ChemBase ID: 159708
• Molecular Formular: C17H26ClN3O2S
• Molecular Mass: 371.92524
• Monoisotopic Mass: 371.14342577
• SMILES: Cl.c1c(cc2c(c1)[nH]cc2CCN(C)C)CS(=O)(=O)N1CCCC1
• Canonical SMILES: CN(CCc1c[nH]c2c1cc(cc2)CS(=O)(=O)N1CCCC1)C.Cl
• InChI: InChI=1S/C17H25N3O2S.ClH/c1-19(2)10-7-15-12-18-17-6-5-14(11-16(15)17)13-23(21,22)20-8-3-4-9-20;/h5-6,11-12,18H,3-4,7-10,13H2,1-2H3;1H
• InChIKey: FUORSACTMVYHCT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl(2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethyl)amine hydrochloride
• IUPAC Traditional name: almotriptan hydrochloride
• Synonyms: N,N-Dimethyl-5-[(1-pyrrolidinylsulfonyl)methyl]-1H-indole-3-ethanamine Hydrochloride; 1-[[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]sulfonyl]pyrrolidine Monohydrochloride; Almotriptan Hydrochloride

Database IDs

• CAS Number: 154323-46-3
• PubChem SID: 162253843
• PubChem CID: 19417476

CALCULATED PROPERTIES

• Acid pKa: 17.136013
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.8689746
• LogD (pH = 7.4): -0.6067433
• Log P: 1.5233824
• Molar Refractivity: 94.5219 cm^3
• Polarizability: 38.129585 Å^3
• Polar Surface Area: 56.41 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow to Pale Orange Solid
• Melting Point: 102-109°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A575201

Almotriptan is a serotonin 5HT1B /1D-receptor agonist used for treatment of migraine.

REFERENCES

• Fleishaker, J.C., et al.: Clin. Pharmacol. Ther., 67, 498 (2000)
• Kamali, F., et al.: Curr. Opin. Cent. Peripher. Nerv. Syst. Invest. Drugs, 2, 197 (2000)
• Dodick, D.W., et al.: Expert Opin.Pharmacother., 4, 1157 (2003)