N,N-dimethyl-2-{5-[(pyrrolidine-1-sulfonyl)methyl]-1H-indol-3-yl}ethanamine oxide hydrochloride

• ChemBase ID: 159711
• Molecular Formular: C17H26ClN3O3S
• Molecular Mass: 387.92464
• Monoisotopic Mass: 387.13834039
• SMILES: Cl.c1c(cc2c(c1)[nH]cc2CC[N+]([O-])(C)C)CS(=O)(=O)N1CCCC1
• Canonical SMILES: O=S(=O)(N1CCCC1)Cc1ccc2c(c1)c(CC[N+](C)(C)[O-])c[nH]2.Cl
• InChI: InChI=1S/C17H25N3O3S.ClH/c1-20(2,21)10-7-15-12-18-17-6-5-14(11-16(15)17)13-24(22,23)19-8-3-4-9-19;/h5-6,11-12,18H,3-4,7-10,13H2,1-2H3;1H
• InChIKey: DMMHFMJWUYYRKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162253846
• PubChem CID: 71313108

CALCULATED PROPERTIES

• Acid pKa: 16.119144
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.39654663
• LogD (pH = 7.4): 0.3989753
• Log P: 0.3990072
• Molar Refractivity: 96.5668 cm^3
• Polarizability: 38.33301 Å^3
• Polar Surface Area: 80.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 146-148°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - A575210

Almotriptan N-Oxide is a metabolite of Almotriptan (A575200).

REFERENCES

• Dechant, K., et al.: Drugs, 43, 776 ( 1992), Dixon, C., et al.: Drug Metab. Dispos., 21, 761 (1993)
• Yoshida, A., et al.: Eur. J. Biochem., 251, 549 (1993)
• Gras, J., et al.: Eur. J. Pharmacol., 410, 43 (1993)
• Fleishaker, J., et al.: J. Clin. Pharmacol.