diethyl(methyl)(2-{4-[2-(octyloxy)benzamido]benzoyloxy}ethyl)azanium bromide

• ChemBase ID: 105244
• Molecular Formular: C29H43BrN2O4
• Molecular Mass: 563.56672
• Monoisotopic Mass: 562.24061987
• SMILES: [Br-].CCCCCCCCOc1ccccc1C(=O)Nc1ccc(cc1)C(=O)OCC[N+](C)(CC)CC
• Canonical SMILES: CCCCCCCCOc1ccccc1C(=O)Nc1ccc(cc1)C(=O)OCC[N+](CC)(CC)C.[Br-]
• InChI: InChI=1S/C29H42N2O4.BrH/c1-5-8-9-10-11-14-22-34-27-16-13-12-15-26(27)28(32)30-25-19-17-24(18-20-25)29(33)35-23-21-31(4,6-2)7-3;/h12-13,15-20H,5-11,14,21-23H2,1-4H3;1H
• InChIKey: VWZPIJGXYWHBOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl(methyl)(2-{4-[2-(octyloxy)benzamido]benzoyloxy}ethyl)azanium bromide
• IUPAC Traditional name: diethyl(methyl)(2-{4-[2-(octyloxy)benzamido]benzoyloxy}ethyl)azanium bromide
• Synonyms: N,N-Diethyl-N-methy-2-[[4-[[2-(octyloxy)benzoyl]amino]benzoyl]oxy]ethanaminium Bromide; Otilonium Bromide; SP-63; Doralin; Menoctyl; Pasminox; Spasen; Spasmoctyl; Spasmomen; Otilonium Bromide; OCTYLONIUM BROMIDE

Database IDs

• CAS Number: 26095-59-0
• EC Number: 247-457-4
• PubChem SID: 162092335
• PubChem CID: 72092

CALCULATED PROPERTIES

• Acid pKa: 12.75228
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5830352
• LogD (pH = 7.4): 2.583153
• Log P: 2.5830338
• Molar Refractivity: 155.7875 cm^3
• Polarizability: 55.281147 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 154-157°C

Safety Information

• Storage Condition: 0°C; -20°C Freezer
• RTECS: BP7610000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:36/37/39

Pharmacology Properties

• Target: AChR

Product Information

• Purity: 98%
• Salt Data: Free Base

DETAILS

MP Biomedicals - 02159190

Purity: 98% Exhibits high affinity for platelet PAF receptors. Useful clinical spasmolytic agent for increased muscle tone.

Toronto Research Chemicals - O293250

Octylonium bromide is an antimuscarinic. Octylonium bromide is a platelet-activating factor antagonist as analgesic, anti-inflammatory, uterine contraction inhibiting, and anti-tumor agent. Octylonium bromide is used as an antispasmodic.

REFERENCES

• Ortega, M.P., et al., J. Pharmacol. Exp. Ther. , 255 : 28 (1990).
• Whatley, R.E., et al., Prostaglandins, 43: 21 (1992).
• Mudler, H.W., et al., Biochem. Bhiphys. Res. Commun., 176: 1557 (1991).
• Manzini, S., et al.: Drugs Exp. Clin. Res., 14, 265 (1988)
• Emonds-Alt, X., et al.: Eur. J. Pharmacol., 250, 403 (1988)
• Sutton, J., et al.: Eur. J. Clin. Pharmacol., 52, 365 (1988)
• Catalioto, R., et al.: Br. J. Pharmacol., 123, 81 (1988)