4-[(2-bromo-4,5-dimethoxyphenyl)methyl]-4-[2-(2-{6,6-dimethylbicyclo[3.1.1]heptan-2-yl}ethoxy)ethyl]morpholin-4-ium bromide

• ChemBase ID: 176739
• Molecular Formular: C26H41Br2NO4
• Molecular Mass: 591.41604
• Monoisotopic Mass: 589.1402328
• SMILES: C1(CCOCC[N+]2(CCOCC2)Cc2c(cc(c(c2)OC)OC)Br)C2C(C(CC1)C2)(C)C.[Br-]
• Canonical SMILES: COc1cc(C[N+]2(CCOCCC3CCC4CC3C4(C)C)CCOCC2)c(cc1OC)Br.[Br-]
• InChI: InChI=1S/C26H41BrNO4.BrH/c1-26(2)21-6-5-19(22(26)16-21)7-11-31-12-8-28(9-13-32-14-10-28)18-20-15-24(29-3)25(30-4)17-23(20)27;/h15,17,19,21-22H,5-14,16,18H2,1-4H3;1H/q+1;/p-1
• InChIKey: IKGXLCMLVINENI-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2-bromo-4,5-dimethoxyphenyl)methyl]-4-[2-(2-{6,6-dimethylbicyclo[3.1.1]heptan-2-yl}ethoxy)ethyl]morpholin-4-ium bromide
• IUPAC Traditional name: 4-[(2-bromo-4,5-dimethoxyphenyl)methyl]-4-[2-(2-{6,6-dimethylbicyclo[3.1.1]heptan-2-yl}ethoxy)ethyl]morpholin-4-ium bromide
• Synonyms: 4-[(2-Bromo-4,5-dimethoxyphenyl)methyl]-4-[2-[2-(6,6-dimethylbicyclo[3.1.1]-hept-2-yl)ethoxy]ethyl]morpholinium Bromide; LAT-1717; Dicetel; Pinaverium Bromide

Database IDs

• CAS Number: 53251-94-8
• PubChem SID: 164232649
• PubChem CID: 40703

CALCULATED PROPERTIES

• Acid pKa: 17.155981
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.67394817
• LogD (pH = 7.4): 0.67394817
• Log P: 0.67394817
• Molar Refractivity: 143.3222 cm^3
• Polarizability: 51.88961 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 159-164°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P465000

Spasmolytic agent with low incidence of anticholinergic effects. Antispasmodic.

REFERENCES

• Jacquot, C., et al.: Eur. J. Med. Chem., 13, 61 (1978)
• Bretaudeau, J., et al.: J. Pharmacol., 11, 233 (1978)
• Bertrand, J., et al.: Therapie, 36, 555 (1978)