3-[(2-cyclopentyl-2-hydroxy-2-phenylacetyl)oxy]-1,1-dimethylpyrrolidin-1-ium iodide

• ChemBase ID: 169694
• Molecular Formular: C19H28INO3
• Molecular Mass: 445.33499
• Monoisotopic Mass: 445.11139176
• SMILES: c1(C(C(=O)OC2CC[N+](C2)(C)C)(O)C2CCCC2)ccccc1.[I-]
• Canonical SMILES: O=C(C(c1ccccc1)(C1CCCC1)O)OC1CC[N+](C1)(C)C.[I-]
• InChI: InChI=1S/C19H28NO3.HI/c1-20(2)13-12-17(14-20)23-18(21)19(22,16-10-6-7-11-16)15-8-4-3-5-9-15;/h3-5,8-9,16-17,22H,6-7,10-14H2,1-2H3;1H/q+1;/p-1
• InChIKey: MDXIQDYNAVSOAZ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-cyclopentyl-2-hydroxy-2-phenylacetyl)oxy]-1,1-dimethylpyrrolidin-1-ium iodide
• IUPAC Traditional name: glycopyrrolate iodide
• Synonyms: 3-[(Cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethyl-pyrrolidinium Iodide; Glycopyrrolate Iodide(Mixture of Diastereomers)

Database IDs

• CAS Number: 873295-32-0
• PubChem SID: 162263826
• PubChem CID: 11612026

CALCULATED PROPERTIES

• Acid pKa: 11.533273
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.4080803
• LogD (pH = 7.4): -1.4074817
• Log P: -1.408088
• Molar Refractivity: 101.0809 cm^3
• Polarizability: 35.6508 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - G657000

A novel pharmaceutical compound based on PDE IV inhibitors; used in the treatment of respiratory complaints.

REFERENCES

• Gomez, et al.: Br. J. Anaesth., 74, 549 (1995)