3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-1,1-dimethylpiperidin-1-ium bromide

• ChemBase ID: 130711
• Molecular Formular: C21H26BrNO3
• Molecular Mass: 420.34004
• Monoisotopic Mass: 419.1096057
• SMILES: C[N+]1(CCCC(C1)OC(=O)C(c1ccccc1)(c1ccccc1)O)C.[Br-]
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)OC1CCC[N+](C1)(C)C.[Br-]
• InChI: InChI=1S/C21H26NO3.BrH/c1-22(2)15-9-14-19(16-22)25-20(23)21(24,17-10-5-3-6-11-17)18-12-7-4-8-13-18;/h3-8,10-13,19,24H,9,14-16H2,1-2H3;1H/q+1;/p-1
• InChIKey: JRRNZNSGDSFFIR-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-1,1-dimethylpiperidin-1-ium bromide
• IUPAC Traditional name: mepenzolate bromide
• Synonyms: Mepenzolate bromide; 3-[(Hydroxy-diphenylacetyl)oxy]-1,1-dimethylpiperidinium Bromide; Mepenzolate Bromide; 溴化甲呱佐酯; 溴美喷酯

Database IDs

• CAS Number: 76-90-4
• EC Number: 200-992-7
• MDL Number: MFCD00079450
• PubChem SID: 162224989; 24897028
• PubChem CID: 6461

CALCULATED PROPERTIES

• Acid pKa: 11.047589
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.974663
• LogD (pH = 7.4): -0.9728341
• Log P: -0.9746864
• Molar Refractivity: 109.3951 cm^3
• Polarizability: 38.60378 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: >224°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: TN5710000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: analytical standard

DETAILS

Toronto Research Chemicals - M223750

Used as an anticholinergic

REFERENCES

• Goldenthal, E.I.: Toxicol. Appl. Pharmacol., 18, 185 (1971)