1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-2,2-diphenylacetate

• ChemBase ID: 103953
• Molecular Formular: C21H23NO3
• Molecular Mass: 337.41222
• Monoisotopic Mass: 337.1677936
• SMILES: OC(C(=O)OC1CN2CCC1CC2)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)OC1CN2CCC1CC2
• InChI: InChI=1S/C21H23NO3/c23-20(25-19-15-22-13-11-16(19)12-14-22)21(24,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-10,16,19,24H,11-15H2
• InChIKey: HGMITUYOCPPQLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-2,2-diphenylacetate
• IUPAC Traditional name: 3-quinuclidinyl benzilate
• Synonyms: 3-Quinuclidinyl benzilate; (±)-QNB; (±)-Quinuclidinyl-(RS)-α-hydroxydiphenylacetate; R,S-(±)-QUINUCLIDINYL BENZILATE; R-QUINUCLIDINYL BENZILATE; (±)-QNB; (±)-Quinuclidinyl α-hydroxydiphenylacetate; (±)-Quinuclidinyl benzilate

Database IDs

• CAS Number: 6581-06-2
• MDL Number: MFCD00055094
• PubChem SID: 162091572
• PubChem CID: 23056
• CHEMBL: 12980
• Chemspider ID: 21577
• MeSH Name: Quinuclidinyl+benzilate
• Wikipedia Title: 3-Quinuclidinyl_benzilate

CALCULATED PROPERTIES

• Acid pKa: 11.05131
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.014377969
• LogD (pH = 7.4): 1.7015147
• Log P: 3.07909
• Molar Refractivity: 96.2215 cm^3
• Polarizability: 37.937756 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: chloroform: soluble (but decomposes within 24 hrs); methanol: stable (for up to two weeks at -20°C.)
• Apperance: white powder
• Absorption Wavelength: εmax/207.4 nm, methanol 13,500

Safety Information

• RTECS: DD4638000
• European Hazard Symbols: Highly toxic (T+)
• German water hazard class: 3
• Risk Statements: 26
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

DETAILS

MP Biomedicals - 02153697

A muscarinic antagonist.

Sigma Aldrich - C002

Biochem/physiol Actions
Nonselective muscarinic acetylcholine receptor antagonist.