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

• ChemBase ID: 131545
• Molecular Formular: C21H23NO3
• Molecular Mass: 337.41222
• Monoisotopic Mass: 337.1677936
• SMILES: c1ccc(cc1)C(O)(C(=O)O[C@@H]1[C@H]2CCN(C1)CC2)c1ccccc1
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)O[C@H]1CN2CC[C@H]1CC2
• 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/t19-/m0/s1
• InChIKey: HGMITUYOCPPQLE-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-2,2-diphenylacetate
• IUPAC Traditional name: (3R)-1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-2,2-diphenylacetate
• Synonyms: (R)-(-)-QNB; (R)-(-)-3-Quinuclidinyl benzilate; (R)-(-)-Quinuclidinyl-α-hydroxydiphenylacetate; (R)-(-)-奎宁环基-α-羟基二苯基乙酸酯; (R)-(-)-3-奎宁环基二苯乙醇酸酯

Database IDs

• CAS Number: 62869-69-6
• MDL Number: MFCD00085375
• PubChem SID: 162225823; 24892234
• PubChem CID: 688566

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: soluble (stable for up to two weeks at -20°C.)
• Apperance: white powder

Safety Information

• RTECS: DD4638000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/24/25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: rat ... Chrm1(25229), Chrm2(81645), Chrm3(24260)

Product Information

• Empirical Formula (Hill Notation): C21H23NO3

DETAILS

Sigma Aldrich - Q0878

Biochem/physiol Actions
非选择性蕈毒碱型乙酰胆碱受体拮抗剂。
Application

• Pharmacological agent used as muscarinic M3 antagonist for the inhaled treatment of chronic obstructive pulmonary disease (COPD)1

Sigma Aldrich - C003

Biochem/physiol Actions
Nonselective muscarinic acetylcholine receptor antagonist. More potent enantiomer of QNB.
Packaging
5 mg in glass bottle
Application

• Pharmacological agent used as muscarinic M3 antagonist for the inhaled treatment of chronic obstructive pulmonary disease (COPD)1