Description

3-Quinuclidinol, (-)- (CAS No. 25333-42-0) is a high-purity chiral organic compound with the molecular formula C₇H₁₃NO. This bicyclic tertiary alcohol, also known as (R)-(-)-3-Quinuclidinol or (R)-Quinuclidin-3-ol, is a versatile intermediate in pharmaceutical synthesis and asymmetric catalysis. The compound features a rigid azabicyclo[2.2.2]octane scaffold with a stereogenic center at the 3-position, making it valuable for structure-activity relationship studies in medicinal chemistry. Our product is supplied as a white crystalline solid with ≥98% chemical purity (HPLC) and >99% enantiomeric excess (ee), validated by chiral HPLC analysis. It is packaged under inert gas in amber glass vials to ensure stability and is suitable for use as a precursor for muscarinic receptor ligands, chiral auxiliaries, and other bioactive molecules. Storage recommendations: 2-8°C in a dry environment.

Properties

• CAS Number: 25333-42-0
• Complexity: 107
• IUPAC Name: (3R)-quinuclidin-3-ol
• InChI: InChI=1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2/t7-/m0/s1
• InChI Key: IVLICPVPXWEGCA-ZETCQYMHSA-N
• Exact Mass: 127.099714038
• Molecular Formula: C7H13NO
• Molecular Weight: 127.18
• SMILES: C1CN2CCC1[C@H](C2)O
• Topological: 23.5
• Monoisotopic Mass: 127.099714038
• Synonyms: (R)-(-)-3-Quinuclidinol, 25333-42-0, (R)-Quinuclidin-3-ol, (R)-3-QUINUCLIDINOL, 3-Quinuclidinol l-form, (R)-3-Quinuclidol, 3-Quinuclidinol, (-)-, (R)-3-Hydroxyquinuclidine, l-3-Quinuclidinol, 19XL022LM3, 1-Azabicyclo[2.2.2]octan-3-ol, (3R)-, EINECS 246-857-6, NARONAPRIDE METABOLITE M5, DTXSID50179977, EC 246-857-6, 3-QUINUCLIDINOL L-FORM [MI], 1-AZABICYCLO(2.2.2)OCTAN-3-OL, (3R)-, DTXCID10102468, (3R)-1-azabicyclo[2.2.2]octan-3-ol, (3r)-quinuclidin-3-ol, 3(R)-quinuclidinol, 3-(R)-quinuclidinol, MFCD00211251, (R)-(-)-quinuclidin-3-ol, R-(-)-3-Quinuclidinol, (-)-3-Quinuclidinol, (R)-(-)-1-Azabicyclo[2.2.2]octan-3-ol, (R)-(-)-1-AZABICYCLO(2.2.2)OCTAN-3-OL, (3R)-1-Azabicyclo[2.2.2]octan-3-ol ((3R)-3-Quinuclidinol), UNII-19XL022LM3, (3R)-3-Quinuclidinol, (R)-quinuclidine-3-ol, (R) -quinuclidin-3-ol, (R)-(3)-quinuclidinol, 3-Quinuclidinol R isomer, 3-(R)-Hydroxyquinuclidine, 3-(R)-Hydroxy-quinuclidine, SCHEMBL71473, R-(-)-3-Hydroxyquinuclidine, (3R)-(-)-quinuclidin-3-ol, SCHEMBL21087936, SCHEMBL28089887, (1S,3R,4S)-quinuclidin-3-ol, BCP10791, CS-B0280, MFCD13191732, AKOS005255229, AKOS015907653, AC-4632, FQ02772, AS-11397, R-(-)-Azabicyclo[2.2.2]octane-3-ol, (R)-1-Aza-bicyclo[2.2.2]octan-3-ol, R-(-)-Quinuclidin-3-ol; NSC 93905, DB-001109, 3-(R)-hydroxy-1-azabicyclo[2.2.2]octane, (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane, R-(-)-3-Hydroxy-1-azabicyclo[2.2.2]octane, Q27252136

(R)-(-)-3-Quinuclidinol serves as a key chiral building block for the synthesis of anticholinergic drugs such as solifenacin and aclidinium bromide. It acts as a precursor for quinuclidine-based catalysts in asymmetric hydrogenation reactions. The compound’s rigid bicyclic structure makes it valuable for studying conformational effects in receptor binding. Researchers utilize it to develop novel ligands for nicotinic and muscarinic acetylcholine receptors. Its stereochemical purity is critical for enantioselective pharmaceutical applications.

Safety and Hazards

GHS Hazard Statements

• H228 (47.8%): Flammable solid [Danger Flammable solids]
• H302 (73.9%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (91.3%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H317 (39.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]

Precautionary Statements

• P210, P240, P241, P260, P261, P264, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P362+P364, P363, P370+P378, P405, and P501

Hazard Classes and Categories

• Flam. Sol. 1 (47.8%)
• Acute Tox. 4 (73.9%)
• Skin Corr. 1B (91.3%)
• Skin Sens. 1 (39.1%)

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